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.

Wheelchair Accessible Vacation Rentals in Siesta Key

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}
    List your property
    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
    loading...
    Travellers to Siesta Key are booking March dates now. Secure your vacation rental today, and have the perfect trip.
    Sort by
    From
    $1,156
    / Night
    View Details
    1 / 23
    5 of 5 stars (1) Excellent
    7 Bedrooms / 5 Bathrooms / Sleeps 16
    Overview Reviews (1) Make Enquiry
    From
    $623
    / Night
    View Details
    1 / 26
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    From
    $498
    / Night
    View Details
    1 / 24
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    From
    $623
    / Night
    View Details
    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Boat Available
    • Cooker
    • Private Outdoor...
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Balcony
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The Grand Canal Cottage THE GRAND CANAL COTTAGE: The Grand Canal Cottage, perhaps one of Siesta Key’s favorite luxury vacation homes, is a highly landscaped canal-front private luxury home featuring a heated pool with sun shelf and a separate 8-person spa. It is situated on Siesta Key within two... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $374
    / Night
    View Details
    1 / 28
    2 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Linens Provided
    • Balcony
    • Cooker
    • Boat Available
    • Parking
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sophie's Cottage SOPHIE'S COTTAGE: Sophie’s Cottage is a smart, sophisticated upscale waterfront retreat with a private heated pool with sunshelf, boat dock, and a short walk to Siesta Key Beach. Ideally, it accommodates 6 but can easily sleep up to 8 with 2 private bedrooms, and 2 bathrooms and 2... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $560
    / Night
    View Details
    1 / 23
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Satellite TV
    • Cooker
    • Linens Provided
    • Private Outdoor...
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    La Casa Verde LA CASA VERDE: The waterfront cottage, 'La Casa Verde' is a very luxurious and large four [4] bedroom canal front heated pool home with two very large bathrooms in approximately 2,800SF of air conditioned living space. As you approach the home you are immediately drawn into it by... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $498
    / Night
    View Details
    1 / 41
    4 of 5 stars (1) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Cooker
    • Internet Access
    • Private Outdoor...
    • Hot Tub
    • Linens Provided
    • Grill
    • Washer
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Margarita Villa Margarita located at 1109-1111 Crescent Street is a vibrant, festive newly decorated four bedroom/four bathroom/two kitchen home now available for vacation rentals with The Cottages. It’s the latest standout in our boutique collection of fine vacation homes now available for... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 16 July 2014
    We really loved this adorable unit. All furnishings seem new. Great location and the best part was the private pool shared with one other unit. Only negative is no dishwasher...
    See all reviews
    From
    $498
    / Night
    View Details
    1 / 48
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Private Outdoor...
    • Boat Available
    • Internet Access
    • Air Conditioning
    • Hot Tub
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Fiesta Villa Fiesta at 1115 Crescent Street is another beautifully decorated, exciting new 4BR/4BA/2Kit home recently added to The Cottages collection of fine vacation homes. Villa Fiesta and its sister home, Villa Margarita are two beautiful 4-BR pool homes offering unique sleeping... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $560
    / Night
    View Details
    1 / 24
    5 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Air Conditioning
    • Grill
    • Satellite TV
    • Linens Provided
    • Cooker
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Island Sol ISLAND SOL: Welcome to Island Sol, our exclusive 5+ bedroom, 4.5 bath home with approximately 4,000SF of air conditioned space in Siesta Key. Across the open entry and living room, you look out beyond the exterior lanai into the private courtyard which features an enclosed heated... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $311
    / Night
    View Details
    1 / 23
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Cooker
    • Internet Access
    • Satellite TV
    • Boat Available
    • Air Conditioning
    • Linens Provided
    • Hot Tub
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sea Wave Casita - 1119 The Sea Wave and Sea Shell are two separate units which can be uniquely configured to create Villa Brisa Marina, an absolutely beautiful and stunning private pool home. (Please note: These units can be rented separately. If one unit is not available, please inquire about the... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    From
    $560
    / Night
    View Details
    1 / 24
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Cooker
    • Balcony
    • Washer
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Mantequilla VILLA MANTEQUILLA: Welcome to Villa Mantequilla, a lovely butter colored 4 bedroom, 2 bath heated pool cottage just 1 block from the Village and 3 blocks to the beach. This remarkable 4 bedroom home features a beautiful pool that overlooks the canal & a private fishing dock.... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $1,067
    / 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
    Location Information
    Siesta Key, Florida 34242
    From
    $837
    / 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
    Location Information
    Siesta Key, Florida 34242
    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
    $106
    / Night
    View Details
    1 / 13
    4 of 5 stars (1) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Parking
    • Satellite TV
    • Refrigerator
    • Air Conditioning
    • Linens Provided
    • Dryer
    • Wi-Fi
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • Smoking allowed
    • Elder access
    • x
    About this property
    NEW! The Elephant Ear Cabanas (Paseo Siesta Key) – Deluxe Studio Apt. Beautiful interiors and two pools, conveniently located on the mainland just 3 blocks to Siesta Key, 5 blocks to world-famous Crescent Beach, and 2 blocks to water-front dining on Little Sarasota Bay! The Elephant Ear is truly... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34231
    4 of 5 stars Reviewed 26 May 2015
    Daniel T the owner has done a great job renovating these rooms. You have everything you need while away from your home. Kitchnettes are stocked with the essential things needed...
    See all reviews
    From
    $1,046
    / Week
    View Details
    1 / 16
    5 of 5 stars (8) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Water Views
    • Dryer
    • Ping Pong Table
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Deck
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Enjoy a most relaxing beach vacation in our beautiful one bedroom condo -- directly across the street from world famous Siesta Beach (rated the #1 beach in the US) -- where you will find the whitest sand in the world . When you're not on the beach, you might want to visit the condo's large,... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 29 September 2014
    Perfect location you can walk to the beach or into the village. Very clean with all the amenities. Very friendly and helpful management staff. The condo was very spacious and...
    5 of 5 stars Reviewed 28 July 2014
    My husband and I stayed here last summer and found it to be a wonderful place for a couple. It is nicely furnished and really includes about anything you could need (beach...
    See all reviews
    From
    $311
    / Night
    View Details
    1 / 29
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Boat Available
    • Linens Provided
    • Satellite TV
    • Grill
    • Air Conditioning
    • Private Outdoor...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Casita Sonrisa - 1117 Welcome to Casita Sonrisa of Villa Fiesta! Enjoy an master bedroom featuring a colorful king size bed (sleeps 2) and en suite master bathroom, and a second bedroom with two twin beds (sleeps 2) and a separate living room with a very comfy, queen size sofa sleeper (sleeps 2)... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $125
    / Night
    View Details
    1 / 23
    5 of 5 stars (24) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
    Overview Reviews (24) Make Enquiry
    Amenities & Details
    • Shared Tennis Court
    • Air Conditioning
    • Pool Table
    • Satellite TV
    • Water Views
    • Waterfront
    • Game Room
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Siesta Key, Sarasota upscale vacation rental unit within a few steps of the water or a gorgeous pool. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking views of the intercoastal with fully appointed fishing dock. Across the street from the beach and there are no beach charges on... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 13 January 2015
    The condo was very nice. The furnishings were perfect for the space and it was supplied well. It was so nice not to have to buy trash bags, dish soap, coffee filters, salt...
    5 of 5 stars Reviewed 22 November 2014
    Have been coming to Siesta Key , and staying at Bay Oaks, for 10 + years This is my first time staying at Barbara's and it did not dissapoint! It has everything you need for a...
    See all reviews
    From
    $311
    / Night
    View Details
    1 / 25
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Grill
    • Cooker
    • Satellite TV
    • Air Conditioning
    • Linens Provided
    • Private Outdoor...
    • Washer
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Casita Salado -1109 Welcome to Casita Salado of Villa Margarita! Enjoy an master bedroom featuring a colorful king size bed (sleeps 2) and en suite master bathroom, and a second bedroom with two twin beds (sleeps 2) and a separate living room with a very comfy, queen size sofa sleeper (sleeps 2)... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 16 July 2014
    My wife and I with our two eight year old girls rented Casita Salado for ten wonderful days. The cottage was in excellent condition and was very clean. It was just a short...
    See all reviews
    From
    $311
    / Night
    View Details
    1 / 35
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Boat Available
    • Balcony
    • Cooker
    • Satellite TV
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Coral Reef Casita - 1123 The Coral Reef and Star Fish Casitas are two separate units which can be uniquely configured to create Villa Brisa Marina, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross]. The... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $498
    / Night
    View Details
    1 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Cooker
    • Satellite TV
    • Boat Available
    • Grill
    • Private Outdoor...
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Dom Brisa Villa Dom Brisa or 'Sun Breeze' at 1123-1125 Crescent Street is another beautifully decorated, exciting new 4BR/4BA/2Kit home recently added to our boutique collection of fine vacation homes at The Cottages. This home is part of the Las Brisa complex of two beautiful 4-BR homes... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 8 April 2015
    We rented both units of Villa Dom Brisa (Starfish and Coral Reef) in April of 2015 for a family vacation. The units were well decorated and very clean. Parking was more than...
    See all reviews
    Get the List
    From
    $498
    / Night
    View Details
    1 / 43
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • Satellite TV
    • Hot Tub
    • Private Outdoor...
    • Washer
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Brisa Marina Villa Brisa Marina or 'Sea Breeze' at 1119-1121 Crescent Street is an exciting new 4BR/4BA/2Kit home just added to our boutique collection of fine vacation homes and it's sure to be a standout. This home features a brand new heated pool and a three minute walk to the Nation’s... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $498
    / Night
    View Details
    1 / 26
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Parking
    • Boat Available
    • Private Outdoor...
    • Washer
    • Satellite TV
    • Grill
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Cascada Point of Rocks, located just south of the Stickney Point Bridge, the most notable location on Siesta Key, is blessed with the soft, white quartz sand found on Siesta Key beach, but geologically unique and named for the formation of limestone rock that extends from the beach out into... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $498
    / Night
    View Details
    1 / 25
    4 of 5 stars (2) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Grill
    • Washer
    • Deck
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Champagne VILLA CHAMPAGNE: Welcome to “Villa Champagne”, one of the most fabulous vacation homes in Siesta Key. It’s also one of the most popular favorites among our many guest families. The magic begins as you enter the foyer of this beautiful villa and gaze across the expansive living area,... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 20 January 2015
    Our extended family (eight adults) stayed at Villa Champagne for five nights, over the long MLK weekend. We really enjoyed ourselves, and as a first-time vacation home renter (I'm...
    4 of 5 stars Reviewed 21 October 2014
    There were 6 adults and 4 children (ages 3-6) that stayed here and we had more than enough room with the great layout of the house. The location was great (Avineda Del Mare is...
    See all reviews
    From
    $311
    / Night
    View Details
    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Boat Available
    • Linens Provided
    • Private Outdoor...
    • Cooker
    • Balcony
    • Internet Access
    • Hot Tub
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Orchid Villa - 1127 The Orchid and Hibiscus Villas are two separate units which can be uniquely configured to create “Villa Cascada,' an absolutely beautiful and stunning private pool home. (Please note: These units can be rented separately. If one unit is not available, please inquire about the... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $1,275
    / Week
    Payment Protection
    View Details
    1 / 26
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Patio
    • Wi-Fi
    • Private Fishing...
    • Air Conditioning
    • Stereo System
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Very spacious, air-conditioned 4 bed detached ranch-type Villa on Siesta Key Bayside. Sleeps 8, 1 King, 1 Queen, 2 Full and 2 twin beds. 1 month minimum Jan-March, 2 week minimum April -Dec. Maximum 3 cars . Large Heated Communal pool, Own Outdoor patio area with BBQ , Table, seating and sun... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida FL34242
    From
    $1,152
    / Week
    View Details
    1 / 13
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Gym
    • Staffed Property
    • Waterfront
    • DVD Player
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Do you need a paradise vacation? We've got the perfect vacation rental for you..You will enjoy a two bedroom first floor condo located in the plush, rolling 14 acres of greenery of Midnight Cove ii that provides a tranquil serene atmosphere. You will be able to eat breakfast on our lanai as you... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $872
    / Week
    View Details
    1 / 23
    5 of 5 stars (23) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
    Overview Reviews (23) Make Enquiry
    Amenities & Details
    • Waterfront
    • Satellite TV
    • Game Room
    • Dryer
    • Washer
    • Wi-Fi
    • Pool Table
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Siesta Key, Sarasota upscale vacation rental unit within a few steps of the water or a gorgeous pool. Lush, tropical landscaping in well maintained Bay Oaks. Breathtaking views of the intercoastal with fully appointed fishing dock. Accross the street from the beach and there are no beach charges... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 21 May 2015
    The unit was very well furnished and clean with a wonderful kitchen area,the property was very bueatiful and I enjoyed relaxing on the peer in my free time,the beach is stunning I...
    5 of 5 stars Reviewed 18 April 2015
    The communication from first contact was superb. The unit was stylish, clean, comfortable and equipped with everything you could possibly need when vacationing with a family...
    See all reviews
    From
    $1,831
    / Week
    View Details
    1 / 17
    5 of 5 stars (38) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (38) Make Enquiry
    Amenities & Details
    • Waterfront
    • DVD Player
    • Hot Tub
    • Deck
    • Air Conditioning
    • Stereo System
    • Watersports Nearby
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Find your vacation getaway on the island paradise of Siesta Key, Florida! SIESTA KEY BEACH HAS BEEN RATED THE #1 BEACH IN AMERICA BOTH BY TRIP ADVISOR (2015) AND DR. BEACH in 2011. Our condo is located on this beautiful beach, known as 'The World's Finest, Whitest Sand'. A tropical vacation... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34232
    5 of 5 stars Reviewed 28 April 2015
    Lovely and peaceful! Wonderful week. Great place for families. Thanks to the wonderful owner Jeanne!💛 We will be back next year!
    5 of 5 stars Reviewed 22 April 2015
    We can not say enough about the condo, facilities and location. Walk out your door to a beautiful pool and the best beach in USA. Condo was just as advertised and the...
    See all reviews
    From
    $942
    / Week
    View Details
    1 / 24
    Amenities & Details
    • Air Conditioning
    • Stereo System
    • Shared Tennis Court
    • DVD Player
    • Elevator/Lift access
    • Water Views
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Completely Updated Luxurious gulf view condo located directly on Crescent Beach on Siesta Key. Peppertree Bay is a member only complex with two private pools, tennis courts, sauna, two clubhouses and an expansive fishing pier on ICW. This Gulf to Bay property is absolutely fabulous! The condo... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $290
    / 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
    Location Information
    Siesta Key, Florida 34242
    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
    $933
    / Week
    View Details
    1 / 7
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dryer
    • Water Views
    • Elevator/Lift access
    • Washer
    • DVD Player
    • Satellite TV
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This quaint 4 story condominium has been described as a 'treasure' by guests. The location is one of the best on famous Siesta Key Beach and offers immediate access to the beach and close proximity to the local shops, restaurants, and tourist attractions. The condo is located on the second floor... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 25 August 2014
    Stayed for a week with my 10 year old son and parents in their 70's. Location was absolutely ideal. Just step across the street and you are on the beach (made you feel sorry for...
    4 of 5 stars Reviewed 15 July 2014
    Perfect size two bedroom condo directly across the street from excellent beach. The water was warm and calm. The sand was cool and soft. We had a great time?
    See all reviews
    From
    $1,557
    / Week
    View Details
    1 / 21
    5 of 5 stars (25) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Reviews (25) Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • TV
    • Dryer
    • Air Conditioning
    • Refrigerator
    • Waterfront
    • Patio
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    BOOK YOUR RELAXING VACATION AT THIS BEAUTIFUL PRIVATE HOME (MONTHLY RENTAL) ON A QUIET STREET IN THE HEART OF SIESTA KEY VILLAGE, ONLY A QUICK SCENIC WALK TO THE BEACH!! This private 2 bedroom/2 bathroom single family canal front home has the best location in the heart of Siesta Key, only a short... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 March 2015
    This is a great vacation spot with a beautiful pool and not too far from a gorgeous beach! Kathy was very helpful and prompt in answering questions we had while we were there...
    5 of 5 stars Reviewed 21 July 2014
    My family's vacation at Siesta Key was wonderful at this residence. It was well appointed with everything you would need for a great vacation. The location was perfect, just close...
    See all reviews
    From
    $1,133
    / Week
    Payment Protection
    View Details
    1 / 33
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Private Fishing...
    • Air Conditioning
    • There Are Tennis...
    • Watersports Nearby
    • Wi-Fi
    • DVD Player
    • Water Views
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Condo has been remodelled with newly painted rooms, new flooring throughout. New king size tempurpedic bed in the master bedroom with duvet cover for your comfort with 3 pce bathroom. 2nd bedroom has 2 new single beds and can be combined together to make a king size bed. Again with soft duvet... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $280
    / Night
    View Details
    1 / 15
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • There Are Tennis...
    • Washer
    • Stereo System
    • Water Views
    • Satellite TV
    • Waterfront
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located directly across from world-renowned Siesta Key Public Beach, this fabulous condo is the perfect vacation retreat with an emphasis on comfort. It is within walking distance to charming Siesta Key Village with its numerous restaurants, shops, and entertainment. FREE in-unit WIFI. Our large... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 25 May 2014
    The condo was very welcoming upon arrival. The rooms were spacious and pleasantly decorated. The location makes it a perfect beach house with easy access to the Village and...
    See all reviews
    From
    $367
    / Night
    View Details
    1 / 6
    2.5 of 5 stars (2) Poor
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Internet Access
    • Satellite TV
    • Washer
    • Deck
    • Dryer
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newly remodeled with a tiled kitchen and bath and new furnishings. Includes: King bed Pullout queen sleeper fully equipped kitchen Laundry facilities VCR/DVD Wifi Dishwasher/Micro Patio/gas Grills NOTE: PLEASE CONTACT US FOR AVAILABILITY. We do NOT always keep this calendar current. Thanks.... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 25 September 2014
    This was our second stay at Sand Box and we have booked for April 2015. All staff were very friendly and went out of their way to make us feel at home. Property was very clean and...
    1 of 5 stars Reviewed 2 January 2012
    The staff are unprofessional and extremely rude. We travel all the time and have never been treated so horribly. I would not suggest staying at this place. Also, the dogs are...
    See all reviews
    From
    $1,993
    / Week
    Payment Protection
    View Details
    1 / 22
    4.5 of 5 stars (11) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Dryer
    • DVD Player
    • Elevator/Lift access
    • Ocean Views
    • Stereo System
    • TV
    • Watersports Nearby
    • There Are Tennis...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    The condo benefits from its own private pool. The living room, master bedroom, and lanai (balcony) all have stunning ocean views. The lanai, with over $10,000 of new doors and windows, is furnished with a table and chairs to enable you to dine al fresco. There is also a comfortable couch to... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 18 May 2015
    We had a great vacation. Loved the view from the lanai. I'm now a big fan of the Gulf Coast and Sarasota area. The water is beautiful. I saw a pufferfish and baby ray swimming...
    4 of 5 stars Reviewed 9 April 2015
    The condo had all the amenities we needed. The view was spectacular from our balcony. The fishing was was good. We had a very relaxing vacation.
    See all reviews
    From
    $274
    / Night
    Payment Protection
    View Details
    1 / 17
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Housekeeping...
    • DVD Player
    • Waterfront
    • Patio
    • Boat Available
    • Air Conditioning
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    I have tried to make this apartment as comfortable as your own home only at the beach. This unit has two bedrooms and two baths. It can accommodate six people with a king bed and two double beds. There are plenty of closet and dresser space, a fully-equipped kitchen, color TV's, VCR and/or DVD and... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $1,059
    / Week
    View Details
    1 / 40
    5 of 5 stars (16) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (16) Make Enquiry
    Amenities & Details
    • Deck
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Sauna
    • Gym
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Our condo is on the second floor and is only 3 doors from the lovely pool, jacuzzi and fishing pier.In the summer months from May 1 - Nov 1 I offer a low rate of $850 .00 per week. In the mid winter rate goes up to $1200.00 per week and for the months of March and april the rate is $1600.00 per... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 7 May 2015
    Just got back from our three week stay at Siesta Key and the Palm Bay Club. It was a wonderful time and our son, daughter-in-law and grand daughter joined us for 12 days there as...
    5 of 5 stars Reviewed 30 January 2015
    I visit the beautiful Siesta Key annually to visit my sister so know the area quite well. I chose this condo for a special birthday visit with my husband and 2 adult children who...
    See all reviews
    From
    $747
    / Week
    View Details
    1 / 17
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Linens Provided
    • Stereo System
    • Satellite TV
    • Cooker
    • Balcony
    • Shared Tennis Court
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Special Reduced Rates All Summer Long, Don't Miss Out!! $600.00 per week, $735.00 for 4th of July and Labor Day Weeks!!! Looking for a quiet getaway but still want to be close to the action? Look no further, we have what you want! Our 1 bedroom, 1 bathroom condo with Bonus Room is the perfect... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $249
    / Night
    Payment Protection
    View Details
    1 / 19
    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Washer
    • Private Fishing...
    • Water Views
    • DVD Player
    • Stereo System
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Location: Fisherman's Haven, 9150 Blind Pass Rd #203, Siesta Key, Florida South West, Florida, USA (Tampa Int'l Airport, Busch Gardens - 1 hr; Disney - 2 hrs). Accommodations: Condo, 2 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6) Approximatly 1700 total square feet. Island living in this... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    From
    $3,986
    / Week
    View Details
    1 / 29
    4.5 of 5 stars (11) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 14
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Porch
    • Air Conditioning
    • Fireplace
    • Patio
    • Satellite TV
    • Internet Access
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. This Spanish revival home is located on Palm Island, the heart shaped island within the island of Siesta Key, just steps from the beach and one half mile from the village. Features... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 16 January 2015
    Spent last week there with my spouse, my 2 brothers and their wives. House had everything we needed. It is well cared-for. I especially liked the fact that we could walk to the...
    5 of 5 stars Reviewed 11 January 2015
    Family members from Indiana, Massachusetts, Virginia and Florida got together for an amazing week in Siesta key. The Palm Island House was perfect for 12 of us. We had friends...
    See all reviews
    From
    $199
    / Night
    View Details
    1 / 14
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Satellite TV
    • Dishwasher
    • Internet Access
    • Refrigerator
    • Water Views
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Welcome to a bit of heaven! Newly udpdated throughout including large flat panel HDTV with PREMIUM CABLE including HBO, DVR and WIRELESS INTERNET FREE! A gorgeous gulf-front vacation awaits you as you come and enjoy this enchanting condo! Located directly on newly replenished beautiful Turtle... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida
    From
    $498
    / Night
    View Details
    1 / 31
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Stereo System
    • Hot Tub
    • Washer
    • Internet Access
    • Waterfront
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Newer complex with a total of 38 units (two buildings) built in 2003 -Marina Del Sol- offering spacious 2,500 sq ft.- 3 bedroom, 2.5 bathroom luxury condo on the 2nd floor, elevator opening to your private foyer. Large kitchen w/ granite counters, marble master bath, master closet the size of a... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242