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Elder Access Holiday Rentals in Osprey

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    Don't let other travellers get your favourite Osprey area holiday rental. You're so close to securing your perfect getaway. Book today.
    342 Matching Rentals in the Osprey AreaView all 712 rentals
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    Welcome to the Paradise1 / 17
    (1)Excellent
    Osprey
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly paradise with heated pool close to Sarasota-Osprey-Nokomis-Venice1 / 17
    (1)Average
    Osprey
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Osprey
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Osprey
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Waterfront
    • Grill
    • Hot Tub
    • Terrace
    • Washer
    • Sauna
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This immaculate peaceful vacation property is turnkey furnished and provides 3 bedrooms (beds are king, queen and two twins), office, 2 bathrooms and 2 garage spaces. Secured building with elevator. New furniture, recently painted, high end finishes throughout, no carpet. Amenities include fully...
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    Osprey, Florida 34229
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Osprey
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunrise Cove Yacht & Racquet Club is the most scenic, relaxing vacation spot on Siesta Key, a barrier island separating the Gulf of Mexico from Sarasota Bay. Located at the quiet end of Siesta Key, across from Turtle Beach, every unit has a direct water view. Nearby Siesta Beach was voted The Best...
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    Osprey, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Osprey
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Air Conditioning
    • Grill
    • Patio
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our cottage has been recently remodeled. The cottage has a full kitchen with all the amenities of home. A large front porch where you can enjoy balmy florida weather while you are bbq your fresh catch. We are located about 3 miles to Siesta Key. Beach bike and beach chairs are included in our...
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    Osprey, Florida 34231
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Osprey
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Satellite TV
    • Patio
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fully furnished trailer, 10 minutes to Siesta Key. Newly updated, all furnished, walking distance to many restaurants and stores. Quiet area, picnic bench next to creek. Wifi, cable all included except electric. New refrigerator and stove. 2 car carport, enclosed Lanai. No pets, no smoking. Small...
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    Osprey, Florida 34238
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The following rentals are within 15 kilometres of Osprey.
    Beach Studio at Lido Key Villas1 / 16
    (1)Excellent
    Lido Key
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Such a great place to be. The location is paradise, right across from the beach and walking distance to St. Armand’s circle for shopping and dining. The studio is a perfect...
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    About this property
    Imagine waking up in this cute studio apartment just steps away from the beach on Lido Key. Our spacious studio apartment offers everything you need to enjoy a relaxing beach vacation away from home. This unit features all the conveniences you’re used to at home – full kitchen, full bath and a...
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    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Newly Renovated Pool Home near 4 Beaches and Parks1 / 24
    (12)Excellent
    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 August 2017
    We had an excellent time, very nice home. It was everything we expected and the pool and patio was great. The house was warm and friendly, felt right at home.
    Reviewed 19 August 2017
    Great accommodation and the perfect place to recover from a week at Disney. Kids loved the private pool and owners were easy to deal with and very attentive.
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    About this property
    Close to the beaches and walking distance to the park this home is the perfect location for many vacationers. The house has been renovated and updated for a truly wonderful vacation getaway. 2 renovated and updated bathrooms, kitchen with granite counter tops with breakfast bar, stainless steal...
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    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedroom  2 Bath  Home in Siesta Village1 / 9
    (3)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Grill
    • DVD Player
    • Parking
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2017
    This was by far the best place we have stayed at in Siesta Key. The house was clean and had everything we needed to have a great vacation. We could not have ask for a better...
    Reviewed 10 July 2017
    Our family of 6 stayed for 3 nights and we couldn't have been more pleased. This is a clean and very nicely equipped home with just about everything we could need for a beach...
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    About this property
    This charming tropical 1,320 sq.ft. 2 bedroom 2 bath home is located within the heart of Siesta Key Village and a block away from the famous Siesta Key Beach. Walk to everything, yet have privacy of a home. It is newly renovated with all new furniture and beach house décor. This home is equipped...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    New 2017 Adult only   1 king Bedroom  Villa #4 Siesta Key1 / 12
    (1)Excellent
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury King 1 bedroom condo King Size - Double pillow top bed Ground floor Air conditioning Daily, Weekly, Monthly rates. Everything new 2017 Kitchen Coffee maker Toaster Microwave Stainless Steel fridge with ice maker Adults only 21 Years and over Heated swimming pool Free parking...
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    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front1 / 20
    (1)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Central Heating
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We absolutely loved this little condo on the beach. Our foursome vacations together at least once a year. We love the Gulf coast and are only interested in beachfront rentals...
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    About this property
    Description Details Features Inquires Similar Listings google-map-thumb Siesta Key Beach Condo, 2Br/2Ba Direct Beach Front USD 160 Per day 6312 Midnight Pass Rd., Siesta Key slider PreviousNext Property Description Relax in this beautiful fifth floor beach front Condo...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gulf Side Siesta Key Villa~Peaceful 1st Floor Villa, 3 pools-Jamaica Royale #1001 / 33
    (1)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    • Satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    This unit at Jamaica Royale provides everything and a whole lot more to make your vacation exceptional! The owner is very friendly and easy to communicate with. Her response...
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    About this property
    I am happy to report that Hurricane Irma did not crush our beautiful Siesta Key, as it could have. Our complex has a couple of trees down and a few of exterior lamps pushed over; however, we have electricity are putting it all back together! Unlike many rental properties on Siesta Key, Unit #100...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Amazing Beachfront Condo, Siesta Key, 100ft+ Beach1 / 33
    (3)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Waterfront
    • Ocean Views
    • Patio
    • Wi-Fi
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2017
    We had the best vacation ever at this condo. Everything was clean and comfortable. The beach was beautiful an almost private. We enjoyed all The surrounding activities. Kayaking...
    Reviewed 12 February 2017
    This condo is just feet away from waves slapping against the shore. It is well stocked with everything you would need while vacationing. It could use a deep cleaning, But...
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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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    Lovely 2 BR Beach Cottage  at Lido Key Villas- just across from Lido Beach1 / 17
    (1)Excellent
    Lido Key
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Garden
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This apartment (a house would be a more accurate description) is bright, colorful, clean and right across from the beach. We walked the beach and swam in the Gulf nearly every...
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    About this property
    Our spacious fully furnished two-bedroom cottage is directly across the street from the beach (600 ft, a 2 min walk). It offers everything you need to enjoy a memorable beach vacation. It features all the conveniences – full kitchen, full bath and a lovely tree-shaded back yard. There is also a...
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    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Key West Suite next to Siesta Key Beach1 / 75
    (6)Excellent
    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Wi-Fi
    • Patio
    • Washer
    • Air Conditioning
    • Balcony
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2016
    Spacious enough for 3 little ones and 2 adults. My wifeet and I stayed in the makeshift room next to family room. Very clean and well kept. We were spoiled and had the property...
    Reviewed 27 June 2015
    The suite 5610 was on the ground level, perfect for kids. The suite and outside areas were very clean and offered a lot of amenities. The pool was very clean and just the right...
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    About this property
    2 apartments to choose from: Key West Suite A relaxed beach experience. This cozy two bedrooms & den apartment, full 2 baths (1 King bed + 2 Twins + 1 Queen) 1,200 sq/ft. suite on second level with two private balconies and partial Gulf view from the den. This apartment is fully furnished and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxurious 2 BR Condo - Short Walk to Siesta Beach1 / 28
    (18)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Grill
    • Satellite TV
    • Sauna
    • DVD Player
    • Wi-Fi
    • Balcony
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2017
    We stayed at the apartment for 2 weeks during Easter holidays with our 2 girls (aged 1 and 4). We had a lovely holiday. We felt there was some positives and negatives with the...
    Reviewed 1 February 2017
    Everything about this condo was fantastic! The beautiful two bedroom/ two bathroom, spacious, quiet, the large swimming pool and two gas grills which we used often, we will...
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    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...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Venice Condo On The Beach1 / 52
    (5)Very good
    Venice
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    We adored our small house in Venice, Florida! It was the perfect place to stay. Some days we would go out to the beach (it is a two minute walk from the house to the beach...
    Reviewed 5 January 2016
    We thoroughly enjoyed our stay here. It is a very nice place. It has everything you need. It was clean and attractive. The bed is comfortable also. What we liked the most was...
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    About this property
    Beach front community on Venice Island. This unit is fully furnished and is located next to the large swimming pool. Sorry, but pets are not allowed. You will be staying in a single story end unit studio/one room efficiency with entry directly to the pool. There is also a nice picnic area next the...
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    Location Information
    Venice, Southwest Gulf Coast 34285
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    One mile to Nokomis Beach/Casey Key1 / 19
    (1)Excellent
    Nokomis
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We truly enjoyed our stay. The home is extremely clean, cozy and welcoming! The owner is very kind and outgoing.The location of the vacation home is convenient to beautiful...
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    About this property
    Spring & Summer 2017 dates available! Coastal decorated 2 Bedroom, plus Bonus Guest Room, 1.5 Bath, carport, outdoor shower, cottage 1 mile to Nokomis Beach. Recently updated!!! Open and bright cottage, only one mile to Nokomis Beach, Casey Key. The public, free parking, gorgeous beach is...
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    Nokomis, Florida 34275
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Venice Island Cottage1 / 11
    (3)Very good
    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Satellite TV
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 March 2017
    This cozy and comfortable 3 bedroom 2 bath ranch style home has a great location walking distance from everything on the Island. The home is clean, well equipped, relatively...
    Reviewed 7 March 2017
    good neighborhood, quiet, great location to downtown venice. close to the beach. the owners were there to greet us and offered their help to make our stay enjoyable, which it...
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    About this property
    Very quiet neighborhood, but 2 1/2 blocks from Venice beach Florida. 2 blocks from the Venice Avenue with shopping and restaurants. Turn Key, fully furnished all linens including beach towels and beach chairs. Two car attached garage with washer and Dryer. Come and enjoy a slower pace of life...
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    Location Information
    Venice, Southwest Gulf Coast 34285
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bed 2 Bath Siesta Key Vacation rental1 / 11
    (2)Excellent
    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2017
    This three bedroom two bath house is located on Siesta Key near the South Bridge. It has great beach access near several fun restaurants. The owners were very supportive and...
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    About this property
    Our 3 Bed 2 bath home is on the Gulf coast of Florida. Sleeps 6 in beds. We are on the Island of Siesta Key. The number 1 beach in the USA. Great location, a short walk to everything. Lots of restatuants, bars, shops, And the beach It has a private back yard overlooking a small pond. The home is...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Backyard Boating1 / 29
    (5)Excellent
    Nokomis
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Waterfront
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    Espectacular house ,super clean ,beutiful area ,and the best beach ,is confortable,perfect for family or honey moon ,the neiborhood is amazing,thank you for you attending,thank...
    Reviewed 18 June 2017
    We stayed at this waterfront home for two weeks in May. By "waterfront" I mean....RIGHT ON THE MAIN WATERWAY that runs along Florida's west coast!! What an amazing...
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    About this property
    Calling all water lovers!! This retreat sits on the water across from Casey Key. Bring your boat and dock right out back. Kayak's provided and can be launched from the backyard. Bring your Jet Skis and launch from the backyard. Fish whenever you want, the possibilities are endless. Step out of...
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    Location Information
    Nokomis, Florida 34275
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ground Level 2 Bedroom Beach Themed Condo1 / 20
    (1)Excellent
    Venice
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Satellite TV
    • Air Conditioning
    • Grill
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 June 2017
    Booked thru TripAdvisor. The owner is not local, but responds very quickly to all communications.The community streets are twisty-turny, but our gps found the unit spot-on...
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    About this property
    Our deluxe ground floor condominium has just been completely remodeled with a new kitchen with granite counter tops, all stainless steel appliances and new furniture! This 2 bedroom and 2 bathroom condo is the perfect spot to relax. It has a split floor plan, and 2 lanai's. The master bedroom suite...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 MINUTE WALK TO SIESTA BEACH!! (really)   Clean,1 / 16
    (11)Very good
    Siesta Key
    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 9 June 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...
    Reviewed 15 August 2015
    Ideally situated 2 minutes from the beach, restaurants,shops and 7 eleven. Very clean accommodation has everything that you need but does need a little refurb ie furniture...
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    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...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Excellent Location - Gulf/Beach View - Siesta Key1 / 57
    (7)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Ocean Views
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Patio
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 2017
    The lanai was our favorite space because of the wide view of the beach and ocean. We even saw dolphins during breakfast one day and twice at lunch time!!! With the beach being...
    Reviewed 6 March 2015
    What an awesome condo. Unit was furnished beautifully and very up to date. Couldn't have has asked for more. Location was great. Great views of the ocean and less than 20 minute...
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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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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Nokomis
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    • Air Conditioning
    • Patio
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    • Waterfront
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This property is located on Casey Key directly on the bay side with beach access right across the way. Fish from our docks, park your boat onsite and walk to the beach only steps away to our private beach easement. We are located near the Albee Road bridge, just a short walk to restaurants,...
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    Location Information
    Nokomis, Florida 34275
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    WOW Factor Siesta Key Beach Gulf Front Condo in Siesta Dunes on #1 Beach in USA1 / 69
    (12)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Washer
    • Ocean Views
    • Housekeeping Included
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    First time vacationers to Siesta Key. What a beautiful place! We love the location of your place. The house was very clean, had everything we needed for a great stay. Marilee...
    Reviewed 18 July 2017
    Loved our visit to Siesta Key. The condo was clean and equipped with all the essentials. Loved sitting on the screened in balcony looking at the pool and a bit of the Gulf...
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    About this property
    Our condo has 1,200 sq ft of living area, two bedrooms and two baths and sleeps 6. 2 twin size Aerobeds for the kids. It is in Building 5 Unit 202- 2nd floor - Elevator in building-laundry facility in building by elevator...just two doors away. The first picture on this website was taken from...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Walk to Siesta Key! Only $95/night now to Dec. 31!1 / 60
    (8)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Patio
    • Satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We booked this condo for 5 days and well Hurrican Irma had other plans so we left early !  Siesta Key had  perfect weather only rained about 20 mins each day ! We loved how...
    Reviewed 14 August 2017
    We loved our visit to Siesta Key. The condo was just the right size and was decorated nicely. We had everything we needed in the condo and the pool was a good size. The only...
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    About this property
    All new! This spacious, 2 bedroom/2 bath has everything you need for a relaxing and fun vacation in Sarasota, just minutes to Siesta Key. Relax in comfort with all the amenities: - Fully equipped Kitchen with all new appliances, dishes, glassware, etc. - Top quality, brand new queen size beds -...
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    Location Information
    Siesta Key, Florida 34231
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sarasota-Siesta Key Coastal Five Bedroom with Pool and Spa1 / 28
    (1)Excellent
    Siesta Key
    5 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Secure Parking
    • Satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    There are nine of us that travel together every year, and this home and David made Siesta Key our best vacation yet. The location is a block away from beach pavilion. We loaded...
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    About this property
    Excellent location at only 120 Yards To The Cool White Quartz Sand Of Siesta Beach! ?This Home Has Water Frontage, Pool, Hot Tub And BBQ Area Within A Screen Enclosure. There Is A Nice Sized Sunning Patio As Well With Views Down The Waterway. This Home Entertains Excellent Because The Pool Area Is...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 13
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    Reserve now! Siesta key 10% off Sept and Oct1 / 48
    (4)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Air Conditioning
    • Housekeeping Included
    • Washer
    • Wi-Fi
    • Waterfront
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2017
    This is such a beautiful condo! Very comfortable and beautifully decorated. The beach is so nice and close. Wonderful time, highly recommend!!!
    Reviewed 19 June 2017
    Had a wonderful stay. The condo was located right off the beach and lots of restaurants nearby. Nice place
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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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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Newly Renovated Waterfront Condo w/Beach Access1 / 21
    (3)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Waterfront
    • Satellite TV
    • Balcony
    • Washer
    • Parking
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 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 18 April 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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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    HIBISCUS SUITE # 662B (sleeps 4, ground level, sqft 580.00) - Spacious 1 bedroom studio apartment(580sq/ft) ground floor, with 1 King size bed plus and a luxury self-inflatable Queen size Air-bed and 2 flat screen TV’s Bath features a walk-in rain-forest shower and washer and dryer. This...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Satellite TV
    • Patio
    • Washer
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and unwind in our waterfront vacation home. 3 bdrms, 2 full ensuite baths, sleeps 7. New Posturepedic mattresses and hypo-allergenic pillows for your peaceful and restful sleep. Free Wi-Fi, Smart TV in bedroom & living room. Fully equipped kitchen. Eating area overlooking lake. Kitchen and...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Beachfront- Gulf View! 2 BR/BA Crescent Arms 603S, #1 Beach in the US.1 / 24
    (7)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Waterfront
    • DVD Player
    • Washer
    • Ocean Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    We Love this condo. Great location, great view and very clean. Plus the owners are very easy to work with! We have already rebooked for next year.
    Reviewed 12 June 2017
    Rented 603S condo with a gulf view from the screened in lanai. The condo had every amenity needed for a great week. Beach towels were even provided. The laundry room as well as...
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    About this property
    - Expansive, panoramic gulf view from every room of this 6th 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 beach with lounge chairs provided. As close as you can get to the Gulf without...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Lakefront Villa Plantation, Venice FL1 / 16
    (1)Excellent
    Venice
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Satellite TV
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Wi-Fi
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2014
    The Condo responded to all our expectations. It is very well equipped, and we lacked nothing. The location is central, and all amenities are nearby. We chose this condo from...
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    About this property
    Relax on your vacation for a month or more in Venice, Florida in our newly furnished villa condo on the shore of Harrington Lake while sipping your afternoon cocktail. Venice is a beautiful coastal town with great beaches and lots to do on your Florida vacation. Enjoy all this and make friends...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    No hurricane damage here!!   The price is right!  Come to paradise! No crowds!1 / 18
    (1)Very good
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
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    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2017
    Booking process was great! Owner was very responsive and helpful. Super comfy king-sized bed, comfortable bathroom, and close to the beach. Great for a couple; a little tight...
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    About this property
    Adorable, quiet, and clean home away from home on the South end of Siesta Key. Only a short five minute walk to private beach at access 13, a more secluded area and away from the public beaches. The king sized bed is extra comfortable with a new flat screened tv, dressers, nightstands, fan, and...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lemon Bay Cottage1 / 30
    (3)Very good
    Venice
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Parking
    • Grill
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2016
    I traveled to Venice for the first time this past May and this home is absolutely adorable and perfect getaway for anyone! As you enter the front door your senses are...
    Reviewed 28 June 2016
    We've spent a week at this cottage every year for the last 3 summers. The cottage is located within walking distance to a private ferry which brings you to a private beach - one...
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    About this property
    The Lemon Bay Cottage is located within walking distance of the South Venice Beach ferry. A ferry pass is included in the rental of this facility. This property is one mile from Shamrock Park and Nature Center which includes hiking trails, basketball and tennis courts, and access to the Venetian...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Venice
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This coastal themed condo is 7 minutes drive to the beach and 3 minutes drive to shopping. Everything is close. This freshly painted and extremely clean condo is on the second floor and it overlooks the lake and one of the three community pools. the kitchen has an eat in table and the pass...
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    Location Information
    Venice, Southwest Gulf Coast 34285
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Satellite TV
    • Parking
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Palm Oasis is a 4-bed single family home with 2,000 sq. ft. located only 1 block away from Siesta Key Beach. This home is on one level and has all the amenities including a brand new salt-water pool which is the center of the backyard and a outdoor BBQ grill with a bar to enjoy your fabulous...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    New 2017  Adult only   1 Bedroom  King Villa 2Siesta Key1 / 13
    (1)Excellent
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Everything is new in our 1 bedroom condo. King size double pillow top bed Kitchen, Coffee maker, Microwave, Toaster. 55 inch HDtv in lounge 50 inch HDtv in bedroom New heated swimmimng pool Free internet Free parking Adult only 21 years and older A short walk to Siesta Key beach 2 night...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Walk to a FREE beach ferry to Manasota Key!1 / 20
    (1)Excellent
    Venice
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
    • Balcony
    • DVD Player
    • Patio
    • Air Conditioning
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 May 2017
    This location is great - quiet and relaxing! This home is comfortable and meets all of ones needs. Bruce the owner was very welcoming and helped make our stay very enjoyable...
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    About this property
    Location, location, location! Just a 3 block walk to a free boat ride to a private beach on Manasota Key. I provide 5 beach chairs, 5 beach towels and a cooler for your use. The beach ferry runs every day except Wednesday, from 9:30am to sunset. Up to 6 people can use the ferry pass I provide. I...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    No Hurricane damage here!   Enjoy a getaway to the #1 Beach in the world1 / 18
    (2)Excellent
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Washer
    • Grill
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    We really enjoyed staying in this nice, clean and quiet place at the beach. It was just far enough away from the Village to be quiet, but close enough to get to restaurants...
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    About this property
    Upper floor. Walk to Siesta Key beach, only 0.2 mi from beach access 13. Clean, updated, with all the amenities you have at home. Fully equipped kitchen. Quiet and peaceful getaway yet close to shopping, dining, grocery, pharmacy, bars, pubs, bike, boat, & kayak rentals. Park your car and use free...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    LUX CONDOs near beautiful, sparkling Siesta Key Beach.1 / 54
    (1)Excellent
    Gulf Gate Branch
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The location is great. Really close to the beach. The host is very friendly and helpful. We enjoyed our vacation.
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    About this property
    Dear Renter, I am Beya, the owner with more a decade experience in the vacation rental field. I have been offering authentic condos in the beautiful natural area of the Vintage Grand community. I would be happy to host you in one of my condos.I have down and upstairs floor condos with lake-view or...
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    Location Information
    Gulf Gate Branch, Florida 34238
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Siesta Key 2 Bedroom 1 Bath Modern/Contemporary Decor Apartment1 / 16
    (23)Excellent
    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Porch
    • Parking
    • Patio
    • Air Conditioning
    • Washer
    • Grill
    • Satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Siesta key is a wonderful place to stay ,And this apt was the cherry on top, minutes from the beach and village area,Not only where the accommodations great , they have bikes...
    Reviewed 29 April 2016
    Traveled with business associates & spouses, combining business & pleasure.Great ;location for both business in Sarasota as well as amenities of Siesta Key.Very well...
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    About this property
    This lovely 2BD/1BA apartment is located just 1 mile from beautiful Siesta Key Beach. Siesta Key was rated the #1 Beach in the United States by Dr. Beach (2011) and the #2 Beach in the U.S. in the 2013 TripAdvisor Travelers Choice Awards. Siesta Key was listed in 2014 by Smarter Travel.com as...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Beautiful Custom Pool Home1 / 18
    (3)Average
    Venice
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    • Washer
    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 April 2016
    The house was very comfortable. However, the outdoor area was the best! The pool could use some updating, but was a wonderful plus for our time spent at this house. We...
    Reviewed 14 January 2016
    Great home close to private ferry/beach with private pool and relaxing lanai. The home was tastefully decorated had ample space to spread out and relax. The pool was nice for...
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    About this property
    Enjoy your vacation relaxing on the screened lanai and swimming in a heated pool. Our custom pool home is located in South Venice and is minutes to the beach. This house has some unique features and nearly every room has direct access to the pool. The master bedroom is BIG with a king size bed...
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    Location Information
    Venice, Southwest Gulf Coast 34293
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key 2 BR, 2 1/2 Bath - ***Across From Beach - Pool-view Balcony***1 / 24
    (2)Excellent
    Siesta Key
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Air Conditioning
    • Balcony
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    • Secure Parking
    • Patio
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    The location is family friendly and close to everything . Very nice pool and very clean condos. Excellent management team . Very eager to help you to have the best experience...
    Reviewed 29 April 2017
    I have to admit I wasn't expecting our stay to be anything special. We had been to Sarasota and Siesta Key before and stayed in a nice hotel. I wanted to do that again, but my...
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    About this property
    **** December-January Availability **** Steps to Siesta Beach and a Gorgeous Condo, Bring the Entire Family! #1 Beach in the US (2017) : Siesta Key is the United States #1 Beach Boasting Miles of Powder White Sand and a Charming Village loaded Shopping, Dining and Ice Cream :) Our 2 bedroom...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    Lido Key
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    The Bedroom Cottage with an Old Florida feel.The unit has full kitchen, and Queen size bed plus queen size sleeper sofa. The beach is a 6 minute walk and St. Armands 14 minutes, according to Google Maps. The unit has private patio and separate screen porch. The complex has a heated pool. The unit...
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    Location Information
    Lido Key, Sarasota 34236
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
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    OUR HOUSE ON SIESTA KEY1 / 39
    (5)Excellent
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    • Patio
    • Satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2017
    I took my family down to Siesta Key Beach on August 16th. We met Les and Marsha (property Owners). They are super friendly and welcomed us into their rental. The house was...
    Reviewed 25 March 2017
    Wow, what a great place to stay! My wife and I just completed a short stay here and it's hard to say enough good things about this place. Gracious owners, terrific location...
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    About this property
    Our House on Siesta Key is located on one of the most beautiful streets on Siesta Key -- Avenida Messina 'Sunset Point'. You are literally a few feet from the cool, white sandy beach and a few feet from 'The Village'. No need to use your car to get to a grocery store, bank, restaurants,...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Nokomis
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa is located in a small complex of 5 duplexes and 2 cottages surrounding a heated pool and picnic area. The property is 2.5 acres with large lawns and shade trees. The Villas have tiled floors, updated kitchens, central air-conditioning and heat. Linens, towels and cookware are...
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    Location Information
    Nokomis, Florida 34275
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key - #1 Beach in USA1 / 20
    (3)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Children's Pool
    • DVD Player
    • Sauna
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    This was our third year staying this property! We love it. Everything from the condo, the pool, the waterway and people are great. Sue is great to deal with and very...
    Reviewed 31 July 2017
    This is our 2nd time here and like the first time we had such an amazing time. We never want to leave. Perfect location, perfect for families with little kids. We checked out...
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    About this property
    You will feel like you have arrived in Paradise when you enter the lobby. The facility is more like a resort than a condominium. Unit has 2 bedroom, 2 baths, split plan. Both bedrooms and living room open to screened lanai facing the Gulf of Mexico. Perfect setting for 4 adults or for a family with...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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