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Sarasota Pet Friendly Holiday Rentals

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    Travellers to Sarasota are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    84 Matching Rentals in SarasotaView all 295 rentals
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Luxury Beach Cotttage1 / 32
    (1)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    vacation rentals1 / 18
    (4)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Casa Tropical Just 2 miles to Siesta Key, this 4 bed/3 bath home is the perfect place to escape with a large group! This charming home offers everything you need for your vacation retreat! Relax in your spacious living room and enjoy a movie on the flat screen TV. Or, if you prefer to be outside...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the year-round warmth of Florida at this 3BR/3BA Sarasota home with outdoor amenities galore—all just one block from the stunning Sarasota Bay. Spend leisurely afternoons splashing in your private pool, surrounded by tropical landscaping and privacy fencing. The kids (and the family dog)...
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    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    About this property
    Luxury home on 27 hole golf course, 3400 sq ft of designer heaven This newly furnished and updated executive home totals over 3400 sq ft of luxury right on the 1st fairway of the #1 rated golf course community in south western Florida. Generously sized accommodation with top of the range...
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    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Minutes to Siesta Key Beach and downtown Sarasota!1 / 17
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
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    Pet friendly
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    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...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Artsy Sarasota,FL. Palm-Aire CC 2bd/2 bath  Condo1 / 11
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Porch
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    • Balcony
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    Pet friendly
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    About this property
    2 bd/2ba. beautifully furnished large condo is located in the upscale Palm-Aire Country Club of Sarasota, in the SW Gulf of Mexico coast of Florida, about 50 miles south of Tampa. The Sarasota beaches (Lido and Siesta) are world-renowned for their white sand and blue water. Sarasota is the cultural...
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    Sarasota, Southwest Gulf Coast 34243
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    SARASOTA : Paradise for golfers and beach lovers1 / 32
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    IN SARASOTA : Paradise for golfers and beach lovers in a wonderful Preserve Area (University Park Country Club) This Luxury Villa, not only a house but a real home : 4 bedrooms (8 persons), 3 Baths, 2 cars garage. located inside University Park Country Club, gated Community in a breathtaking...
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    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Sarasota, just 9.7 km from Siesta Key Public Beach, 2/2 bedr&bathr LUX CONDOs close to Beach/Mall/Restaurants provides accommodations with an outdoor swimming pool, a garden, a fitness center and free WiFi. With pool views, this property has a patio. Featuring lake views, the apartment...
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    Location Information
    Sarasota, Southwest Gulf Coast 34238
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    The Historic 1936 Bird House Bungalow in the pulse of the city1 / 20
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    About this property
    PLEASE SEE OUR JUNE SPECIAL ! The Bird House Bungalow is a 1936 home with 3 bedrooms and 3 baths. King and full downstairs with Queen and sitting area upstairs. Each bedroom has its own separate bath with shower. Fabulous open design with spacious areas for gathering or just relaxing. Moved to...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Hot Tub
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    • Children's Pool
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Seasonal rental townhome assiduously maintained in amazing Village Walk resort style community! Resort style living with everything at your fingertips. beautiful clubhouse, large community heated pool, heated lap pool, gas station, a cafe, 6 lighted clay tennis courts, fitness center, hair salon,...
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    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Tropical Pool Home Near Siesta Key, Pet Friendly!  Private POOL1 / 41
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Quiet, private and pet friendly 2 bedroom, 2 bath, swimming pool home in Gulf Gate just 5 minutes to Siesta Key and her Beaches! All Florida 12%taxes are 'included' in the rental fee. Be Our Guest...very quiet, clean and comfortable non-smoking home with private pool and lanai at the corner end...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Private Garden
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious house with the charm of old and modern comfort renovated in an European style with a large garden in a quiet area close to Downtown (5min), beaches (15min), Yoder’s Fresh market and Arlington park (tennis, basketball, Olympic pool, and playing area for kids). With 3 bedrooms, 2 bathrooms,...
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    Location Information
    Lido Key, Sarasota 34239
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    SUNRISE HOLIDAY RETREAT1 / 12
    (61)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We are the best kept secret in town being near enough to walk to the Beach and all of what Florida has to offer. Owner handles all bookings directly with special offers available. MC Or Visa also accepted Worldwide. Be sure to check your currency exchange. Nightly rate is $110.00 US Dollars....
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Kind Edward Sarasota is a spacious, well laid out 3 bedroom, 2 bathrooms, private home with everything you need to have a wonderful vacation with fabulous memories. Relax at the end of the day in the private hot tub, or take a short walk to Arlington Park. Head to downtown Sarasota which...
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    Location Information
    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Single family pool home, 3 bedrooms. 1 bedroom with queen size bed and end suite. 1 bedroom with queen size bed and 1 with 2 single beds. lovely sun room, living room with sectional seats 6 comfortably, recliner and cable TV. Dinning room, breakfast bar seats 3. Fully equipped kitchen with...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Whether lounging under the sun in the spacious backyard, watching a professional spring training baseball game a block away, or exercising at the Youth Athletic Complex across the street, you’ll adore this dog-friendly 3BR one-level home with a premier Sarasota location. Enjoy...
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    Sarasota, Southwest Gulf Coast 34237
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Large Executive Water-Front Property1 / 40
    (1)Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Hot Tub
    • Ocean Views
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Contemporary Home on Sarasota Bay has Spectacular Views from all 3 stories. Enjoy bayfront living at it's finest with a 2-story great room, bayfront lanai, pool, boat dock and lift. Master Bath is finished in marble; a guest suite, also with an amazing walk in closet & spacious bath, has...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Adorable, Cozy, charming home in the middle of it all in Downtown Sarasota with a private outdoor patio where you feel you can also get away from it all. Walk to restaurants, shops, Saturday morning farmers market or the marina. Adorable 2 Bedroom, 1 Bath house in historic downtown Sarasota. The...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This duplex normally houses actors from all over the country who come to Sarasota to perform at a live, professional theatre, but it's available now! Not only will you have a clean, comfortable place to rest in between adventures, but guests who stay at least a week will also receive, based on...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2/2 Turn key fully furnished and ready to be your home away from home! This place has all the comforts of home and then some. Master bedroom features a King Sized bed, built in dresser, 3 closets and a en suite with large shower. Hall bath features full tub/shower combo with extra linen storage....
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    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Antigua - Sparkling 4 BR, Heated Pool, Minutes From Siesta Key [sleeps 8]1 / 35
    (2)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casa Antigua! Casa Antigua is a four (4) bedroom, two (2) bath private home. It is configured for maximum comfort and enjoyment for large parties who will find it a well designed retreat and haven to call your own vacation home. First and foremost, enjoy the benefits of your very own...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PROPERTY OVERVIEW Located on a peaceful street within 2 miles of the Siesta Key beaches as well as downtown Sarasota, this beautifully updated 2BR home affords a prime central location. Spend a sun-soaked day by the Gulf, or simply unwind in your spacious backyard with an outdoor shower, al fresco...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Here is - the one of Sarasota's most up-and-coming areas, lies a sanctuary of tranquility, harmony and belonging – “Serenata”. That unique private gated community offers you a resort lifestyle in a uniquely designed community with exquisite lake views, elegant residences and abundant recreation....
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    Sarasota, Southwest Gulf Coast 34243
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    ** Please note that the homeowner lives next door, in a completely separate unit ** Unwind with your loved ones at this 2-bedroom, 1-bath vacation rental cottage in serene Sarasota. Located on a lush lot with beautiful trees and green foliage in a lovely community, this charming cottage offers 4...
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    Location Information
    Sarasota, Southwest Gulf Coast 34243
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Waterfront
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    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully fully furnished and equipped ground floor apartment overlooking water and private golf course in Heritage Oaks Golf and Country Club near Florida's Gulf Coast with its beautiful sandy beaches. This property has open plan dining, living room and fully equipped kitchen with breakfast...
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    Location Information
    Sarasota, Southwest Gulf Coast 34241
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’re just a 5-minute walk from Lido Key Beach at this stylishly renovated 3BR/2BA home in Sarasota, making it easy to enjoy a full day beside the glittering gulf. The home is also a 10-minute walk to St. Armands Circle - a cosmopolitan hub with specialty shops and boutiques, art galleries,...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Beach Cottage has it all! Plenty of space for your friends and family and is located just steps from the World Famous Siesta Key Public Beach. This spacious Cottage has 4-5 available bedrooms and a fenced in backyard with propane grill. This house is ready for your next Siesta Key get...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Boasting a huge fenced yard and a private screened pool with a cabana, this 4BR/3BA property affords abundant outdoor living space. Enjoy refreshing swims and dining alfresco in cool comfort -- the cabana provides an air conditioning and ceiling fan. Inside, the stylish floor plan features...
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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    'Sea Spray Resort' ...just steps to the beach!1 / 15
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Patio
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the 'Sea Spray Resort' ...just steps to the beach on beautiful Siesta Key... your source for affordable vacation rentals. If you want to enjoy a tropical vacation where you are steps to the beach, walk 4 blocks to the Village for drinks, shopping or dinner, or simply lounge by the pool...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Casita Blanca- 2BR, Private Beach Access, Communal Heated Pool [Sleeps 4]1 / 25
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Casita Playa of Playa y Blanca. This COMPLETELY RENOVATED, single level (2 BR/1BA - Master BR/1 Queen & 2nd BR/2 twins -sleeps 4) vacation home features private, gated beach access, a sparkling clean hot tub in a private, lush setting, a communal heated swimming pool with plenty of pool...
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    Location Information
    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Air Conditioning
    • DVD Player
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    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In an Mediterranean Revival home, light and airy, one bedroom above separate garage with bath and full kitchen. Wooden floors, with area rugs, and large walk in closet. Washer and dryer. Full wifi, internet, cable TV. New Orleans style balcony with access by 2 glass doors. Located in Historic...
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    Location Information
    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Waterfront
    • Ocean Views
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunsetter on Sapphire Shores Treat your family, friends, and beloved dogs to an unforgettable oceanfront getaway in sunny Florida! Conveniently located near plenty of Sarasota's shopping and dining, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick...
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    Location Information
    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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