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Siesta Key Vacation Rentals

Sunny beaches on the gorgeous Gulf of Mexico with picturesque sunsets and world renowned crystal-white, powdery sand that stretch for miles. Siesta Key is barrier island off of the central western coast of Florida . It is situated between Sarasota Bay and the Gulf of Mexico.  Shops from the chic and elegant to the hip and funky, with all sorts of fashion, beach accessories and souvenirs. Restaurants where you can go to grab a quick breakfast or lunch in your flip-flops or to relax in style over an extraordinary dinner.  The Siesta Key vacation rentals here are luxurious.

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591.jpg 224 Tenacity Lane Siesta Key Siesta Key, Sarasota, Florida,Vacation, Holiday furnished rental.Fabulous high-end home right on Crescent Beach, Siesta Key!  This home even has a player grand piano in the living room.  For the most sophisticated tenant, recently decorated.  Home has a rec. room and a porch overlooking the water with gym equipment. $15,000 seasonal rate, $8,000 off season rate. 
639.jpg 1377 Siesta Bayside Siesta Key This designer decorated 3 bedroom 2 bath townhouse is located on the inter-coastal between the north and south bridges.  The most peaceful views you will ever see.  The master bedroom is located on the upper floor and has French door leading out to the bay, picnic area with a gas grill, club house with exercise room, sauna, nature trail. Siesta Key Beach access is granted by the Gulf & Bay Club. Owner will only accept 4 month vacation rental or longer.
654.jpg 1660 Summerhouse Lane #802 Siesta Key Stunning unit on the 8th floor, overlooking the Bay from the South Bridge all the way down to downtown Sarasota.  Oversized lanai's are also in the rear of the unit and overlook the Gulf of Mexico.  Brand new, high end unit, professionally deocorated with te washer dryer, private elevator, community pool overlooking the bay, just steps away from the World Famous Siesta Key Beach and Siesta Village  
671.jpg 1660 Summerhouse Lane 403C Siesta Key Almost 3300f of perfection with 2 balconies, 2 parking spaces, 2 zones. Views of open bay, marina and sunset views. Marble entrance, italian tile, carpeting in bedroom, Airy light home with exciting c olors and warmth. Live and enjoy all the world-famous . RENTAL/ SARASOTA/ VACATION/ SIESTA KEY
695.jpg 4830 Estrada De Costa Drive Siesta Key Fabulous private home nestled at the end of a road close to the public beach and the village. House has a pool and it overlooks a pond with lilly pads and ducks!! Comfortably furnished with all the touches of home and ready for people looking for comfort and convenience. Private walk to Big Pass, and even has a guest house that is exquisitely decorated. This is a must see!   
755.jpg 5365 Calle Florida Siesta Key Siesta Key, Sarasota, Florida, vacation, holiday furnished rental. Brand new house, all new decorating, gorgeous wood floors and carpet in bedrooms.  LR, FR and Bonus Room.  Easy few minutes walk from  Siesta Public Beach and short walk to village.
5182009111837IMG_6239_40_41.jpg 1260 Dolphin Bay Way, #303 Siesta Key Siesta Key Florida furnished holiday and vacation luxury rental at Dolphin Bay. Fantastic Siesta Key 2 bedroom condominium with plenty of room. Furnished with style and comfort in mind. Sit and relax on the screened balcony with views of Sarasota Bay. Amenities on site include three clay tennis courts, swimming pool, fitness area and day traveler's dock on the Bay side. Very short walk to Siesta Key beaches and village. enjoy your holiday stay in this spacious condominium.
852009102853IMG_3994.jpg 636 Calle De Peru Siesta Key Enjoy the Siesta Key lifestyle in this adorable beach cottage! Old Florida charm within walking distance to the village and the white sands of famous Siesta Key Beach! Heated saltwater swim spa in private, fenced backyard waits for you after the beach. Two bedrooms, one has a queen and one has two twins, one bath. Florida room in front, living room, eat-in kitchen, and spacious screened lanai. Plasma TV in living area, washer and dryer, dishwasher. Everything you need for a comfy island getaway vacation.
1192009164936lr.jpg 1640 Summerhouse Lane #10 Siesta Key Arrive in style with your own private elevator into your foyer. This spacious condo is light and bright with a southern exposure. Entertaining and relaxation is at its finest with a huge bricked terrace serving a table for eight plus 2 lounges. Beautiful glass dining table. All upscale appointments in a contemporary bldg ready for you to explore world famous Siesta Key. Mastrbdrm has king sized bed, LR has HS internet, DVD. & leather sectional. Kitchen has stainless, granite and open bar with stools. Like new condition. Holiday Treat!
12182009141321IMG_9209.jpg 3459 Seagrape Drive Siesta Key

This historic home on Siesta Key is lovingly restored and furnished with the ultimate in contemporary good taste. Large porch overlooking the pool and yard. Short drive to the beach - and this house has a guest suite!

382010121628Set01.jpg 1208 Solitude Lane Siesta Key This fantastic house is located right in the heart of Siesta Key newar the village and world famous white sandy Siesta beach. Three bedrooms, 2 baths plus an office and an upstairs loft. No elevator. Relax on the porch watching a flat-screen TV that overlooks the pool / spa and canal. Boat lift and dock.
4122010104951A3924267_101_12.jpg 1320 Point Crisp Siesta Key Awesome contemporary with soaring ceilings, walls of windows with views in all directions.  Exquisite attention to detail in this gorgeous home with three master suites.  Boat Dock on Bay, large yard and pool area.
682010131814A3924566_101_12.jpg 3912 N. Shell Road Siesta Key YOUR PERFECT HAVEN  - Gulf of Mexico views from the rooftop deck and 1/2 block to Shell Road beach and Big Pass. Discover the beauty of island living in this brand new, multi-level custom-built home located on the desirable north end of Siesta Key. With 6 bedrooms and 3.5 baths, this 3,940 sq.ft. home highlights the finest of finishes and astute attention to detail. Enter through the incredible Mahogany and iron double doors with custom iron balcony railings. The open floor plan is perfect for home gatherings and entertaining, while French doors lead to a large lanai extending your living for the perfect indoor / outdoor lifestyle. The custom interior includes exotic Tigerwood floors throughout the home and a state-of-the-art kitchen.
6292010124071001.jpg 670 Norsota Way Siesta Key Historic house on Norsota Way, fully renovated to equisite level.  Walled garden for complete privacy in the pool area, this house has to be experienced to be appreciated.  One of a kind, close to the Siesta Key beaches, the villate and downtown Sarasota The main house has three large bedrooms, three bathrooms and one half bath.  Guesthouse has one bedroom, one bathroom plus living room and efficiency kitchen.
Showing Results 1 - 14 of 14

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