We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Siesta Key, FL

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
dd/mm/yyyy dd/mm/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    Payment Protection
    Use a credit card to book with our Peace of Mind Protection.Learn more
    Find a rental
    Price per night
    Min
    to
    Max
    Bedrooms
    Any
    Amenities
    Select
    Community
    Select
    Payment
    Select
    Go to map view
    More filters
    All 257 Rentals in Siesta Key
    loading...
    Travellers to Siesta Key are booking May dates now. Secure your vacation rental today, and have the perfect trip.
    Sort by
    From
    $169
    / Night
    Payment Protection
    View Details
    1 / 30
    5 of 5 stars (18) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (18) Make Enquiry
    From
    $121
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    From
    $147
    / Night
    Payment Protection
    View Details
    1 / 35
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    From
    $816
    / Week
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Water Views
    • Internet Access
    • Air Conditioning
    • Washer
    • Dryer
    • DVD Player
    • Patio
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Luxurious Tommy Bahama appointed condo with hardwood floors on the Bay with a gulf view from the front, within a very short walk to the beach. Sits next door to a Marina with boats, jet skis and more. View all property information
    Make Enquiry
    5 of 5 stars Reviewed 28 January 2014
    This condo provides everything a family needs for a delightful vacation. The kitchen, bathrooms and bedrooms are as fully equipped as those of a regular home; the lanai and the...
    See all reviews
    From
    $121
    / Night
    Payment Protection
    View Details
    1 / 28
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Take to the water or stick to the shore - the world is your proverbial oyster while staying at Siesta Key's Palm and Bay Club G88. Enjoy great comfort and value in this gulf-view suite, with all the resort amenities you can imagine. Two pools and a fantastic hot tub, a large fitness center and lit... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 25 August 2014
    Voltamos depois de 19 anos ao Palm Bay e continua o mesmo porque não pode ser melhor. Nosso apartamento na torre era maravilhoso. Muito bem equipado, não tinha defeito...
    See all reviews
    From
    $425
    / Night
    Payment Protection
    View Details
    1 / 21
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Decked in pure tropical style, Siesta Dunes Beach 201 in Siesta Key, Florida is an ideal choice for families planning to spend all their daytime hours at the pool or the gorgeous on-site beach. As a gulf-side property, it's easy on the wallet while its lovely atmosphere makes it a great home to... View all property information
    Make Enquiry
    From
    $152
    / Night
    Payment Protection
    View Details
    1 / 18
    4.5 of 5 stars (2) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Watersports Nearby
    • Refrigerator
    • Patio
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Great Summer Rates ------- $100.00 per night after May 3rd! Enjoy the less crowded area and amenities!!! Your Seasonal Home away from home! One bedroom---2 BATHROOMS ! This is my Home- not someone's investment!! Chance for great seasonal Siesta deal. Hopefully you will return every year!... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 17 February 2015
    My friend & I stayed here in Feb. for a week. The location is excellent-right where you want to be. Remember you may hear traffic, garbage trucks, etc. since it is near the...
    5 of 5 stars Reviewed 5 February 2015
    We had a weeks vacation in this lovely clean condo prior to XMAS holidays. It was not a hotel or motel- it was like being at home. The beds ( queen in bedroom and queen sleeper...
    See all reviews
    From
    $4,373
    / Week
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (2) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Ocean Views
    • Wi-Fi
    • Deck
    • Water Views
    • DVD Player
    • Waterfront
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Gulf front luxury on the beach. Complete renovation in 2014. 3 bedroom, 2 bath condo. No expense was spared. Stainless steel appliances, travertine tile, throughout. Marble counters in kitchen. Polo linens, Ralph Lauren towels. Flat screens, wireless internet, Apple Tv, Ceiling fans in all... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 25 March 2014
    We had a wonderful relaxing week in this beautifully renovated condo. We loved the panoramic views of the gulf, the proximity to the village and the easy access to the beach...
    See all reviews
    From
    $96
    / Night
    View Details
    1 / 15
    5 of 5 stars (7) Excellent
    Studio / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Cooker
    • Linens Provided
    • Hairdryer
    • Air Conditioning
    • Towels Provided
    • Gym
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This freshly renovated unit is located just across the street from Siesta Key public beach. Simple and elegant furnishings include a Queen-size bed, queen sleeper sofa, 32' LED TV, small but very effective kitchen with stove, oven, sink, microwave, refrigerator, small kitchen appliances, and light... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 3 August 2014
    We had an excellent time. The room was perfect for an anniversary getaway. Beach access was right across the street. The kitchen made it easy to buy some easy lunch groceries for...
    5 of 5 stars Reviewed 22 June 2014
    I absolutely loved this place!!! The location was perfect. The kitchen had everything we needed. The bathroom was nice and beautifully updated! It has off street parking in a safe...
    See all reviews
    From
    $1,267
    / Week
    Payment Protection
    View Details
    1 / 12
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Air Conditioning
    • Internet Access
    • Patio
    • Cooker
    • Porch
    • Linens Provided
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Jamaica Royale condo #92 on the #1 beach in the USA, This 2 bedroom 2 bath garden view unit was recently updated, and is located in the garden area of our beautifully landscaped property. It has new furniture and is freshly painted, with tile floors in living areas and new carpet in bedrooms.... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 29 December 2014
    Just returned from our first trip to Siesta Key. Had my wife and two adult sons with us. Unit was very clean and ready upon our arrival. Beds were extremely comfortable...
    5 of 5 stars Reviewed 10 May 2014
    My husband and I stayed here with our five children. This place was perfect for us. It was clean and comfortable. I was surprised to find every single thing I needed in the...
    See all reviews
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $911
    / Week
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • Cooker
    • Satellite TV
    • Stereo System
    • Dryer
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Delightful beach bungalow at Ebb Tide , only 2 minute walk to pool and powder white sand of Crescent beach, right across the street from restaurants,shops, bike and boat rentals, marina, 7 Eleven, and more. This darling tropical villa had everything you need for a great vacation. No one above you... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 30 September 2014
    Was an excellent experience renting this villa. The beach is divine, it's a very friendly community, everything you need is close by. The villa owner was exceptional to...
    See all reviews
    From
    $164
    / Night
    Payment Protection
    View Details
    1 / 23
    4 of 5 stars (18) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (18) Make Enquiry
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Siesta Key's largest heated pool is begging for all the games and excitement you can give it. Ample pool beds and an adjacent covered area mean you can happily spend all day, every day, lazing around. From your 2 story split level condo, it's just steps to a perfect white sand beach. This is the... View all property information
    Make Enquiry
    From
    $3,638
    / Month
    Payment Protection
    View Details
    1 / 52
    4.5 of 5 stars (8) Very good
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Roll into the lap of luxury and enjoy a unit that's still sparkling new. Siesta Key Gulf and Bay Club is known to be the finest long-stay resort in the area - and this newly renovated unit with a new air conditioning and heating system, Gulf and Bay Club 305C, trumps the competition. Sleeping 6,... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 17 July 2013
    Quite satisfied with our condo unit. Plenty of room for family of 6. Very happy with the condition (cleanness) of the kitchen. All plates, dishes, silverware, coffee maker very...
    4 of 5 stars Reviewed 2 January 2013
    Close to beach, nice and clean place. Found it slightly over- priced though. There are other decent places available at lower rates.
    See all reviews
    From
    $121
    / Night
    Payment Protection
    View Details
    1 / 35
    4 of 5 stars (15) Very good
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    How long does it take you to walk 100 yards? Not very long at all. While on vacation at Crescent Beach, consider that your morning commute - from bed to pool. Enjoy the great convenience of a ground floor unit at Siesta Key's Jamaica Royale unit 91. Delight in the great value of this garden view... View all property information
    Make Enquiry
    1 of 5 stars Reviewed 2 April 2014
    The Jamaica Royale has many beautiful, clean updated units to rent. This unit 91 is not managed by the Jamaica Royale property association because, allegedly, the owners of Unit...
    See all reviews
    From
    $164
    / Night
    Payment Protection
    View Details
    1 / 23
    3 of 5 stars (1) Average
    Amenities & Details
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    So what if you don't have a beach house of your own? When you stay at Our House at the Beach, you'll feel right at home. Our House at the Beach 504W is located on the barrier island of Siesta Key, home to parrots, pelicans, and a beach that residents and visitors alike say has the finest and... View all property information
    Make Enquiry
    3 of 5 stars Reviewed 27 July 2014
    The overall location of the condo is good but it is quite a walk to get to the ocean. I would pick a place that is actually on the beach. This unit needs updating. The mattress in...
    See all reviews
    From
    $1,093
    / Week
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Hairdryer
    • Wi-Fi
    • Refrigerator
    • Watersports Nearby
    • There Are Tennis...
    • Towels Provided
    • TV
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Relax, get away and enjoy Siesta Key's laid back lifestyle! Nestled in a quiet residential neighborhood, you'll love this large and comfortable 500 square foot studio apartment. It has a king bed and comfortably sleeps 2. The studio is attached to the owners' home, and features a king bed,... View all property information
    Make Enquiry
    From
    $283
    / Night
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (6) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Stereo System
    • Patio
    • Water Views
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    • Ocean Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    This vacation rental offers a full view of Siesta Key Beach/ The Gulf upon entry; relax and enjoy from your lanai or master bedroom. The property has been newly transformed to accommodate our guests best welcome to Siesta. From the comfort of the home décor to your fully stocked kitchen: cookware,... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 5 March 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
    5 of 5 stars Reviewed 3 March 2015
    My 92-yr. old mother and myself stayed at this "Calm at Siesta" condo. Couldn't have stayed at a better place. As for Mom who uses a walker, everything was convenient for her in...
    See all reviews
    From
    $140
    / Night
    Payment Protection
    View Details
    1 / 14
    5 of 5 stars (6) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Stereo System
    • Grill
    • Patio
    • Wi-Fi
    • Washer
    • Dryer
    • Cooker
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Recently renovated and very conveniently located duplex villas at beautiful Crescent Beach on Siesta Key. We have (2) 2 bedroom 1 bath apartments. Each apartment sleeps up to 5 persons. Rent 1 apartment or both. The units are bright, updated, very clean... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 22 April 2015
    This apartment has a really wonderful set-up for a great vacation at the beach. Everything you need for all ages from beach toys, towels & chairs to DVDs and games are provided...
    5 of 5 stars Reviewed 26 November 2014
    This property was everything and more we could have hoped for booking, sight unseen, through the internet. Loved the property, location to beach and all the things you would need...
    See all reviews
    From
    $2,909
    / Week
    Payment Protection
    View Details
    1 / 25
    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Sauna
    • Water Views
    • Private Fishing...
    • Waterfront
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Beach and water front on Gulf Of Mexico. A block from Siesta Key Village for lite and fine dinning, fun, shopping and nightlife. Two Master Suite King Bedrooms with Master Bath for each. Sauna, four Mexican tiled decks with panoramic views of the Gulf and beaches. Fishing Pier. Leather, stone... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 7 April 2015
    This beautiful beach home had everything you needed to make your stay very enjoyable. Very clean,loved the beautiful view every morning.Enjoyed the shopping and the walks to the...
    5 of 5 stars Reviewed 1 April 2015
    The view was beautiful. We heard the ocean at night. Everything in the apartment was clean. There was a surprising amount of room and privacy for a 2 bedroom. It is also very...
    See all reviews
    From
    $1,336
    / Week
    View Details
    1 / 19
    5 of 5 stars (4) Excellent
    Amenities & Details
    • Refrigerator
    • Internet Access
    • Linens Provided
    • Gym
    • DVD Player
    • Satellite TV
    • Cooker
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This single-family home offers three bedrooms and three bathrooms; no need to share here! Two of these are large suites with brand new bathrooms, one with a king-size bed and one with a queen-size bed. The main living area is open from the living room to the dinning room to the kitchen giving this... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 18 July 2013
    We stayed here in June 2013 for 17 nights. I could not say one bad word about this house. It is exactly as the pictures and video portrays. It was in the 90s for the whole 3 weeks...
    See all reviews
    Get the List
    From
    $698
    / Week
    Payment Protection
    View Details
    1 / 14
    5 of 5 stars (13) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (13) Make Enquiry
    Amenities & Details
    • Dryer
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Stereo System
    • Grill
    • Sauna
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly furnished, newly renovated 2BR (one king size & 2 single beds) + convertible sofa bed, 2 Bathrooms 2nd floor condo (sleeps 4-6), and with all the amenities of a comfortable home. Located in White Sands Village with 7 acres of lush tropical surroundings, our air-conditioned condo offers two... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 4 February 2015
    Had a great time, close to the beach, very clean condo in a quiet area. Plenty of restaurants and stores nearby.
    5 of 5 stars Reviewed 27 December 2014
    We rented from Michel and Aida in for a month and then again when we needed to return a couple of weeks later. They were easy to contact and responded to emails promptly. Their...
    See all reviews
    From
    $134
    / Night
    Payment Protection
    View Details
    1 / 16
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Private Fishing...
    • Satellite TV
    • Patio
    • Stereo System
    • DVD Player
    • Dryer
    • Refrigerator
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    5 Minute walk to the whitest sand beach in the world! A stand alone villa on Siesta Key in the private community of Polynesian Gardens on the bay side of Midnight Pass Road. The Villa is designed for those who appreciate comfort and quality. Two bedrooms, with newly purchased hotel quality... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 31 October 2014
    This cottage is perfect for a beach vacation...with charming mid century decor, clean, open to breezes, roomy and very efficiently designed. The kitchen supplies and and linens...
    4 of 5 stars Reviewed 10 August 2014
    The villa totally met our needs: beaches near by (10-minute walk from Crescent Beach and 5-minute drive to Siesta Key Beach), great pool in a relax community, clean house with...
    See all reviews
    From
    $121
    / Night
    Payment Protection
    View Details
    1 / 19
    4 of 5 stars (31) Very good
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Do you have children who'll delight in the geckos and insects they can discover in the garden? Or do you love nature and the sight and scents of tropical flowers? An idyllic ocean side condo perfect for energetic kids or families seeking added privacy, Siesta Dunes Beach 38A is your perfect... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 13 October 2014
    Nice unit. Loaded. Parking ids a few steps away with storage room with a lot of different stuff. Walking distance to the beach is about 5-7 mins. About 5 mins walking distance to...
    See all reviews
    From
    $1,201
    / Week
    Payment Protection
    View Details
    1 / 27
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • DVD Player
    • Satellite TV
    • Water Views
    • Pool Table
    • Stereo System
    • Wi-Fi
    • Waterfront
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fisherman's Cove condo description Lovely 2 bedroom, beach front condo on the Gulf of Mexico with sunset views overlooking the gulf and sunrise views of the lagoon, expansive water views from every window. . Watch the sunset, the birds and ocean wild life swim by. Swim, snorkel, fish, surf or... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 6 August 2014
    My Husband and I have stayed in this Condo several times. We come back year after year because it is a beautiful condo, clean, comfortable, and the location is perfect. It's...
    5 of 5 stars Reviewed 1 August 2014
    Working with the owner to arrange our week long stay was very easy! Check in a breeze! The unit was just as pictured and clean! The proximity to the Gulf unsurpassed......steps...
    See all reviews
    From
    $966
    / Week
    View Details
    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Water Views
    • Refrigerator
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Internet Access
    • Gym
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    3rd floor, open concept, and clean condo in a beautiful resort style complex faces the Gulf of Mexico and has 3 bedrooms with 3 full baths to accommodate you and your guests. This alluring condo will provide you and your guests with a full kitchen with granite counter tops, a large dinning room... View all property information
    Make Enquiry
    From
    $182
    / Night
    Payment Protection
    View Details
    1 / 30
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • DVD Player
    • Watersports Nearby
    • Shared Tennis Court
    • Satellite TV
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    “Pristine sand, blue skies - 'Number 1 Beach'” The Best Thing to Come Home to after a Day on the Beach Is... ...a vacation home as comfortable as your own home. Just a walk across the street to Siesta Key's world famous #1 Beach. This split-level townhouse, has 2 bedrooms (King in Master... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 14 April 2015
    My wife, daughters (ages 14 and 11) and I enjoyed our spring break at Siesta Key. The owner was especially great to work with it. She answered all our questions. She kept...
    See all reviews
    From
    $666
    / Week
    Payment Protection
    View Details
    1 / 41
    5 of 5 stars (2) Excellent
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    With the Bay in back and the Gulf in front, our condo at Excelsior 107 sits on a little strip of paradise! Located in a luxurious resort with everything from heated pools and outdoor grills to private beach access, it's a tropical getaway on one of the world's finest beaches. Just yards from the... View all property information
    Make Enquiry
    From
    $729
    / Week
    Payment Protection
    View Details
    1 / 14
    4.5 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Balcony
    • DVD Player
    • Internet Access
    • TV
    • Air Conditioning
    • Elevator/Lift access
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    We invite you to settle in to a beautiful and very large 2 bed/2 bath 1280 sq foot beauty, approximately 200 yds. from the beautiful crystal sand of Crescent Beach. Serenity abounds in calm, aqua waters and miles of the most exquisite coastal sands in the world. Our spacious condo boasts all of the... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 5 October 2014
    We stayed here for a week (family of 4, kids aged 13 & 11), following on from a fortnight in Orlando. We wanted somewhere to stay where we could walk to a beach. This condo is...
    2 of 5 stars Reviewed 1 September 2014
    Location, location, location! The condo is a few feet from the busiest road on Siesta Key therefore you hear loud road noise in every room. Hard to believe no one mentioned this...
    See all reviews
    From
    $128
    / Night
    Payment Protection
    View Details
    1 / 22
    4 of 5 stars (5) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Water Views
    • Staffed Property
    • Private Fishing...
    • DVD Player
    • Air Conditioning
    • Stereo System
    • Deck
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    BOOK NOW for SUMMER _ DIsCounted RATES!!! Sea Club II is Located steps away from the whitest sand and the # 1 beach in America, Siesta Key. Our location 200 yards away has an easement for private beach access. We are located on the intercoastal waterway of Little Sarasota Bay on the island of... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 10 April 2015
    Ok, let first say you get what you pay for. If you want to and can afford 2500+ a week to be on the gulf then do it. If you want to save 1000 or more then try this place. We...
    2 of 5 stars Reviewed 7 January 2015
    This was our fourth rental in Florida during Christmas holidays in the same price range and was by far the lowest standard and the smallest size of all. The condo is probably...
    See all reviews
    From
    $1,136
    / Week
    View Details
    1 / 37
    Amenities & Details
    • Grill
    • TV
    • Dryer
    • Stereo System
    • Elevator/Lift access
    • Washer
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    2BR/2Bath, Full Beachfront, Heated Pool, Free boat docks, Access to Inter-coastal Waterway Gulf-Front Condo... So close to the Gulf that you can fall asleep to the sound of the surf beneath your window!! Throw a pebble from your lanai and hit the surf, that's how close to the turquoise blue waters... View all property information
    Make Enquiry
    From
    $208
    / Night
    Payment Protection
    View Details
    1 / 42
    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Private Fishing...
    • Washer
    • DVD Player
    • Grill
    • Patio
    • Waterfront
    • Fireplace
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    STAY IN YOUR OWN PRIVATE HOME ON SIESTA KEY - Fantastic Siesta Quarters Vacation Home, seven night minimum, Saturday check-in. Come VACATION in a nationally known artist's private home on the exclusive north end of beautiful Siesta Key. Graciously appointed three bedroom, two bath with quality... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 27 March 2015
    This was my husband's and my first time at Siesta Key. We absolutely loved it!!!! The house was perfect for us and our two dogs. It was very roomy, had a completely fenced...
    5 of 5 stars Reviewed 10 March 2015
    House is beautiful, owners are available and great, location is perfect. This was a great vacation for our entire family. The house is located just a few miles from the Village...
    See all reviews
    From
    $4,251
    / Month
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Horse Riding Nearby
    • Washer
    • Stereo System
    • DVD Player
    • Shared Tennis Court
    • Internet Access
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Cortez Cottage is located within five minutes easy walk of Siesta Key beach, always rated in the top beaches in USA and world, powdery white sand and gorgeous Gulf of Mexico gentle waves and stunning sunsets. The cottage is just a couple of minutes walk from the heart of Siesta Village, with... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 3 June 2014
    Couldn't have asked for a better place to stay. Having never been to Siesta before, I initially wasn't sure where the location was, in comparison to the beach and commercial...
    4 of 5 stars Reviewed 24 June 2013
    we stayed here with my whole family in May 2013. The place is great, close to everything e very clean. I have a newborn, so it was great to go home earlier when the sun was too...
    See all reviews
    From
    $121
    / Night
    Payment Protection
    View Details
    1 / 36
    4 of 5 stars (14) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (14) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The accolades keep pouring in. Guests and media alike rate the Palm Bay Club as a perfect destination for romantic getaways and family vacations. Treat yourself to an idyllic holiday on Florida's Gulf Coast, at this luxury 4-person condo that is Gulf Side and next to the beach. Just a quick... View all property information
    Make Enquiry
    3 of 5 stars Reviewed 11 October 2014
    Palm Bay Club is a lovely venue but this particular unit has no ocean view and the furnishings are very "tired". With some major updating the view could be overlooked.
    See all reviews
    From
    $152
    / Night
    Payment Protection
    View Details
    1 / 28
    4.5 of 5 stars (31) Very good
    Amenities & Details
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Siesta Key Florida House of Sun 307 rentals condos is very family-friendly, was recently renovated and has sensational sunset and Gulf views. Any questions? How about the added weight of the Travel Channel's endorsement, recently voting Siesta Beach as the 'Best Sand Beach' in the country? The... View all property information
    Make Enquiry
    3 of 5 stars Reviewed 27 June 2014
    The master bath toilet wasn't working correctly and by the end of the week wouldn't flush. The keys or locks for the building are horrible and very frustrating to use when you're...
    5 of 5 stars Reviewed 30 April 2012
    We just returned from Siesta Key's "House of Sun", and are seriously thinking about re-booking for 2013. We rented a Gulf View Front condo, as close to the beach as possible...
    See all reviews
    From
    $521
    / Night
    View Details
    1 / 10
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    • Private Outdoor...
    • Hot Tub
    • Deck
    • Satellite TV
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    PURA VIDA OASIS: This spectacular bright cheerful, canal front cottage with a heated pool & spa has 5 bedrooms and 3 baths and it can sleep a total of 13. As you enter Pura Vida Oasis, you will notice an eclectic wine storage rack and desk area awaiting on your right and a lovely dining area with... View all property information
    Make Enquiry
    From
    $147
    / Night
    Payment Protection
    View Details
    1 / 31
    5 of 5 stars (31) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (31) Make Enquiry
    Amenities & Details
    • Grill
    • Patio
    • Satellite TV
    • Wi-Fi
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This bright, cheerful and newly redone condo is located on Siesta Key which is renowned for its powdery white sand beaches and gorgeous sunsets. We have our own private, gated access to Crescent Beach and a lovely, large, heated pool. Both the pool and the beach are just a 2 or 3 minute walk from... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 28 February 2015
    Last years my wife and I went looked forward to our stay in Place, This was special and nice for us! The area lives up to its reputation, and our stay at the Ebb Tide unit 2...
    3 of 5 stars Reviewed 16 February 2015
    The manager was very cordial and helpful. The unit was decorated very nicely, but the stove oven did not work too well. The cabinets were well stocked with extras. The...
    See all reviews
    From
    $219
    / Night
    Payment Protection
    View Details
    1 / 14
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Private Fishing...
    • Water Views
    • Satellite TV
    • Dryer
    • Stereo System
    • Patio
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    PLEASE BOOK THRU ME, CARRIE CAUDILL, FLORIDA, DO NOT SEND MONEY TO ANOTHER PERSON OR STATE. PLEASE CONTACT THE OWNER FOR PRICES AND DATE'S, DON'T GO BY FLIPKEY'S, CARRIE 941-587-4794 siestakeycarrie@gmail.com My ground floor rental is directly on the beach on the Gulf of Mexico, with... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 15 August 2014
    My family and I stayed at Fishermans Cove unit 102 from August 1-13. We found the pictures and description of the condo online to be accurate. The condo included many amenities...
    5 of 5 stars Reviewed 24 June 2014
    My wife, grown son and I spent a week in this lovely condo directly on the beach on Siesta Key. The condo is a really nice 2 bedroom, 2 bath unit on the first floor so that you...
    See all reviews
    From
    $164
    / Night
    Payment Protection
    View Details
    1 / 16
    5 of 5 stars (17) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
    Overview Reviews (17) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • Cooker
    • Refrigerator
    • Patio
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 14 April 2014
    Perfect condo for a family of five on Seista Key with everything you need already there. Location was peacefully secluded but the bikes provided made the village and beach easily...
    5 of 5 stars Reviewed 13 January 2014
    My wife and I had a very pleasant stay here. The property is very well maintained and very convenient to everything including the beaches and Siesta Key Village. We especially...
    See all reviews
    From
    $147
    / Night
    Payment Protection
    View Details
    1 / 26
    5 of 5 stars (33) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (33) Make Enquiry
    Amenities & Details
    • DVD Player
    • Grill
    • Cooker
    • Washer
    • Air Conditioning
    • Refrigerator
    • Dryer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Very clean, bright & airy 1 bedroom, single- story cottage. Ebb Tide #1 offers all you need for a wonderful vacation at the beach. - Beautiful, large, heated, saltwater pool. - Private, gated access to world renowned Crescent Beach, famous for its powdery, white, quartz sand and gorgeous sunsets!... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 27 January 2015
    We rented Villa #1 because of the ridiculously positive reviews we found on TripAdvisor. Honestly, our first night there was .....interesting. I woke up wondering if I booked...
    5 of 5 stars Reviewed 17 December 2014
    Fantastic location had a great time got to meet the owner which is a rarity very pleasant lady very clean location very short walk to the beach the beach is fantastic would highly...
    See all reviews
    From
    $113
    / Night
    View Details
    1 / 13
    4 of 5 stars (5) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Sauna
    • Patio
    • Internet Access
    • Water Views
    • Stereo System
    • DVD Player
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This 2 bedroom 2 bath unit is located on the intercoastal and just 1 mile south of Siesta Key public beach. There are no stairs to worry about here! With this unit you are on the ground floor steps to the parking lot, heated pool, and community facilities. Enjoy beautiful views of the intercoastal... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 20 June 2013
    The house was very clean and in a nice quiet safe feeling community. The pool was very nice and close to the house which was great for the kids. The location is close to...
    See all reviews
    From
    $231
    / Night
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (5) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Grill
    • Cooker
    • Air Conditioning
    • Linens Provided
    • Dryer
    • Parking
    • Patio
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    We offer a boutique style property with just 4 units. Close enough to the beach without the congestion of larger properties. Enjoy this newly renovated (2014) apartment, located less than a mile from beautiful Siesta Key Beach. We've fully remodeled in the 'Beach Chic' style, with a touch of... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 3 February 2015
    The rental is completely renovated and beautifully decorated. Everything in the rental was in working order. The back yard/patio provided a delightful private space for BBQ’ing...
    5 of 5 stars Reviewed 21 January 2015
    This three bedroom is absolutely amazing and extremely close to all that Siesta key has to offer. A short walk or bike ride to shopping, beach, and restaurants.
    See all reviews
    From
    $972
    / Week
    Payment Protection
    View Details
    1 / 20
    5 of 5 stars (7) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • There Are Tennis...
    • TV
    • Dryer
    • Stereo System
    • Housekeeping...
    • Horse Riding Nearby
    • Air Conditioning
    • Water Park Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This luxurious two bedroom/two bath condo is located on the beach on Siesta Key, an island off the coast of Sarasota. Siesta Key boasts miles of white sugar sand beaches, and a public beach which was rated #1 in the U.S. this year and is regularly rated in the top 10 beaches in the world. Walk... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 7 August 2014
    We stayed for two weeks and did not have anything to complain about. The beach was a short walk and the cabana had everything you needed to spend the day including seats and...
    5 of 5 stars Reviewed 15 July 2013
    We have just recently spent two weeks of our three week vacation at the Baytree Club on Siesta Key. The condo, location and Siesta Key were just perfect. The condo's position is...
    See all reviews
    From
    $147
    / Night
    Payment Protection
    View Details
    1 / 23
    5 of 5 stars (22) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (22) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Refrigerator
    • Wi-Fi
    • DVD Player
    • Stereo System
    • Satellite TV
    • Dryer
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Ebb Tide #3 is waiting for you: All quality furnishings & linens, fully equipped with everything you need for a fun and relaxing beach vacation! This cottage-style condo has been redone with your comfort in mind. Rated the #1 Beach in the USA: Crescent Beach on Siesta Key is literally a 3 minute... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 17 March 2015
    We've stayed at Ebb Tide twice. Once in 2012 and in 2013. I figured I'd write a review, because our experience there left great memories. We absolutely loved it! It's affordable...
    5 of 5 stars Reviewed 19 December 2014
    Liked the place a lot. Would have been nice if the rooms were a little bigger, but otherwise, everything was great. Sun on patio is delightful. Kitchen is well-equipped and...
    See all reviews
    From
    $147
    / Night
    Payment Protection
    View Details
    1 / 40
    4.5 of 5 stars (4) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Internet Access
    • Washer
    • Air Conditioning
    • Cooker
    • Porch
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
    Make Enquiry
    4 of 5 stars Reviewed 3 August 2014
    Wonderful place. Had everything we needed to make a great vacation. It was our first time renting on Tripadvisor so we were a little concern but the unit exceeded our...
    4 of 5 stars Reviewed 31 March 2014
    This rental provides all amentities for a relaxing vacation. Just pack your clothes and toiletries, pick up some food and beverages and you are all set for a nice relaxing stay...
    See all reviews
    From
    $231
    / Night
    View Details
    1 / 30
    2 Bedrooms / 3 Bathrooms / Sleeps 5
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Balcony
    • Linens Provided
    • Internet Access
    • Waterfront
    • Terrace
    • Air Conditioning
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    If you are looking for a place to unwind and decompress, this is the ideal place for you. Experience Siesta paradise with incredible sunsets and balmy breezes directly on the Gulf of Mexico with its beautiful white sand beaches stretching for miles. And not to brag, but the number one beach in the... View all property information
    Make Enquiry
    From
    $1,275
    / Week
    Payment Protection
    View Details
    1 / 17
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Dryer
    • Fireplace
    • Washer
    • Internet Access
    • Air Conditioning
    • Garage
    • Balcony
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A short stroll down a private road to the #1 Beach in the US. You will love the location - you are located in the Resorts of SaraSea community and can walk to everything you might need or want... Grocery, restaurants, ice cream, pizza, sports rentals, drugstore or boat rental. You have your own... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 21 April 2015
    We had a really lovely, restful week staying here after a hectic week in Orlando. Siesta Beach is beautiful and our children loved playing with the white, soft sand and swimming...
    5 of 5 stars Reviewed 8 April 2015
    We were happy with everything...the location on Siesta is the best! The owner knows exactly what is needed to make your stay perfect!
    See all reviews
    From
    $147
    / Night
    Payment Protection
    View Details
    1 / 36
    5 of 5 stars (3) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • DVD Player
    • Grill
    • Watersports Nearby
    • Wi-Fi
    • Porch
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly updated Siesta Key villa with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta Key was awarded “Best Beach in the U.S.A.” (2011). Easy access - no stairs. This 2 bedroom villa was refurbished with all new... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 21 November 2014
    This was a perfect place for my husband & me and in-laws to stay. Very close to the beach and the house was completely furnished with everything we needed including beach chairs...
    5 of 5 stars Reviewed 15 July 2013
    The house was super clean and with everything we needed to spend a week. It is fully equipped with all the appliances and more...We had plenty of room for 4 adults and a child...
    See all reviews
    From
    $1,458
    / Week
    Payment Protection
    View Details
    1 / 39
    4.5 of 5 stars (6) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Washer
    • Elevator/Lift access
    • Satellite TV
    • Grill
    • Water Views
    • Internet Access
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    -Accommodations: Condo, 2 Bedrooms + Convertible Bed, 2 Baths (Sleeps 4-6) -Expansive, panoramic gulf view from every room of this 7th (top) floor condo. -Crescent Arms is a quiet, beach front, high rise condominium building that is ideally located for maximum fun and relaxation. -Right on the... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 12 November 2014
    What a breathtaking view to walk into when you step inside the condo! This place is just heavenly and we relaxed from the moment we stepped inside. It was perfect for our family...
    See all reviews
    From
    $1,275
    / Week
    Payment Protection
    View Details
    1 / 17
    4.5 of 5 stars (4) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Grill
    • Washer
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Deck
    • Internet Access
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    A spacious 2 bedroom 2 bath Townhouse, with a 2 car garage and extra guest parking. Stroll down a private road (about 300 yards) to the #1 Beach in the U,S. You are in the Resorts of of Sara Sea and just a couple of blocks from restaurants, grocery, sports rentals and ice cream ! The Great room... View all property information
    Make Enquiry
    5 of 5 stars Reviewed 15 April 2015
    My husband and I rented the condo for a week with three teenage boys and had a fantastic time. We have been to Siesta Key before but the location to the beach, restaurants, and...
    5 of 5 stars Reviewed 15 June 2014
    We really enjoyed our stay at Sandy Toes , the location was perfect , just a walk to one if the best beaches in the world. Just a short walk to restaurants and shopping in the...
    See all reviews
    From
    $1,041
    / Night
    View Details
    1 / 16
    4 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • DVD Player
    • Satellite TV
    • Stereo System
    • Patio
    • Water Views
    • Air Conditioning
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located directly on the beautiful white sands of Siesta Beach! 636 on the Key is a 4,000 sq foot luxury gulf front single family home offering our guests unobstructed views of the Gulf of Mexico and the beach as their backyard. Designed and built as a custom private home, 636 has large bedrooms... View all property information
    Make Enquiry
    Siesta Key Vacation Rentals

    Looking for world class powdery white quartz sand beaches, a relaxed low-rise life style, and about 100 nearby golf courses on Florida’s South Gulf Coast? This plus bay- and ocean-side views can be yours with a money-saving Siesta Key vacation rental. From Siesta Key cross Roberts or Little Sarasota Bay to Sarasota for museums, art, wildlife, circuses, opera, ballet, symphonies, theater, film festivals, botanical gardens, baseball spring training, and polo, cricket, and lawn bowling clubs.

    Lions, Tigers & Circuses

    When you need a break from basking in the sun or seashell collecting around Siesta Key, it’s Ringling Brothers and Barnum & Bailey Circus time at Circus Sarasota (Feb., March) and the Museum of the Circus (year-round) at the old Ringling wintering grounds. Visit the Ringling’s bayside winter mansion, Ca d'Zan, and savor their extensive art collection at the recently expanded John and Mable Ringling Museum of Art. The nearby Big Cat Habitat is a sanctuary for lions, tigers, bears and other animals. Hike or take a swamp buggy eco-tour with the kids at Babcock Wilderness in Punta Gorda, and see Florida’s native plants and animals in their natural habitats.

    Gardens & Aquariums

    Let the whole family enjoy the mazes, pirates ships, colorful flowers, and tropical birds at the Sarasota Children's Garden. Marvel at the orchids, bromeliads, and Sarasota Bay views at Selby Gardens. Enjoy the Parker Manatee Aquarium, plus the Bishop Planetarium’s digital projections of the heavens with Dolby surround sound at the South Florida Museum, near the Manatee River in downtown Bradenton. Schedule a Monday, Wednesday, or Friday morning for Mote Aquarium’s Narrated Shark Training Sessions; and visit Molly the Mollusk, a 27-foot pickled New Zealand giant squid.

    Locomotives & Science

    Learn some science and technology with the family at downtown Sarasota’s bay-front G.WIZ (Gulfcoast Wonder & Imagination Zone). In the evening, treat the family to Broadway theater, dance, or a jazz, pop, or rock concert at the Van Wezel Performing Arts Hall, next door to G.WIZ. Make a weekend visit to the Florida Railroad Museum, 45 minutes north of Siesta Key in Parrish, where you can get hands-on-training, take over the controls, and even rent a locomotive.

    History & Baseball

    From your money-saving Siesta Bay vacation rental home, apartment or condo, take Stickney Point Road across Little Sarasota Bay to the Tamiami Trail (U.S. 41) and Historic Spanish Point. This unusual museum and archaeological site has an intact prehistoric village with middens, as well as a pioneer home, citrus packing house, and old boatyard. In 1924, the New York Giants began a spring training tradition in Sarasota that is being continued by the Baltimore Orioles and the Grapefruit League in Ed Smith Stadium.