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Vacation Rentals with Pools in Siesta Key

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    Travellers to Siesta Key are booking March dates now. Secure your vacation rental today, and have the perfect trip.
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    $148
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    1 / 35
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 10
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    1 / 18
    4.5 of 5 stars (2) Very good
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Refrigerator
    • Air Conditioning
    • Wi-Fi
    • Watersports Nearby
    • Grill
    • There Are Tennis...
    • Satellite TV
    • Patio
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    • Pet-friendly
    • Wheelchair access
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    • x
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    About this property
    Great Summer Rates $125.00 per night for 5 nights or $100.00 per night for 7 nights!!! Enjoy the less crowded area and amenities!!! Make my home Your Florida Home. Return year after year !! This is my home- not someone's investment. The TWO (2) BATHROOMS are a SPECIAL FEATURE that give... View all property information
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    Siesta Key, Florida 34242
    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...
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    1 / 17
    5 of 5 stars (1) Excellent
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Towels Provided
    • Private Garden
    • Linens Provided
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    This luxurious one story townhouse was newly renovated and has its own private access to the #1 beach in the US merely steps away from the front door. It boasts all the luxury you'd expect from a beach house! Modern kitchen, contemporary bathroom with walk in rain shower, luxurious bedroom and... View all property information
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    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 18 May 2015
    Absolutely LOVE this place!!! Gorgeous beach and beautiful sunset with white powdered sand. Enjoyed going on a walk early morning to pick up unique seashells. We stayed at unit...
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    1 / 36
    4.5 of 5 stars (2) Very good
    Amenities & Details
    • Linens Provided
    • Refrigerator
    • Wi-Fi
    • Grill
    • Hot Tub
    • Dishwasher
    • Cooker
    • Microwave
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Elder access
    • ?
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    About this property
    For a great location and superb community, choose Siesta Key Beach Excelsior 6281. With your private, gated beach just across the street, your vacation here is all about restful seclusion. Enjoy a slower pace of life, bayside at Siesta Key Florida. Your new morning routine will include watching... View all property information
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    Siesta Key, Florida 34242
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    1 / 10
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • 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
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    Siesta Key, Florida 34242
    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...
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    1 / 22
    4 of 5 stars (5) Very good
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    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
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    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
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 21 May 2015
    We enjoyed the unit and where the complex is located. The pool was wonderful,and just the right temperature. We enjoyed the convenience of the dock location, and fished in the...
    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...
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    1 / 33
    4 of 5 stars (14) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Amenities & Details
    • Linens Provided
    • Wi-Fi
    • Grill
    • Cooker
    • Shared Outdoor Pool...
    • Patio
    • Dishwasher
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Enjoy the sunset each night from your private balcony, with the Gulf's view. Palm trees and lush vegetation fill the private beach access between your balcony and the beach, making Siesta Key’s Excelsior 204 a refreshing ‘away-from-it-all’. Ideal for a family of four or two couples traveling with... View all property information
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    Siesta Key, Florida 34242
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    1 / 16
    4.5 of 5 stars (2) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
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    • 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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    1 / 14
    5 of 5 stars (13) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    1 / 27
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    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
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    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.
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    5 of 5 stars (6) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 5
    travellers have booked this property
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    $853
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    Amenities & Details
    • Deck
    • Sauna
    • Air Conditioning
    • DVD Player
    • Private Indoor Pool
    • Wi-Fi
    • Stereo System
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Perfect for guests looking for a rental of one month or longer, your time spent at Siesta Key Gulf & Bay Club #409 is guaranteed bliss. Confirmed to be the “Best Sand Beach in America” by the Travel Channel, Siesta Key’s residents and renters alike know they’ve got a very good thing. On Florida’s... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    1 / 14
    5 of 5 stars (3) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    5 of 5 stars (33) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    5 of 5 stars (22) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    1 / 37
    3 of 5 stars (1) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
    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
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    Location Information
    Siesta Key, Florida 34242
    3 of 5 stars Reviewed 20 May 2015
    The views from this condo are beautiful. The beds were comfortable. It appears the condo was only half renovated recently. The kitchen and master bath were updated and they were...
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    4.5 of 5 stars (4) Very good
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    5 of 5 stars (4) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    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
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    Location Information
    Siesta Key, Florida 34242
    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!
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    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
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    Siesta Key, Florida 34242
    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...
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Pool Table
    • TV
    • Balcony
    • Air Conditioning
    • Dryer
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Updated townhouse on beautiful Siesta Key, rated #1 Beach in the Nation. Has spacious living and dining area with a balcony to enjoy the cool breezes! There are two Master Suites on the 2nd floor for privacy. Bay Oaks offers lush surroundings, a pier for fishing, BBQ, picnic area, pool table,... View all property information
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    Siesta Key, Florida 34242
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    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
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    Siesta Key, Florida 34242
    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...
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    5 of 5 stars (7) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    travellers have booked this property
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    3.5 of 5 stars (4) Average
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • Private Fishing...
    • Washer
    • Stereo System
    • Air Conditioning
    • There Are Tennis...
    • Private Outdoor...
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    What a great location! walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants before... View all property information
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    Location Information
    Siesta Key, Florida 34242
    1 of 5 stars Reviewed 8 April 2015
    We stayed at this unit for 8 weeks. Had we not paid in advance I wouldn't stayed here 8 hours. The good points: None. Actually that's not totally true; the neighbors are...
    4 of 5 stars Reviewed 21 August 2014
    all people are going to take this one way or the other .we wasnt looking for a fancy place with wifi and all of that because u are on vacation . and its a time to enjoy . not stay...
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    4 of 5 stars (9) Very good
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • DVD Player
    • Cooker
    • Washer
    • Refrigerator
    • Dryer
    • Grill
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This Siesta Key Studio was renovated and refurbished in November 2013 it has all new furnishings throughout and is accompanied by a secluded outside area with table and chairs, BBQ and reclining sun loungers surrounded by tropical plants and foliage. Easy access - no stairs. Fully equipped... View all property information
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    Location Information
    Siesta Key, Florida 34242
    4 of 5 stars Reviewed 23 January 2015
    This was our 1st visit to Siesta Key, so we had no idea where to stay. Boy, did we luck out! Around the corner is the heated pool & powdery sand beach. Beach towels & chairs are...
    1 of 5 stars Reviewed 13 January 2015
    We had communicated with Derek Hall in April, 2014, and was sent this message -"You will be met at the property by our representative, Suzie, her number is ..." At noon on the day...
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    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
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    Location Information
    Siesta Key, Florida 34242
    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...
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    2 of 5 stars (3) Poor
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Dryer
    • Garage
    • Private Outdoor...
    • Satellite TV
    • Grill
    • Patio
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Seasonal Luxury rental on the world famous Siesta Key! Relax in your tropical vacation home or step out to all Siesta Key has to offer! Is an absolutely beautiful and uniquely configured private pool home featuring four bedrooms, three bathrooms [sleeps 8], two living areas. This home is... View all property information
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    Location Information
    Siesta Key, Florida 34242
    2 of 5 stars Reviewed 13 May 2015
    I did not post anything after our stay. We experinced the same issues as the other reviewers. They pretty much took our money and ran. We had numerous issues, no instructions...
    1 of 5 stars Reviewed 12 November 2014
    Chose house from pretty photos as base for family for wedding. Paid in full in March, seven months in advance. Property manager never provided instructions to get in and did not...
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    $2,929
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    Amenities & Details
    • Internet Access
    • Gym
    • Washer
    • Stereo System
    • Dryer
    • Waterfront
    • Satellite TV
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Lovely top floor tropical condo sits directly on beautiful Sarasota bay. breathtaking views and breezes from the top floor balcony. Gulf views from the kitchen window. just steps to beautiful turtle beach. Condo has been recently updated and decorated. Has one of the best and largest lap pool on... View all property information
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    Location Information
    Siesta Key, Florida 34275
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    $1,830
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Patio
    • Air Conditioning
    • Outdoor Dining Area
    • Internet Access
    • Balcony
    • TV
    • Elevator/Lift access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Luxury condo right on the beach. Crystal Sands on Midnight Pass Rd is one of the most popular condos on Siesta Key's Crescent Beach, ranked as one of the whitest and most powdery sands in the world, as judged by the 'Great International White Sand Beach Challenge.' View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $1,110
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    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
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    Siesta Key, Florida 34242
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    4.5 of 5 stars (11) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (11) Make Enquiry
    Amenities & Details
    • Water Views
    • Patio
    • Wi-Fi
    • Satellite TV
    • Private Outdoor...
    • Stereo System
    • Boat Available
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    There's plenty of room for everyone here at Our House. We have a split-level living/dining area, with a large living room made for a crowd! The huge sectional sofa faces our new HDTV with DVD player, so anytime you need a little downtime from all the outdoor fun, settle in with your favorite movie,... View all property information
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    Siesta Key, Florida 34242
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    $133
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    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Deck
    • Satellite TV
    • Water Views
    • Wi-Fi
    • Watersports Nearby
    • Staffed Property
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    YOUR PRIVATE GETAWAY ON THE KEY ASK ABOUT OUR SUMMER SPECIALS!!!!!!!!! Rent 2 nights get third FREE!!!! Does not include Weekends or Holidays!!! Looking to relax, Flip Flop Cottages is the place to be for a quaint and private vacation in Siesta Key, Florida. Come and stay at our serene... View all property information
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    Siesta Key, Florida 34242
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    $268
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    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
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    Siesta Key, Florida 34242
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    $206
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    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Watersports Nearby
    • Porch
    • TV
    • Refrigerator
    • Wi-Fi
    • Ocean Views
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    30% Off Sunday, Monday, Tuesday & Wednesday nights. (Discount does not apply to holiday weeks including 4th of July. ) Minorga on the Key Beachside Suites is located steps from the famous white sand beach of Siesta Key. The property includes deluxe one bedroom, one bathroom full furnished suites.... View all property information
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    Siesta Key, Florida 34242
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    $244
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    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
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    Siesta Key, Florida 34242
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    $1,025
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    5 of 5 stars (5) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Cooker
    • Satellite TV
    • Linens Provided
    • Shared Outdoor Pool...
    • Parking
    • Air Conditioning
    • Dishwasher
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Fabulous 2 bedroom/2 bath located in one of Siesta Key's finest Gulf to Bay complexes. This beautifully appointed unit epitomizes Island elegance with its hand-scraped dark hickory wood floors, plantation shutters and French doors enclosing the brick-paved lanai. The newly renovated kitchen... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 5 May 2015
    Bay Tree is a lovely condo complex. It is well taken care and a convenient location to everything. What a great time we had staying at Bay Tree and the condo of Ellen & Wesley...
    5 of 5 stars Reviewed 19 March 2015
    We stayed here from Feb 13 - Mar 15 and enjoyed it so much. The furnishing are so nice the beds are comfortable and you will find everything you need just like at home. All you...
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • 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
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    Location Information
    Siesta Key, Florida FL34242
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    $732
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    2 Bedrooms / 2 Bathrooms / Sleeps 5
    travellers have booked this property
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    Amenities & Details
    • Water Views
    • Internet Access
    • Stereo System
    • Washer
    • Satellite TV
    • Air Conditioning
    • Deck
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Harbor Towers Yacht and Racquet Club Unit 503 provides one of the best views in the building (fifth floor facing south/east). The glass enclosed Lanai with floor-to-ceiling sliding glass doors provides bright sunlight during the morning and afternoon with excellent views of the intercostal water... View all property information
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    Siesta Key, Florida 34242
    From
    $105
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Grill
    • TV
    • Watersports Nearby
    • DVD Player
    • Sauna
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of White Sands Unit 303: Free high-speed WiFi Ground floor unit More than 200 channel cable TV DVR to watch your favorite show when you want to 50 inch... View all property information
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    Siesta Key, Florida 34242
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    $1,208
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Watersports Nearby
    • TV
    • Stereo System
    • Waterfront
    • DVD Player
    • Boat Available
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Luxurious Villa at Crystal Sands on Siesta Key Beach Florida - sleeps 6 and includes everything your family needs for your stay at the #1 beach in the USA. This Villa has easy access to the beach without leaving the property or crossing streets. Our kitchen is COMPLETELY equipped (appliances &... View all property information
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    Location Information
    Siesta Key, Florida 34242
    From
    $610
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    1 / 26
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Cooker
    • Hot Tub
    • Satellite TV
    • Linens Provided
    • Air Conditioning
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Pura Vida Oasis 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... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $732
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Washer
    • Grill
    • There Are Tennis...
    • Sauna
    • Watersports Nearby
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Please note: High season: Jan 1 - Apr 30, 2015 - Weekly: $1,050, Monthly: $3,900 Low season: May 1 - Dec 31, 2015 - Weekly: $600, Monthly: $2,400 White Sands Village is located on Siesta Key, just few steps from Siesta Beach and directly on the canal across from Philippee Creek. Highlights of... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $1,647
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    1 / 24
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Private Outdoor...
    • Washer
    • Satellite TV
    • Air Conditioning
    • Grill
    • There Are Tennis...
    • DVD Player
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Fabulous home on Siesta Key (Sarasota)( two weeks minimum stay ). Just 2 minutes drive to the beach & village. This home features 3 bedrooms and 2 baths with a large kitchen that opens to the family room. Great pool with southern exposure,and enclosed in a screen lanai for mosquito protection... View all property information
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    Location Information
    Siesta Key, Florida 34242
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    $183
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    4.5 of 5 stars (8) Very good
    Amenities & Details
    • DVD Player
    • Linens Provided
    • Satellite TV
    • Refrigerator
    • Air Conditioning
    • Gym
    • Boat Available
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    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
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    Location Information
    Siesta Key, Florida 34242
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    $155
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    1 / 34
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Patio
    • Elevator/Lift access
    • Waterfront
    • Water Views
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    1 bedroom, 1 bath, sleeps 4 Beachfront doesn't get any better than this vacation condo! Located at Turtle Beach on Siesta Key in Sarasota, Florida, this beachfront vacation rental home has the best of both worlds -- the beach in front and the Intercoastal and boat docks in back with a heated... View all property information
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    Location Information
    Siesta Key, Florida 34242
    5 of 5 stars Reviewed 16 May 2015
    Excellent condo with a great location. Located on the quiet side of Siesta Key, next to Turtle Beach. The beach in front of the condo isn't very good but a few shorts steps away...
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    1 / 41
    4.5 of 5 stars (10) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (10) Make Enquiry
    Amenities & Details
    • Refrigerator
    • Wi-Fi
    • Hot Tub
    • Linens Provided
    • TV
    • Dishwasher
    • Grill
    • Cooker
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Located on the bay side, the benefits of Siesta Key’s Excelsior unit 6271 are two-fold: you get the bay’s great water views and quiet seclusion, with the beach’s action and activity just a short walk away. It’s an arrangement you’ll find hard to top. Ideal for two or three couples traveling... View all property information
    Make Enquiry
    Location Information
    Siesta Key, Florida 34242