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Holiday Rentals in Sarasota, FL

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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    5 of 5 stars (2) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    5 of 5 stars (13) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Beautiful Serenata vacation rental. ---SEE CALENDAR FOR AVAILABILITY----THIS PROPERTY IS AVAILABLE BY THE FULL MONTH ONLY--- Features vaulted ceilings, open and spacious living and dining areas and beautifully decorated for easy entertaining and relaxation. This turnkey furnished unit also... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 13
    2 of 5 stars (1) Poor
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    About this property
    2 bedroom, 1.5 bath home with a sunroom/office on a large private property in a highly desirable residential neighborhood in the Indian Beach Sapphire Shores/ Ringling Museum area. Lovely, bright, with an open floor plan and hard wood floors. Both bedrooms have queen beds that are wonderfully... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34234
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Beautiful Avista Condominium with sprawling golf course views. This spacious property provides 2 bedrooms + den. Property features include tile throughout, garage = 32' deep, vaulted ceilings, wet-bar off living area, breakfast room, oversized Florida room (glass sliders) and beautiful wood... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 13
    4.5 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This Gulf Side unit has new installed tile inthe common areas, with carpet in both bedrooms and boasts a tropical theme throughout with the right use of color. This unit also offers a new 37" High-Def Flat Screen T. V., and DVD Player in the living room, as well as, T.V.'s in both bedrooms and... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 11
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    About this property
    2 bed with a den 2 bath very private yard fenced in 1780 square feet of living space in a great location of Sarasota, Fl. 34243. Close to beaches, airport, and shopping at the new UTC mall in Sarasota. Very clean home with a open floor plan. The garage is not included in this home. Downtown... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Live as our theatre artists do! This unit normally serves as artist housing for visiting professional actors, directors and designers. Clean, comfortable housing just minutes from vibrant downtown Sarasota. Bonus gift with rental! This duplex normally houses actors from all over the country who... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 13
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Updated upstairs garden apartment. Very tastefully decorated with a glass enclosed lanai and a lake view. Enjoy the heated community pool, 20 miles of walking trails, or a round of golf at the Meadows Country Club. There is one public golf course and seasonal golf, tennis, and social memberships... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34235
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    2 BR. - 2 BA -- 6 Person Max. -- High Rise -- Gulf View 1200 - 607 is a Bayside Midrise unit, located approximately 150 yards away from the Bay. 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: Queen Electronics:... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • x
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    About this property
    A warm welcome to our Gulf view condominium at wonderful Siesta Key! We have the best location -- across from the Siesta Public Beach, and walking distance to Siesta Village that offers great gourmet dining, shopping, and entertainment. The condo has beach décor with cheerful shades of yellow... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 11
    4.5 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This Gulf Side unit has a lot of pizazz!! The unit has brand new tile in the kitchen and living area and an updated kitchen with granit counter tops. This unit has a dinette seating for 4, a King and 2 Twin size beds finished with white bedding and a splash of color with accent pillows. Enjoy TV in... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 5
    4 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    You will feel right at home in this cozy Gulf View unit. It has new leather furniture and a 42” LCD HDTV in the living room with a combo DVD/VCR. There is a TV and VCR in the master suite and a TV in the 2nd bedroom. This unit sleeps 6 with a king bed in the master suite, two twins in the 2nd... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 10
    5 of 5 stars (11) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    This beautiful unit was renovated in September 2010. There is porcelain tile in the common areas, living room, dining room, kitchen and hallway. All countertops are done in granite. Both showers are tiled to the ceiling, have corner shelves, and have frameless doors with grab bars. The master... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 8
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Patio
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    • Hot Tub
    • Internet Access
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    • x
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    • x
    About this property
    Welcome to Sol y Mar. This COMPLETELY RENOVATED, single level and uniquely configured (4 BR/2BA - 2 Master BR/1 Queen each & 2 2nd BR/2 twins each-sleeps 8) vacation home [Casita Mar and Casita Sol] has 2 kitchens and 2 living areas, the perfect arrangement for families or groups that treasure... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 30
    2 of 5 stars (1) Poor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Sarasota's finest Vacation Getaway this Beautifully Restored Home located In The Heart Of Sarasota is Available For You Now! Built in 1925 this historic Spanish style residence has been tastefully updated with modern amenities, new travertine floors and restored original hardwood floors in... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Villa Siesta Sunset-The Ultimate Vacation Home Rental. The first thing you will do when you open the front door is smile. This is a happy place! You will find peace and tranquility in this spacious friendly home. This home has been redone from top to bottom, everything is brand new! You will be... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Live as our theatre artists do! This unit normally serves as artist housing for visiting professional actors. You will be staying in the back half of a charming residence on 4th Street in Sarasota, just a ten minute walk away from all the downtown area has to offer. Not only will you have a... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Ground floor 2BR 2 BA condo with screened lanai overlooking pond and fountain in wonderful community with tennis courts, two pools and exercise room. Living room dining room combo, kitchen, Master bedroom has king bed; guest has twins. Great location central to everything, beaches, shopping,... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34232
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    1 / 16
    4.5 of 5 stars (12) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • ?
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    About this property
    Freshly Painted and Ready for Relaxation!!! This Gulf Side unit is very soothing with it's soft, sage green walls and tile throughout the common areas and beige carpet in both bedrooms. The sleeping amenities are a King and 2 Twin size beds, plus a sofa sleeper. New mattresses and bedroom furniture... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 8
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This newly renovated Floridian condo boasts a Key West theme throughout. The kitchen, living room and both bathrooms are tiled while the 2 bedrooms are carpeted. The bathrooms and fully equipped kitchen have new cabinets with granite countertops. The living room has new furniture with a flat screen... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 11
    1 Bedroom, 2 Bathrooms, Sleeps 3 | Quick View
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    • Internet Access
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    • ?
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    • x
    About this property
    Newly remodeled 'Old Florida' Guest Cottage is a charming vacation rental destination located half a block from Sarasota Bay on a one block street, west of the Trail. A well equipped, fully applianced eat-in kitchen, two full bathrooms, a bedroom with a queen bed, and living room, is ideal for a... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 25
    Lido Key
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
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    • Hot Tub
    • Children's Pool
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    • x
    About this property
    TWO MONTHS MINIMUM. You will enjoy this 6 bedrooms, 5 and half bathrooms over 6,600 square feet residence that is part of a luxury neighborhood. Offering plenty of luxury spaces, with 3 larges kind size beds, 2 queen size beds, and 2 twin beds, large and fully equipped kitchen, a separate dining... View all property information
    Location Information
    Lido Key, Sarasota 34236
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Garden
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    • ?
    • ?
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    • x
    About this property
    One-of-a kind Turnkey Furnished Single Family Home in Beautiful Sapphire Shores near Ringling Museum and Sarasota Bay. This totally renovated home is unique and offers the best of everything. Right across the street from the Sarasota Bay with park to enjoy. Home features tile throughout, vaulted... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34234
    1 / 24
    5 of 5 stars (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    This fabulous 4 Bedroom/ 3 Bath 'Siesta Beach Hideaway' is located just one block from the beach. No need to drive or park. It is a Two Story Single family with a large Master BR with Jacuzzi, Den with Cable TV and fireplace, Full Kitchen & Master Bath. Sitting deck in the rear of the lower floor.... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 7
    4 of 5 stars (14) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This Gulf Side unit has a slight view of the water, but a beautiful view of the palm trees and blue skies. This unit has tile the whole unit. The unit was completely remodeled in september of 2008!!! Enjoy the new kitchen and bathrooms, all with granite countertops. The unit has a King and 2 Twin... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 22
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Satellite TV
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    • Waterfront
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    • x
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    • x
    About this property
    Outstanding views of the Palm Aire Championship Golf Course and Waterway from this second floor Condo. 2 King Size Bedrooms , 2 Full Bathrooms plus a. Den w/ sleeper sofa and 40 in. flat screen cable TV. Free high speed internet & Free calling in North America. The condo is clean, comfy and... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
    1 / 11
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    Live as our theatre artists do! This unit normally serves as artist housing for visiting professional actors, directors and designers. Clean, comfortable housing just minutes from vibrant downtown Sarasota. Bonus gift with rental! This house normally houses actors from all over the country who... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34236
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Are you looking for a Sarasota Vacation Rental close to all of the local attractions and beaches, but want peace & quiet at affordable prices? Then, Timberwoods is the perfect place for your next vacation! This vacation rental has 2 bedrooms, 2 bathrooms, kitchen, washer, dryer, living & dining,... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    1 / 17
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Charming old Florida style home in the Arlington Park neighborhood. Minutes to Siesta beach- the #1 beach in the USA, Lido Beach, St. Armand's Circle, downtown Sarasota, and Sarasota Memorial Hospital. The Arlington Park neighborhood is a charming, highly desirable area in Sarasota that has... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34239
    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    • Porch
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    • x
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    • x
    About this property
    Simply beautiful! Totally remodeled 2/2, plus garage in the desirable Bent Tree community (55+ section). Furnished like a model! Term: 1 month minimum. Bent Tree - a desirable golf course community in Sarasota. The community is built around the prestigious Bent Tree Country Club. This elegant... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34241
    1 / 9
    4.5 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    This Gulf Side unit will make you feel right at home at the beach with it's sand & sea decor. The unit has a King size bed in the master bedroom and 2 Twin Size beds in the guest bedroom with beach bedding. The unit has beige carpet, brand new leather furniture to include a queen size sleepr sofa,... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    About this property
    Very private, well-maintained and updated 2 bedroom, 2 bath villa with a 2 car garage in the community of Chandlers Forde in The Meadows. Enjoy private views from the screened lanai with access from the living room and master bedroom. Seasonal social, tennis, and golf memberships available at the... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34235
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Siesta Key beach-side, 2 bedroom 2 bath completly redone condo. Located 200 feet to "Worlds Famous Siesta Key Beach." Brand new everything-top to bottom, furnishings, appliances, kichen and heated pool. This unit has it all. Wireless Internet, heated pool, washer and dryer, handicaped... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 18
    4 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    Villa Dom Brisa or “Sun Breeze” at 1123-1125 Crescent Street is another beautifully decorated, exciting new 4BR/4BA/2Kit home recently added to our boutique collection of fine vacation homes at the Cottages on the Key. This home is part of the Las Brisa complex of two beautiful 4-BR homes offering... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 6
    4.5 of 5 stars (23) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This Gulf Side unit is a beach paradise! This unit has new tile throughout the common areas, beige carpet in the bedrooms, beautifully renovated bathrooms, dinette seating for 4, a King and 2 Twin size beds, and a sleeper sofa. Enjoy the brightness of this unit with it's sunshine yellow walls,... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242
    1 / 32
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Porch
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    • DVD Player
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    • Hot Tub
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    • Pet-friendly
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    • x
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    • x
    About this property
    Thanks for considering our property. We would be happy to call you or receive your call to discuss any aspect of the rental. We can also offer a Disney area / Gulf Coast combination rental deal for those looking for the complete Florida experience! search 'premiervacationsflorida' Amazing... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Enjoy this open and spacious 2 bedroom 2 bath condo with den overlooking the golf course and lake in the country club community of Palm Aire. With over 1600 sq ft and a sofa bed in the den there is plenty of space for everyone including a screened in lanai to enjoy the outdoors. Conveniently... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34243
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    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    SOPHIE’S QUARTIER: Welcome to Sophie’s Quartier, a waterfront compound consisting of two homes right near Siesta Key Beach! This is a perfect retreat for huge family and friends’ get togethers! Enjoy a heated pool, two hot tubs, two docks overlooking The Grand Canal of Siesta Key. Minutes walk from... View all property information
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    Sarasota, Southwest Gulf Coast 34236
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    This comfortable 2/2 condo at Vistas on Beneva has been freshly renovated with neutral paint, crown molding, brand new stainless steel appliances, and new flooring throughout. WiFi included in the unit. Enjoy peace and quiet in this ground-floor, end unit (the only adjoining neighbor is upstairs)... View all property information
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    Sarasota, Southwest Gulf Coast 34232
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Live as our theatre artists do! This unit normally serves as artist housing for visiting professional actors, directors and designers. Clean, comfortable housing just minutes from vibrant downtown Sarasota. Bonus gift with rental! This duplex normally houses actors from all over the country who... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34237
    1 / 16
    3 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
    other traveller has booked this property
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    • Grill
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    • x
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    Located in a quiet family neighborhood just minutes to shopping, dining, golf courses and of course the #1 Beach in the USA along with multiple other beautiful beaches including Lido Key, Casey Key, Turtle Beach and more. This is a 1100 square foot three bedroom apartment has one queen bed, one... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34234
    1 / 11
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Clean and spacious, 3/4 of the house is yours, kitchen and laundry, 2 bedroom with 1 and 1/2 bath, pool and spa, on the canal that leads to Sarasota bay, offering morning coffee, light breakfast and an occasional visit from the manatees off the dock. Bedroom 1, has a double bed, bedroom 2, has a... View all property information
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    Sarasota, Southwest Gulf Coast 34243
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    King Size Bed, condo room - 350 sq ft, 1 bath PRIVATELY OWNED - INDEPENDENTLY OPERATED CONDOMINIUM LOCATED in a hotel at 7150 N Tamiami Trail, SARASOTA...WITH: Direct water views of the Sara Bay Marina. 1 bedroom Studio Suite. King size bed, small fridge with ice maker, full size microwave,... View all property information
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    Sarasota, Southwest Gulf Coast 34243
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    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Balcony
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    Relax in Beautiful Sarasota with European elegance! European designer furnished condo with Vintage style interior with a touch of glamour. New furniture, orthopedic, allergy and chemical free mattresses. Work station with printer, scanner, copier and high speed Comcast internet, 48" Smart TV,... View all property information
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    Sarasota, Southwest Gulf Coast 34233
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    Lido Key
    1 Bedroom, 5 Bathrooms, Sleeps 4 | Quick View
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    • x
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    Large 1 bedroom fully furnished condo (981 square feet) includes 1 bedroom, 1.5 baths, featuring an open kitchen with island, dining room, living room and an office. 10th floor.<BR><BR>Fully equipped, brand new kitchen with granite countertops, sofa sleeper, cable TV, telephone, and WiFi. Laundry... View all property information
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    Lido Key, Sarasota 34236
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    Welcome to The Waterford This stylish home has just undergone a complete remodel Ideally located within a 5 minute drive of the World Famous Siesta Key Beach, a short drive to Sarasota Square Mall and within minutes of an abundance of shopping and fine dining. The property is located just of... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34238
    1 / 13
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    • Terrace
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    • ?
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    • x
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    ONE OF THE BEST LOCATIONS IN SARASOTA! Very nice and quiet condo complex. Fully equipped kitchen and new furniture. Queen size bed in the bedroom and high end comfortable mattress. Two couches that unfold into queen size sleepers in the living room. Wireless internet and unlimited... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34231
    1 / 29
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    • DVD Player
    • Sauna
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    • Pet-friendly
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    • x
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    • x
    About this property
    AAA 2 DIAMOND RATED & TRIP ADVISOR RECOMMENDED! Located at Crescent Royale Condominiums - one of the finest gated communities on Siesta Key, this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - VOTED #1 BEST BEACH IN THE USA! This... View all property information
    Location Information
    Sarasota, Southwest Gulf Coast 34242