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Siesta Key Wheelchair Accessible Vacation Rentals

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    Travellers to Siesta Key are booking February dates now. Secure your vacation rental today, and have the perfect trip.
    47 Matching Rentals in Siesta KeyView all 903 rentals
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    Siesta Key -  2bdrm on the beach - amazing views!!1 / 27
    (29)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Private Siesta Key House - Walk to Village & Beach - Heated Pool/Spa - No Stairs1 / 26
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    The Top  Location on Siesta Key - Gertrude's Village House1 / 50
    (30)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Spacious 4bed air-con villa on Siesta Key1 / 26
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Parking
    • Grill
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 2016
    This lovely 4-bed villa was well proportioned and kitted out for our party of 6 adults but deciding who should get the biggest and best bedroom with the only en-suite could have...
    Reviewed July 21, 2015
    We stayed two weeks here and had a wonderful time. The villa was very spacious with large bedrooms, eat-in kitchen and living rooms. Most impressive was how well equipped it...
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    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...
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    Siesta Key, Florida FL34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Excellent Location - Gulf/Beach View - Siesta Key1 / 26
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 13, 2017
    The condo at Sunset was fantastic. The location is right across the street from the Siesta Key beach and you have a view from the condo as well. The white sand is beautiful...
    Reviewed October 24, 2017
    We thoroughly enjoyed our stay at this beautiful condo unit. The location was fabulous, directly across the street from the beach! The condo was very clean, beautifully...
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    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,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 MINUTE WALK TO SIESTA BEACH!! (really)  1 MINUTE TO POOL.  GREAT VALUE!!!1 / 64
    (12)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Grill
    • Parking
    • DVD Player
    • Air Conditioning
    • Patio
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 30, 2018
    Ideal location, house was perfect for 3 adults and 2 kids. Martin (owner) called before we arrived and said we could check in early if we were in the area. When we arrived found...
    Reviewed June 8, 2017
    This jewel gets an A+ for the 4 C's: cleanliness, comfort, charm, and coastline. Quiet and peaceful. Kitchen, linen, & beach supplies all provided. Amazingly comfortable bed...
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    About this property
    GREAT Value !!! MVPROPERTIES AT SIESTA KEY Renovated and very conveniently located duplex villas at the beautiful Crescent Beach section of Siesta Key beach. 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,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Newly Renovated Waterfront Condo w/Beach Access1 / 21
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Housekeeping Included
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 25, 2017
    A really lovely apartment, very well equipped. location is perfect if you want a peacful beach holiday.Turtle beach is stunning and great for fishing, swimming and collecting...
    Reviewed April 17, 2017
    This is a wonderful 2-bedroom, 2 bath condo overlooking the bay. The nicely decorated lanai is a great place to relax with your morning coffee. The kitchen is wonderfully...
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    About this property
    Our 2nd floor, end unit condo was completely renovated over the winter of 2012– 2013. The floor plan was opened up to provide a nice airy feel and to enjoy the water view. All furniture, flooring and fixtures are new. The entry hall has a bench to store your flip-flops and other beach gear and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Heated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    lovely house in the private yard.The deck is covered by a lanai and is surrounded by tropical plants including key lime, coconut, and banana giving complete privacy, the pool enjoys the sun all day, shady areas can be sought on the large deck. There is a full sized double garage and driveway...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Palm Island House - a Shangri-La! 1.5 blocks to Siesta Keys best beaches!1 / 34
    (14)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Waterfront
    • Balcony
    • Patio
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 29, 2017
    Palm Island was a DREAM home for us!! My bf and I were the only ones that went on this vacation so we had the WHOLE house to ourselves!! It was amazing!! A perfect location...
    Reviewed December 4, 2015
    We loved this home! We had a large group and it never felt crowded. The house is lovely and very convenient to everything! Highly recommend this rental!
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    About this property
    Prominently featured in the 2013 and 2014 in NYJL House Tour Magazine and winner Spring of 2014 Top Auction Item. Brought to you by Gertrude Rentals! 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...
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    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Central Heating
    • Terrace
    • DVD Player
    • Patio
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Home Welcome to the adorable coastal stylings of Casa Covella. Located within the private community of Polynesian Gardens, Casa Covella is a private stand-alone villa on the Inter-coastal Waterway side of Siesta Key island. Recently remodeled in the summer of 2018, Casa Covella is a...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Reserve now!  Beautiful Siesta key Beach1 / 96
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 6, 2018
    First impression.....WOW! what a great place to stay..squeeky clean, and very nicely decorated. Plenty of pots, pans, dishes towels etc. newer stainless appliances. Far enough...
    Reviewed July 15, 2017
    This is such a beautiful condo! Very comfortable and beautifully decorated. The beach is so nice and close. Wonderful time, highly recommend!!!
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    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...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amazing Beachfront Condo, Siesta Key, 100ft+ Beach1 / 33
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Patio
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 29, 2018
    We loved the inside deco inside the condo,it was very tastefully doneEverything you needed was in the condo including beach chairs and parasol Loved that we had water front at...
    Reviewed May 19, 2018
    Siesta Key is our favorite domestic vacation spot. However, it has become a very popular, crowded, and loud spring break spot, especially at the public beach and the Village...
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    About this property
    Great first impressions are evident from the moment you enter this lovely condo and enjoy the breathtaking ocean views from our private oversized lanai. We know you'll adore our comfortably decorated oceanfront condo and have the relaxing vacation you've been dreaming of. This unit unfolds as you...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Spectacular Siesta Key Beachfront Condo, Sarasota Surf & Racquet Club1 / 17
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • DVD Player
    • Ocean Views
    • Housekeeping Included
    • Waterfront
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 17, 2018
    The Siesta beach house was absolutely fantastic. We had a great time. Very good rental for families with kids or a just for couples. Very clean, updated, and about 100 steps...
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    About this property
    Welcome to beautiful Siesta Beach, one of the best beaches in the world! Relax and enjoy the fine, pristine white sand on the '#1 Beach in America (by Dr. Beach). The spacious unit T0302 sits in the center of Crescent Beach in Siesta Key. The private beach is steps away from the unit and is...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Breakers #603 in Siesta Key, FL- Sun, Sand & *Save 20% to 45% per Week*1 / 24
    (26)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Porch
    • Ocean Views
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 7, 2018
    Very nice condominium. Very clean, comfortable and spacious. Great location. I would like to rent there every year. I really love it. I used to visit Sarasota every year for...
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    About this property
    'Stop clicking around the web, and endless window shopping for your next Siesta Key Vacation Property Rental, and take advantage of the super accommodation cost savings offered in “Every-Day Deals” and “Sell-Off Deals”, with a Direct-with-Owner gulfside Reservation at Siesta Breakers #603, with all...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gorgeous  Condo Across from Siesta Key Beach1 / 40
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • DVD Player
    • Internet Access
    • Ocean Views
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2017
    The free Siesta Key trolley stopped nearby and the beautiful Siesta beach was a short walk across the road. The condo complex had a lovely pool, an elevator, and covered parking...
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    About this property
    Gorgeous 2 bedroom condo across the street from #1 voted beach Siesta Key. We have everything for your home away from home. The beauty of Sarasota will get your attention on your first visit. Siesta Beach is one of the top ranked beaches in the world! Its fine quartz white sand has a silky,...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key For Me - The Palm Bay Club1 / 46
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 5, 2018
    What a wonderful time we had staying at Palm Bay Club. The condo had everything you could possibly want for your stay beautiful furnishings, comfortable beds and plenty more...
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    About this property
    Few reviews? NEW OWNERS..NEWLY RENOVATED..This Bayside Suite has been revamped with all new paint, blinds, furnishings, stainless steel appliances, dining room set, and new bedding sets in each room! With 2 bedrooms and 2 full bathrooms, this unit can comfortably sleep 6 guests. The master contains...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Closest to Siesta Beach! Gorgeous One Bedroom Condo on the Best Beach in the US!1 / 17
    (15)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Waterfront
    • Patio
    • Wi-Fi
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 9, 2018
    First time going to Siesta Keys to stay for a vacation and we are so glad that we found this place. It was very easy to book and Marcy couldn’t have been any more gracious...
    Reviewed December 28, 2016
    We go to Siesta Key several times a year, but this was a last minute get away. It was easy to book this condo and Marcy was very helpful. The condo is nice, it has everything...
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    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,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Ocean Views
    • Waterfront
    • Balcony
    • Central Heating
    • Washer
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1840 SQUARE FOOT, largest 2 bedroom/2 bath unit in the building, with a wrap around balcony accessible from the Sun Room, a second balcony off the living room and master bedroom. Our apartment has been completely renovated and updated for your enjoyment. The master bedroom has a king size bed,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    New 6 Bedroom, Luxury Home in Gated Community1 / 22
    (1)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 2017
    View from master bedroom was fantastic. Plenty of room for the 14 of us. Will defiantly book again. Kitchen had all appliances needed. Grill was old and had to light with a...
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    About this property
    Perfectly located, New, 6 bedrooms 4 1/2 bathrooms private home,in a gated community, combines luxury with convenience of location. We offer you a large 6000sf+ home within a short distance to the pristine beaches of Siesta Key and walking to the Village, Restaurants, shops and nightlife. Privacy...
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    Siesta Key, Florida 34242
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Housekeeping Included
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1st Floor Large Corner Unit Newly Painted & Furnished This is a large corner unit 1280 sq. ft in the center of private Crescent Beach which is deeded just for the Palm Bay Guests. This is a gulf to bay resort which gives you access to a pool , fishing pier & hot tub on the bay side along with...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beach, Village, Dock, Private Heated Pool... Fantastic Location, No Car Needed!1 / 44
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Waterfront
    • Wi-Fi
    • Patio
    • Cable/satellite TV
    • Housekeeping Included
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 2018
    What a gem! This house was perfect for our family vacation. Just steps from both the beach & village - everything is close by. Great care has been taken to transform this...
    Reviewed April 25, 2018
    From the time we booked til the day we said goodbye to this cozy cottage, we were amazed. Mark was so accommodating as we prepared for our trip and once we settled in we knew we...
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    About this property
    HERE IT IS! This “one of a kind” property is uniquely situated between the beach, canal, village with a private heated pool & dock, one of the best spots on Siesta Key! This charming 1,500 sq. ft. cottage beach home is being offered for the 1st time. If you want a cute, private original bungalow...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Siesta Key Guest House! Newly created space! Spacious studio with King Size bed and a Sofa Sleeper to accommodate 2 adults and 2 small children comfortably. We are a stones throw from the beach and a hop, skip, and a jump away from the Village. SKGH is a unique vacation property that is...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Hot Tub
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    • Internet Access
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious 1 bedroom, 1 bathroom, turn key furnished condo at Harbor Towers on Siesta Key. The unit has been totally remodeled, kitchen with granite counter tops, new cabinets, new lighting and stainless steel appliances. Bathroom has new shower and granite counter tops. Ceramic tile flooring...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Sauna
    • Waterfront
    • Air Conditioning
    • Housekeeping Included
    • Ocean Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated Bayfront Condo with awesome views. Look out over the little Sarasota Bay and catch the sunrise and all the activity or sit in the kitchen and look out over the ocean only a few hundreds yards away and watch the sunset. It's the best of both worlds! Turtle beach is...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    My Condo located in a corner unit on the 6th floor offers a beautiful panoramic view of both the Gulf of Mexico and the Intracoastal Waterway. Decorated in Tropical Tommy Bahama the Condo is clean and comfortable. View Boats and Dolphins traveling the Intracoastal Waterway and watch the sun set...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    636ontheKey - The 'Belle of the Beach'1 / 15
    (7)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • DVD Player
    • Air Conditioning
    • Ocean Views
    • Washer
    • Internet Access
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4,000 SQ FT BEACHFRONT HOME 1/2 mile from Village! 4 Bedroom + Media Room - 5 Bathroom - Sleeps up to 14 and is ON THE BEACH!!! NOTE: Our home is NOT listed on Craig's List. If it is represented there it is fraudulent. Located directly on the beautiful white sands of Siesta Beach! 636...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    Casa Junonia - 4BR/3BA Private Home, Heated Pool, Private Cabana, Walk to Beach1 / 39
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Washer
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    • Balcony
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 24, 2018
    This home was absolutely stunning and beautifully furnished throughout. Only a couple of minutes walk to the beach. The private pool was a real bonus. The free trolley service...
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    About this property
    Welcome to Casa Junonia! Our newly constructed luxury cottage has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing from the ground floor,...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • DVD Player
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Due to cancellation: NEWLY AVAILABLE FOR JANUARY 2019! Delightful 2 bedroom/ 2 full-bath condo right across the street from the main beach at Siesta Key, with its miles of soft white sand, and recently renovated playground, snack shack, and tennis courts. The condo is on the first floor with a...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet and serene, but close to local attractions, you will love this large 4 bedroom, family friendly home with 2 kitchens, new appliances, modern furnishings, and beach buggy with all the gear! Separate living areas can accommodate one large family or two smaller ones. Each living area has its...
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    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Harbor Towers Yacht and racquet club is a self contained full service condo resort on the intercoastal waterway a short walk to Siesta Beach the #1-3 rated beach in North America. It is safe and secure with night and day security, includes beautiful tropical fountains and pools. formal lobby and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Harbor Towers Condo, Enjoy one of the nicest beaches in the world in style, our condo is located on beautiful Siesta Key, completely furnished, accommodations include an additional pull down murphy bed. This third floor unit is completely furnished with all you need to for a great vacation....
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This could very well be your best vacation.. Spacious fully equipped 4th floor condo overlooking Gulf of Mexico. Fish from a private dock or sun on one of the world's cleanest white sand beaches. Amenities include but not limited to cool refreshing pools, club house, saunas, HD cable TV, high speed...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    WOW!! ONLY STEPS FROM THE POOL AND BEACH IN THIS NEWLY UPDATED CONDO!1 / 17
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Waterfront
    • Ocean Views
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 7, 2018
    This place is a gem. Beach is beautiful, condo is spacious and has got everything you need and more. We will return very soon. Siesta Key is a great place to take your family...
    Reviewed January 22, 2018
    Great location in Siesta Key, located on the best area of the beach, white sand and clean. First floor condo close to the community room, pool and hot tub. Less than a minute...
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    About this property
    Find your vacation getaway on the island paradise of Siesta Key, Florida! For the second time in seven years, SIESTA KEY BEACH HAS BEEN AWARDED THE TITLE OF #1 BEACH IN AMERICA! The beach, known for its long stretches of soft white sand, previously won the title from Stephen 'Dr. Beach'...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Balcony
    • Grill
    • Secure Parking
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lovely, newly decorated condo. Elevator and laundry room outside our front door. On a gated complex with own car park space. New gym, large heated outdoor pool, recreation room with pool table, free gas grills,shuffle board. Opposite the entrance to beautiful Siesta beach. Beach chairs and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come sink your feet into the sand thats never hot!!!! Siesta Key, FL has been voted the best beach in America for 3 straight years, thanks to the gorgeous white, 99% crushed quartz sands, that don't burn your feet. Our 2 bedroom, 1 bath GROUND FLOOR condo is right across the street from the public...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Ocean Views
    • Sauna
    • Private Outdoor Pool (Heated)
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    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    beautifull, totally remodeled condo ,fully porcelain tiled, new cherry kitchen cabinets, stainless appliances, granite and lanai overlooks pool with small view of #1 beach in U.S. fully furnished with 3 TV, cable and internet and utilities included. Local area offers fun , swimming , fishing,...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • DVD Player
    • Cable/satellite TV
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PLEASE CHECK AVAILABILITY CALENDAR Completely renovated-New cabinets, tile, carpet, granite in kitchen and bathrooms, decorative molding, doors, furniture, new applicances etc... Located on Siesta Key near Sarasota, Florida, this building is perhaps the most sought after vacation...
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    Siesta Key, Florida FLORIDA
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    NEW REMODELED! $90/nt!  FULL BEACH VIEW,STEPS AWAY FROM BEACH!!1 / 13
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Washer
    • Waterfront
    • Ocean Views
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 31, 2017
    We stayed at condo 206 for the third straight year from March 9 to 16. Florida was chillier than usual that week, but since we live in Wisconsin, that didn’t slow us down or...
    Reviewed February 23, 2017
    We rented this unit about a year and a half ago and it was spectacular. It had everything one could need to have a fantastic vacation and it was spotless. The owners were so...
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    About this property
    Newly remodeled nov. 2017! This quaint 4 story condominium has been described as a 'treasure' by guests. Siesta Key Beach has just been named the #1 beach by Trip Advisor! We are steps away to siesta beach and walking distance to the local shops, restaurants, and tourist attractions. The condo...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Patio
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is perfect for you If you like the beach, golfing, shopping or relaxing on your patio basking in the warm sun. We are 5 minutes drive to Siesta Key Beach rated No. 1 in the USA and surrounded by some great golf courses and the best shopping. Our home is a single floor plan, with no steps,...
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    Location Information
    Siesta Key, Florida 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    GULF FRONT ON #1 Beach! Siesta Dunes (by owner)1 / 36
    (51)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Grill
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    • Waterfront
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We have owned a condo in Siesta Key, and wanted to return to area. This condo was absolutely wonderful in every way. I’m sure you will love this condo.
    Reviewed August 10, 2018
    This was our first vacation to the Siesta Key/Sarasota area and we LOVED it. My first thought when pulling up to the Siesta Dunes condominium complex was it was an older...
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    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 2017) AND DR. BEACH in 2011. Several years ago, we sold our ground floor condo and purchased this 4th floor unit which offers stunning...
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    Location Information
    Siesta Key, Florida 34232
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Canal House with Heated Pool and Jacuzzi only 1 block from Siesta Key Village and only 8 min Walk to the Sands of Siesta Key Beach. This Home Has 3 Bed Rooms & 2 Custom Bath Rooms and provides one floor living with terrazzo flooring thru out the house. Large open kitchen, dinning and living room...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gorgeous Sunsets, Beautiful views on Crescent Beach, Luxury Condo on Top Floor1 / 26
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 4, 2018
    This location was perfect for our family. We were able to walk across the street to Captain Curt's for dinner, walk to the the grocery store, and other local businesses. Beach...
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    About this property
      Located directly on Crescent Beach this luxury 2 bedroom 2 bath condo on the top floor has gorgeous views of the gulf and the beach. Relax on your private lani and watch the most spectacular sunsets. You can even watch the sunset while in the kitchen! It is located in Siesta Breakers, a high...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Balcony
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    • Private Outdoor Pool (Heated)
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Stolida! Our newly constructed luxury cottage (completion date of June 2017) has all the amenities your large group [up to 12!!!] can fathom. Inside you’ll enjoy contemporary porcelain wood style flooring throughout the entire three-story building, an elevator to access each landing...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Balcony
    • Patio
    • Private Outdoor Pool (Heated)
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    • Air Conditioning
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to The Nautilus! Our newly constructed luxury home is now accepting reservations. Our array of amenities and easy access to Point of Rocks Beach creates an ideal setting for large families or groups with up to 24 people. Inside you’ll enjoy contemporary porcelain wood style flooring...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly renovated and up-to-date condo is across the street from the beach and has open views of the inter-coastal waterway with boats and dolphins coming and going throughout the day. The condo is a fully furnished 2 bedrooms/2-bath unit with three flat screen TV's, FREE WIFI and a DVD Player....
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    A Siesta Tropical Retreat - Island Pool Oasis1 / 24
    (39)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Hot Tub
    • Waterfront
    • DVD Player
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2018
    Excellent hosts, easy to work with. Home is in great shape with all the amenities. Only 2 easy blocks from awesome beaches and home comes with great beach chairs, umbrellas...
    Reviewed June 17, 2018
    My family and I enjoyed our stay in this very clean and beautful home. The pool was wonderful entertainment for the kids. We all caught fish out of the canal. The location of...
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    About this property
    PERFECTLY LOCATED POOL OASIS VACATION HOME, TWO MINUTE WALK TO THE VILLAGE AND A QUICK SCENIC WALK TO THE BEACH!! This beautiful vacation home has been almost completely remodeled and has a modern beach resort look and feel. This 3 bedroom plus bonus room/2 bathroom single family canal front home...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Grill
    • Ocean Views
    • Central Heating
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 Bedrooms, 2 Bathrooms, Private Suites Sleeps 6. Ocean views private lanai Relax with your morning coffee with beautiful white sand and ocean breeze, so peaceful. Condo complex is right on the beautiful white sands of the #1 beach in the USA. So convient walk right out and put toes in the sand....
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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