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Holiday Rentals in Osprey

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    The following rentals are within 15 kilometers of Osprey.
    Venice
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Nokomis
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Sandy Toes Siesta Key  (6796)1 / 41
    (18)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Fruitville
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Satellite TV
    • Balcony
    • Washer
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    • Housekeeping Included
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’ll never want to leave this tropical paradise, remodelled to be the perfect home away from home. Cruising on our two brand new bikes, going shopping at The UTC Mall (5 min drive), catching rays at Lido Key beach (25 min drive) or watching Netflix on our 55” Smart TV are just a few of the many...
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    Fruitville, Florida 34235
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Air Conditioning
    • Satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ONLY A BRIEF 5 MINUTE WALK TO OUR PRIVATE PIECE OF CRESCENT BEACH!Gorgeous, updated 3 BD/2.5 BA two story townhouse overlooking the tranquil canal and tropical greenery. Located on the ground floor is the spacious living room with 50" flat panel TV,DVD,VCR, CD stereo and high speed internet access....
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa 371 / 12
    (3)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island House Beach Resort- Siesta Key Florida, Crescent Beach - The lovely villa is located on the widest part of Crescent Beach. It is approx. 1000 sq. ft. and is 2 bedrooms, 2 baths. The villa has a large living area, dining area, fully equipped kitchen, all appliances, central ac/heat, screened...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 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
    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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    Nokomis, Florida 34275
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great ground floor gulf front 2 bed/2 bath unit. Step out back door of spacious screened lanai that is only steps to pool and the famous white sands of Crescent Beach. Relax on the lanai while enjoying the view of the tropical grounds and beach. Living room offers a leather queen sofa bed,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa 91 / 18
    (2)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island House Beach Resort - Siesta Key Florida, Crescent Beach - This large villa is approx. 1000 sq. ft., non-carpeted, has a large living area, dining area, fully equipped kitchen, all appliances, screened lanai, central ac/heat, and covered parking, 3 tvs, dvd, free wi-fi in unit!. It has a king...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very comfortable 2 bed/2.5 bath second floor townhouse overlooks the tranquil waters of the canal and boat docks. Enjoy the Florida lifestyle relaxing on the spacious glassed-in and screened lanai. Tastefully decorated living area offers sofa bed, TV, & VCR. DSL Wireless Internet connection. Large...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Venice
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Balcony
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our studio condo located on Golden Beach in Venice, FL has just finished a complete remodel. Everything has been updated floor to ceiling, including voice activation for many functions. The property is on the beach and has one of the largest and deepest pools in the area. The beach is private. No...
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    Venice, Southwest Gulf Coast 34285
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Siesta Sun Villas Sand dollar villa is a 2 Bedroom 1 bathroom. A short walk to the number 1 beach in the USA. Our villa is fully furnished and ready to start your vaction Full Kitchen. Free wifi. Free parking. Located within walking distance to almost everything. The beach is just down the street....
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • DVD Player
    • Private Outdoor Pool (Heated)
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    • Air Conditioning
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island House Beach Resort! Crescent Beach, Siesta Key Florida. This beautifully maintained complex is located on the widest part of one of the best beaches in Florida. This condo offers a view of palm trees, white sand and the turquoise waters of the Gulf of Mexico. The view is picturesque and the...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous 2 bedroom/1.5 bathroom Bay Side unit. Tile throughout. Extended living room area. King bed in the master bedroom and two twins in the guest bedroom. Walk out your back door to the heated pool and the boat docks. Only about a 5 minute walk to your private beach on the Gulf with chairs and...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Old Man and the Sea Inn #3 - 8 steps to the sand of Siestas best beach!1 / 18
    (17)Very good
    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    • Waterfront
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    1BR (sleeps 4)- Perfect for travelers in search of uncomplicated seclusion. Brought to you by Gertrude Rentals! Located in the most “private” non-private beach neighborhood in Siesta Key, The Old Man and the Sea Inn can accommodate up to 24 guests and is a four unit Key West style home located...
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    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 North1 / 20
    (2)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • Internet Access
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Crescent Beach on the Gulf of Mexico. This beautifully maintained complex is located on the widest part of one of the best beaches on the west coast of Florida. This condo offers a view of the turquoise waters of the Gulf of Mexico. The view is picturesque and the sunsets are magnificent. The...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ***NEWLY REFURNISHED AND REDECORATED! Gorgeous third floor unit with great view of the tropical grounds, crystal white sands and Gulf of Mexico. Spacious screened lanai stretches across living room to master bedroom. Very tastefully decorated; Living room has Smart TV & DVD. Master bedroom offers...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Condo, 2 Bedrooms + Convertible bed(s), 2 Baths (Sleeps 6) Situated a short 5-minute drive from the cool emerald waters of Siesta Key Beach. Conveniently located in the heart of Sarasota near major access roads, white sandy beaches, fine dining, shopping and parks. With the hip downtown boutiques...
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    Siesta Key, Florida 34231
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer is a perfect time to vacation on the beach. Low rates are still being offered on this newly decorated 2 Bedroom, 2 Bath condo just a short walk from the best beach in the country. Sugar white, soft sand that never burns your feet and goes on for miles. Walk on the beach, run on the beach,...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEWLY PAINTED AND CARPETED IN MAY '07. Step right out your back door to the soft, white sugary sand of world famous Crescent Beach! You are so close to the Gulf of Mexico in this 2/1.5 unit. Tastefully decorated and you can watch the sunset right from your screened lanai! The living room offers a...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Beautifully updated and redecorated unit on the 2nd floor in the mid-rise building on the Gulf Side with Gulf View! 2 bedroom, 2 full bath with washer & dryer in the unit. The Master bedroom has a king bed with a sliding glass door out to the lanai. The master bath has large walk-in shower with...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Spacious 4bed air-con villa on Siesta Key1 / 26
    (2)Excellent
    Siesta Key
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    Pet friendly
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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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    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Terrace
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fabulously decorated 3/2 corner unit on the seventh floor. Wood flooring and ceramic tile throughout. The updated kitchen and baths adorn granite counter tops. Decorated with soft leather sofa and chairs, the living room comes with TV/VCR/DVD. Step out onto the screened lanai and feel the subtle...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Children's Pool
    • Balcony
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    • Hot Tub
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    Pet friendly
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    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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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    OUSTANDING VIEW FROM THIS DIRECT BEACHFRONT UNIT! Ceramic tile in living area; carpet in bedrooms. DSL and wireless internet connection available in kitchen area. 2 bedroom/1.5 bath third floor walk-up. Enjoy the Siesta sunsets and the cool tropical breeze while sipping a refreshing drink on the...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This first floor Firethorn floor plan is a two bedroom with two full bathrooms! Step out to the spacious screened lanai overlooking the tranquil waters of the canal, boat docks and tropical grounds. Unit is brightly painted in cheerful colors, tastefully decorated and has ceramic tile flooring in...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Over 1600 sq. ft. of spacious living space and ceramic tile throughout; beautifully decorated The living area features a large flat screen TV and DVD player, the kitchen is adorned with granite counter tops and stainless steel appliances. The master bedroom features a king bed a flat screen TV;...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Nokomis
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    About this property
    Newly Renovated Beach Rental in Historic Downtown Nokomis, Florida Available for Seasonal Rental 2 miles (5 minute drive) to Nokomis Beach/Casey Key! This is the beach rental you have been looking for in sunny Nokomis (Sarasota County), Florida! Front Unit: 2 Bedrooms, 1 Bath (sleeps up to...
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    Nokomis, Florida 34275
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Gorgeous upgraded unit with spectacular bay views from this fourth floor 2 bedroom/2 bath condo! Just like new! Professionally decorated in Florida decor, ceramic tile flooring, slider glass enclosed lanai makes this over a spacious 1600+ sq. ft! Lanai/family room stretches across the entire back...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    New 6 Bedroom, Luxury Home in Gated Community1 / 22
    (1)Excellent
    Siesta Key
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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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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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Take a look at this beautiful newly remodeled and redecorated unit! Ground floor 2/2 1400+ sq. ft. with slider glass enclosed lanai for a little more privacy. Open the sliders and still get the screened lanai effect and experience the cool tropical breeze from the Gulf of Mexico. Kitchen and baths...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Gorgeous intra coastal waterway view from this fifth floor two bedroom/two bath unit. Tastefully decorated, light and bright. Over 1400+ s.f. with tiled glassed in lanai over looking the tropical gardens, boats and waterway. Only a five minute walk to our private piece of world famous Crescent...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Enjoy your vacation in this beautifully decorated beachfront 3 story 4 bed/3.5 bath townhouse! The sparkling blue water and white sand of Crescent Beach is just steps away. The first floor has a full size living room with a TV,DVD,VCR; two bedrooms...one with a queen bed and one with 2 twin beds...
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    Siesta Key, Florida 34242
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Venice Island Bellagio Home  w/ 3BR & 3BA1 / 20
    (6)Very good
    Venice
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Outdoor Dining Area
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury living, walk/bike trail to town or beach along inland waterway. In small gated community with use of pool-tennis-exercise facilities. Professionally decorated with style and comfort. A king size suite, a queen size suite and an<BR>office/den fitted with a trundle bed. Easy access to...
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    Location Information
    Venice, Southwest Gulf Coast 34285
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    About this property
    Siesta Key Beach House, newly remodeled with new Kitchen, Baths, furniture and more. Located in the best area to walk and enjoy the activity of the Siesta Village and steps to the beautiful white sands of the Siesta Key Beach. Great location to enjoy your tropical holiday in a clean and refreshing...
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    Location Information
    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    15 North1 / 17
    (3)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island House Beach Resort! Crescent Beach, Siesta Key Florida. This 1300 sq. ft. apt. is located on one of finest beaches in central Florida. It is 2 bedrooms, 2 bath,King, 2 twins, non-carpeted, large living room, dining area, fully equipped kitchen, lanai.Free Wi-Fi in unit!There is no land line...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Van Lopik (J) – In Siesta Village steps to the best beaches!1 / 26
    (17)Very good
    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Casa Van Lopik (jardin), our garden facing suite, is a large 3BR home. Brought to you by Gertrude Rentals! Perfectly located between the best beaches, shopping dining and entertainment on the island. It was named for our father who was a ships captain and sailed the world for 30 years but always...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Stay on Siesta - Beach Rd -Step out to the Sand1 / 26
    (6)Very good
    Siesta Key
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
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    • Hot Tub
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    Pet friendly
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    About this property
    3 bedroom on Beach Rd. with Gulf view This updated townhouse is a one of a kind property. Three bedrooms with king, queen, 2 double beds and living room sleeper sofa. This is a step out to the sand property just north of Siesta Key Beach. Walk to Siesta Village. Views of the Gulf from almost every...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Look at the fabulous intercoastal waterway view from this spacious 3 bedoom/2 bath bayfront unit! Step out back lanai door to the tropical grounds and bay. Only a few minutes to walk to our own little private piece of world famous Crescent Beach! No need to bring your own beach chairs...we have...
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    Siesta Key, Florida 34242
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious ground level, 2 bedroom 1.5 Bath, Bay Side unit with a nice canal view! Walk out your back door to the heated pool and boat docks! Only about a 5 minute (350yd) walk to your private area of the beautiful white sands of award winning Crescent beach. There are complimentary use and set-up of...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Villa 181 / 17
    (11)Excellent
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    • Private Outdoor Pool (Heated)
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island House Beach Resort, Siesta Key Florida. Newly remodeled 2 bedrooms, 2 baths villa located on the finest beach in Florida. This unit is 2 bedrooms, 2 bath and 1000 sq. ft., non-carpeted and has a large living area, dining area, fully equipped kitchen, all appliances, screened lanai, 3 flat...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW PAINT AND CARPET! Canal front and tropical garden view from this 2 bedroom/1.5 bath first floor unit. Step out the back door of the spacious screened lanai to walk along the beautiful grounds and boat dock. Living room has sofa bed, TV, VCR, & CD Player. Master bedroom has queen size bed....
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Siesta Key
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Hot Tub
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Siesta de Mayo Cottage.. Unit 1 is located in the Village of Siesta.. no car needed..in less than two minutes you can walk to the restaurants, shops, galleries, cafes, Olaf's Ice Cream, Siesta Market and Siesta Beach Unit 1 is a 1000 sq ft two bedroom, one bath unit with an open living room to...
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    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    11 North1 / 15
    (6)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Terrace
    • Parking
    • Air Conditioning
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    • Satellite TV
    • Private Outdoor Pool (Heated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island House Beach Resort - Siesta Key - Crescent Beach. This beautifully maintained complex is located on the widest part of one of the best beaches in Florida. This is a private beach. The condo offers beautiful views of palm trees, white sand and the turquoise water of the Gulf of Mexico from...
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    Location Information
    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW TILE CERAMIC TILE THROUGHOUT UNIT! Spacious 2 bed/1.5 bath first floor unit with extended living room. Walk right out your back door to the canal and boat docks. Living room offers comfortable leather seating & TV, DVD, VCR. Master bedroom features king size bed with TV. Master bath has tub...
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    Siesta Key, Florida 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Siesta Key
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
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    • Patio
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the middle of Siesta Key, tucked away on a shaded and quiet canopy lane is this bright and open air 3 bedroom 3 bath home less than one mile from the world famous Siesta Key beach. Plenty of space to spread out and enjoy your vacation, whether it be out on the pool deck, in the hot tub, relaxing...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Only 150 yrds to Siesta Key Beach and heated pool!1 / 50
    (14)Very good
    Siesta Key
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly upgraded ( September 2015 ) with new kitchen, new vanities, newly painted and with the tiles steam cleaned this Siesta Key villa is a gem. It comes with a with a lovely heated community salt water pool and private access to the beautiful white sanded Crescent Beach! Crescent Beach on Siesta...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Siesta Key
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Private Outdoor Pool (Heated)
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    • Wi-Fi
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront on Grand Canal!! 5 minute Walk to beach!!~ Siesta Village- 15 minutes. Private Pool and hot tub. Many amenities! Spacious House with large pool paver deck area, with outdoor grill and hot tub! Bikes, 4 Kayaks & Canoe (provided), enjoy a ride down the Grand Canal- Private Dock (rent a...
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    Siesta Key, Florida 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Top Siesta Key Location, The Village Studio - Eat Shop Beach!1 / 14
    (13)Very good
    Siesta Key
    1 Bedroom, 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
    Our favorite location on Siesta Key, The Siesta Key Village Studio, brought to you by Gertrude Rentals! An accommodating ground floor one-room efficiency apartment perfectly nestled on a quiet tropical street between the best beaches, shopping and dining on the island. Wander one block to your...
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    Siesta Key, Florida 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa 341 / 15
    (2)Very good
    Siesta Key
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island House Beach Resort, Siesta Key Florida, Crescent Beach - This large 2 bedrooms, 2 bath villa is approx. 1000 sq. ft. It has a large living area, dining area, fully equipped kitchen, screened lanai, covered parking, central heat/air, 3 tvs, dvd, free wi-fi in unit, washer/dryer. It has a king...
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    Siesta Key, Florida 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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