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Holiday Rentals in Sarasota

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    Travellers to Sarasota are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    1 Bedroom, Sleeps 3Quick View
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    2 Bedrooms, Sleeps 6Quick View
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    2 Bedrooms, Sleeps 6Quick View
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    This Gulf Side unit has beige carpet throughout and is decorated with light shades of aqua, yellow and tan. This unit sleeps 6 by offering a King and 2 Twin size beds, and a new sleeper sofa. Enjoy TV's in the living room and both bedrooms, while the living room has a VCR, DVD and CD player....
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    13 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    This freshly painted Gulf View unit has carpet in the living room and both bedrooms. Neutral tile finishes off the foyer, as well as the newly renovated kitchen and bathrooms. This unit offers a King and two Twin size beds, plus dinette seating for 4. In the living room enjoy the new LCD Flat...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 4Quick View
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    This beautiful condo is a first floor residence, which allows for easy access to the complimentary pool area. This condo is also located approximately 10 short minutes from Siesta Key Beach, one of the most beautiful beach destinations in the world! The condo is comprised of 2 bedrooms (total of 3...
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    14 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    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...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    25 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    This newly renovated Gulf Front unit offers pristine views of the beautiful turquoise waters and white sandy beach. Once you enter this unit you will find a fully equipped kitchen, with all new high-end appliances, granite countertops and new cabinetry. The living room/dining room combination...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Review
    4 Bedrooms, Sleeps 6Quick View
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    Pet friendly
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    Sea La Vie! A perfect location a walk from Saint Armand's Circle and Lido Beach - Sarasota's premier location, St Armand's Key, boasts one of a kind luxury homes. Enjoy the quiet and serenity created by this lush tropical landscaping, tranquil water and the lifestyle afforded by this one story...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    11 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    This Gulf Side unit has a neutral color scheme of browns and tans in the living room, while the bedrooms are yellows and greens. There is a king bed and TV in the master bedroom and 2 twin size beds and a TV in the guest bedroom. There is dark green carpet throughout unit. The unit has a newly...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, Sleeps 6Quick View
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    A beautiful and spacious, 3-bedroom, 2-bath villa with a 2-car garage, your seasonal home away from home is extra comfortable with brand new furniture and linens and a flat-screen TVs in each bedroom. The living room also boasts a huge flat-screen TV. The lanai is glass-enclosed for use, no matter...
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    Sarasota, Southwest Gulf Coast 34235
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    23 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Contemporary and stylish Unit 210 provides the utmost in an island retreat. Relax and enjoy fabulous views of the powdery white sands of Crescent beach from the living room or the private lanai. New photography from Modern Editions and a driftwood dining table with cream leather chairs add to the...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Pet friendly
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    Smoking allowed
    About this property
    We have 7 cottages, all located in a very special residential community right downtown within easy walking distance to everything: restaurants, cafe's, shopping, theatre's, marina, etc. Laurel Park was voted the #1 neighborhood in Sarasota by "The Best of Sarasota Magazine". Our Siesta Beach is...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, Sleeps 6Quick View
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    • Internet Access
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    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    Charming cottage 2 bedroom, 2 bath, fenced backyard on quiet street. 1.5 miles to beach. This home offers a very calm relaxing surroundings. Small 9 hole golf course a stones throw away. Shops and dining are within walking distance. large screen t.v cable and internet. Come and enjoy the world...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Firethorn 212 NR Additional amenities include: beach chairs, beach towels, coffee maker, town, walking, tennis, shopping, romantic, family, swimming, gated community, business center, community tennis, fishing, village, minimum age for renters, staff, water sports equipment, beach umbrellas,...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come enjoy the relaxed vibe of Siesta Key! The beautiful white sand beaches that make Siesta Key the #1 beach in the US are not even a five-minute stroll away. Siesta Key Village and the famous 3 miles of the softest 99.9% quartz sand beaches draws thousands to enjoy the island life. This two...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Satellite TV
    • Waterfront
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    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Lido Key, Sarasota 34236
    Condo/Apartment - 1 Bedroom, 5 Bathrooms, Sleeps 4
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    6 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
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    Pet friendly
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    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 taxes are "included" in rental fee. Be Our Guest...very quiet, clean and comfortable non-smoking home with private pool and lanai at the corner end of a very...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 4Quick View
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    • Hot Tub
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    Pet friendly
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    Smoking allowed
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    Sarasota, Southwest Gulf Coast 34241
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    19 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    This newly rennovated Gulf Front unit will make you feel right at home with it's warm and cozy decor. Neutral tile throughout the common areas, updated kitchen with new appliances, cabinets & countertops, as well as soft blue hues throughout. Enjoy LCD flat panel TV's in the living room and both...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Reviews
    2 Bedrooms, Sleeps 5Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get away from the winter this year without spending a fortune. Very clean newly remodeled 2Bd/1Bt house center of Sarasota in nice residential area. Close to beaches, golf, shopping and restaurants. Price includes Elec-water-cable-internet-phone and lawn care. Ceiling fans in bedrooms and living...
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    Sarasota, Southwest Gulf Coast 34232
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    • Internet Access
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    • Shared Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Furnished home rental RATE available for ANNUAL / NOT MONTHLY rental contract with RoseBay rental program. House rental is for ANNUAL rental due to insurance and community tax regulations. If you want a monthly period, I suggest you try the monthly rentals at condos on siesta Key. If I rent for...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    3 Bedrooms, Sleeps 6Quick View
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    About this property
    Our home is located in San Michele, a luxury townhome community featuring a beautiful lakefront. It is newly and fully furnished, comfortable, spacious and perfect for extended stays. It is minutes away from downtown Sarasota, the beaches, UTC Mall, IMG Academy, Ringling Museum of Art, baseball...
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    Sarasota, Southwest Gulf Coast 34243
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    13 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Feel right at home in this Gulf view second from the front unit, just steps away from the pool, tennis court, grill area and the beautiful white crystal sand of Crescent Beach. The fully equipped Kitchen and entry is newly renovated with light maple cabinets, granite counter tops, ceramic tile and...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    11 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    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...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Review
    1 Bedroom, Sleeps 2Quick View
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    About this property
    Who ever knew you could fit so much convenience and luxury into 500 square feet? Our brand-new one bedroom apartment features a gourmet kitchen, a luxurious cathedral-ceilinged living room, a bedroom and a deck that faces the sunset. The front deck is a great place to have your morning...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • DVD Player
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    This beautiful turnkey 2 bedroom/2 bath 1065 sq. ft. ground floor condo is located in highly sought after Gulf Gate. Unit offers new furnishings throughout including a queen bed in master, two twin beds in guest room and sleeper sofa in the living room. Please note minimum monthly rentals only,...
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 minutes to the #1 beach Siesta Key. Walk to the beautiful state park next door or pack up and hit the beach with our beach chairs, cooler and umbrellas. Kayak, boating and paddle board rental is 5 minutes away. Come home and swim in your solar heated pool and relax poolside before you enjoy...
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedrooms, Sleeps 6Quick View
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    About this property
    2 BR. - 2 BA -- 6 Person Max. -- High Rise -- Beach View 1055 - 703 is a Gulfside Highrise unit, located approximately 75 yards away from Crescent Beach 2 Bedroom / 2 Bath unit. Approx. 1250 Sq. Ft. (1375 including the lanai) Bedding: Master Bedroom: King Guest Bedroom: 2 Twins...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 8Quick View
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    Spacious three bedroom, two bath pool home in the much sought after Sarasota neighborhood known as the “Uplands”.. Close to all that Sarasota has to offer including Ringling Museum, Lido Key, the University of South Florida and New College. In the evening take a stroll to the end of the street to...
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    Sarasota, Southwest Gulf Coast 34243
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    19 Reviews
    2 Bedrooms, Sleeps 4Quick 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...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    27 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    About this property
    This Gulf Front condo recently underwent a renovation that boasts new granite counter-tops and cabinets in the kitchen and both bathrooms, new carpeting throughout and freshly painted walls. Enjoy the new flat panel LCD T.V. and DVD player in the living-room, as well as the comfortable leather...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    Smoking allowed
    About this property
    New Gulf Side, 7th floor, 2 bedroom 2 full bath unit. Amazing views of the beach and gulf, very well appointed condo, has washer & dryer in the unit. Complimentary Wi-Fi. Sleeps 4 Max: King Bed in Master, 2 Twins in Guest Room. Heated Pool, Private Tennis Court, Fitness Center, Clubhouse with...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 6Quick View
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    • Ocean Views
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    About this property
    Enjoy Gulf of Mexico view from 3rd floor at Siesta's Key's Peppertree Bay bayside. The 2 bedroom 2 bath fully furnished and equipped condominium unit comes with a parking spot on the ground floor of the building where elevator access is provided. The unit is comfortably furnished with wood laminate...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 8Quick View
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    • Private Outdoor Pool (Heated)
    • Grill
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury home on 27 hole golf course, 3400 sq ft of designer heaven PLEASE NOTE, RATES ARE CALCULATING INCORRECTLY PLEASE CONTACT OWNER FOR QUOTE FOR JUNE/JULY BOOKINGS. This newly furnished and updated executive home totals over 3400 sq ft of luxury right on the 1st fairway of the #1 rated golf...
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    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    18 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    This Gulf View unit has tile throughout all common areas and blue carpet in the bedrooms. The color scheme is shades of blue and ivory. There are TV's in the living room and both bedrooms, VCR and DVD in the living room and also a CD player. This unit accomodates 4 with a King and 2 Twin size...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    This Gulf Side unit has teal-blue carpet in the living room and bedrooms and tile in the foyer and hallway. This unit offers a King and 2 Twin size beds including a sofa sleeper to accomodate 6, and dinette seating for 6. Enjoy TV's in the living room and both bedrooms, with a VCR and DVD player...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
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    • Internet Access
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    • Satellite TV
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful 3 bedroom 3 bath home. Ideally located steps from St Armands Circle shops and restaurants and minutes from downtown Sarasota. Walk to famous Lido Key beach. Professionally designed, furnished and outfitted. Lush landscaping surrounds outdoor pool and seating areas behind privacy wall....
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, Sleeps 6Quick View
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    Gorgeous intra-coastal waterway view from this 4th floor 2 bedroom/2 Full bath unit. Only a five minute walk to our private piece of World Famous Crescent Beach! Light and bright. Living room features a queen size sofa bed, new TV in large wall unit. Large kitchen with plenty of cabinet space and...
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    Sarasota, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    This newly renovated Gulf View unit newly installed stainless steel appliances in the kitchen with granite counter tops and new cabinetry, new tile throughout all the common areas, and newly installed carpet in both bedrooms. The guest bedroom has a double and twin bed, and the master has a king...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Located in the Ringling Museum area. Very quiet and friendly neighborhood. Close to grocery store, pharmacy, liquor. 1 block to the bay - 6 miles from the Gulf of Mexico. Full kitchen, screened in porch, full yard completely fenced in. Great for a family getaway or large group. Sleeps 6...
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    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Welcome to this cozy beach town home located less than 2 minutes walking distance from beautiful Siesta Beach. This town home is truly the beach getaway you have been looking for, and gives you private access to Siesta Beach. When you are not at the beach or enjoying the community heated pool,...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    This newly renovated Gulf View unit has tile throughout the common areas and carpet in both bedrooms. New in 2015 both bathrooms and the kitchen were updated with granite counter tops and cabinets. Enjoy new flat panel televisions in both bedrooms, as well as living room that includes DVD player...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Updated One Bedroom Cottage Style House on the Property of an Organic Coffee Shop in Beautiful Sarasota, FL. Minuets away from the Sarasota Beaches, Airport, The Ringing School Of Art and Design, The Ringling Museum, New Collage and Downtown Sarasota....
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    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Tropical Dreams is a 6 unit vacation rental complex. All units are 2 bedrooms with the same floor plan and a large patio. Units 1 & 2 are on the ground floor and units 4-6 are on the second level. This listing is for unit #5. This unit has fresh paint, new king beds, new sofa, new 55" TV and many...
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    This newly renovated Gulf View unit has new stainless steel appliances in the kitchen with granite counter tops, new tile throughout all the common areas, and newly installed carpet in both bedrooms. The unit offers a new King size bed in the master bedroom and two Twin size beds in the guest...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    7N/8D Minimum We have 7 cottages for you to choose from. You can see all of them on our website ww w. sarasota cottage. com (type with no spaces) All of the cottages are located within walking distance to the most sought-after areas of Downtown and The Harbor. This one bedroom Coral Cottage Rear...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    25 Reviews
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    NOTE : :PLEASE DISREGARD ANY QUOTES OR INFORMATION ON THE BOOKING POLICY PAGE.Contact us for rate quotes please. Please check out our new Virtual-Tour Video of Sweet Mango Manor and visit sweetmangomanor to view all our properties! Sweet Mango Manor is an exceptionally well maintained...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    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...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    A wonderful new community on the mainland side of Sarasota, just off of the south bridge of Siesta Key, is the brand new Esplanade by Siesta Key built by Taylor Morrison. Enter the gates to a small complex of upscale private homes and villas with a spectacular clubhouse complete with resort style...
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    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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