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Holiday Rentals in Sarasota, FL

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    All 223 Rentals in Sarasota
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    Travellers to Sarasota are booking January dates now. Secure your holiday home today, and have the perfect trip.
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    ₹66,934
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    1 / 30
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    ₹31,874
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    1 Bedroom / 2 Bathrooms / Sleeps 2
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    ₹56,480
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    ₹159,368
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    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Balcony
    • Dishwasher
    • Gym
    • Hot Tub
    • Internet Access
    • Pool Table
    • Waterfront
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Beautiful gulf view condo available for rental 5/15/15. Must be minimum 3 month stay. Unit is in a full luxury building which offers amenities such as an Olympic size beach side Pool, Tennis Courts, Social Room, Covered Parking, Fitness Room, and a Grill Area with seating on the beach side. Condo... View all property information
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    ₹17,722
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    1 / 14
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
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    • Dryer
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    • Satellite TV
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    • x
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    About this property
    Walk to St Armands Circle and the white sands of North Lido beach. Located on a residential street, this home is fully equipped for your vacation; it also includes a beautiful great room overlooking the heated pool and gazebo. Guests love the privacy, comfort, and location. All amenities, other... View all property information
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    ₹63,110
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    1 / 6
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Holiday home for rent in Sarasota Florida. Just a 15 minute drive from downtown Sarasota and the beaches. , this spacious family unit offers a sunny hideaway set within its own garden complete with private heated swimming pool. The 3 bedroom/2 bathroom property is ideally located within one hour... View all property information
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    ₹29,451
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    1 / 13
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    3 bedroom two story townhouse in a beautiful community in Sarasota. The amenities include a community pool, playground and two tennis courts. Walking distance to all shopping. Two miles from new mall at UTC with upscale shopping and restaurants. Close to Lido and Siesta Key beaches. Townhouse... View all property information
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    ₹6,375
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    1 / 7
    Lido Key
    Studio / 1 Bathroom / Sleeps 2
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    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Sauna
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • x
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    • Elder access
    • ?
    About this property
    Studio apartment with Queen size bed; fully equipped kitchen with all cooking and serving items. Located across the street from LIDO BEACH and 3-4 min walk to St. Armand's Circle. Private Backyard with BBQ grill, table, chairs. Large flat TV (cable, WIFI). All linen, towels, beach chairs... View all property information
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    ₹5,100
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    1 / 10
    Lido Key
    1 Bedroom / 1 Bathroom / Sleeps 2
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    • Wi-Fi
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    • Pets allowed
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    • Suitable for children
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Delightful guest rooms tucked away on exciting Lido Key, located at 528 South Polk Drive, Sarasota, Fl 34236.All rooms in private units, in a small apartment building, with their own bathroom and shower.The Guest Rooms are our entry level room category. They are cozy and affordable, ideal for the... View all property information
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    ₹14,024
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    1 / 26
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A stone's throw from beautiful Lido Beach near downtown Sarasota, our cheery yellow house incorporates 3 entirely separate units - 1 x 2 bedroom, 1 x 1 bedroom and 1 studio apartment. This listing is for the front unit, a large, bright and private two bedroom apartment with queen beds and a large... View all property information
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    ₹46,408
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    About this property
    Siesta Key (#1 beach in the US) beachside villa in a lovely garden setting of a condominium, only a short walk to the Gulf of Mexico. Our villa has a nicely furnished living-dining room, 2 bedrooms, 2 baths, a lanai, a well equipped kitchen and a carport. The community pool is only a few steps... View all property information
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    ₹6,375
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    What a great location! Walk to Siesta Key village or relax on your private Gulf Beach or fishing on the pier at Sandy Cove. This renovated 2 bedroom 2 bath unit is a 2nd level condo with pool views from the balcony. Enjoy breakfast after a short walk at one of the villages' quite restaurants... View all property information
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    ₹8,096
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    1 / 23
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    3 Bedrooms, 2 Bathrooms, Sleeps 5 This beautifully very bright furnished 3 bed/2 baths condo has just become available from end of November through mid-April 2015! It is on the second floor away from the roads and benefits from a private terrace facing beautiful Florida greenery. It has large open... View all property information
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    ₹47,109
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    1 / 10
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    About this property
    Our fifth-floor condominium has a spectacular view of the Gulf of Mexico on the tropical barrier island with the world's whitest, finest sand, Siesta Key, Sarasota. While Harbor Towers is not directly on the beach, a short, one-tenth of a mile walk to the Siesta Key public beach enables you to... View all property information
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    ₹7,267
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    1 / 11
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Want to relax? ... or ... an action packed, fun-filled stay? ... or ... a little of both? Then come stay at our Vintage Grand Condo where you can experience resort style living. It's the perfect place to call home, if only for a little while. The condo has two bedrooms, two baths, full kitchen,... View all property information
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    ₹1,019,953
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    1 / 25
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    • x
    About this property
    You will enjoy this 5 bedrooms, 5 and half bathrooms over 6,000 square feet residence that is part of a luxury neighborhood. Offering plenty of luxury spaces, with two larges kind size beds, 2 queen size beds, and 2 twin beds, large and fully equipped kitchen, a separate dining area, an heated... View all property information
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    ₹6,375
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 3
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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... View all property information
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    ₹11,156
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    1 / 17
    Lido Key
    2 Bedrooms / 5 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Bright & sunny Key West like beach cottage with two bedrooms, 2 baths, very private, fenced yard (pets ok) hardwood and tile floors throughout, huge covered lanai, sleeps four plus sleeper couch in private room. Washer, dryer, eating bar. 2 Blocks to Ritz Carlton Beach House, one block to Lido... View all property information
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    ₹70,122
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    1 / 9
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Moomist Villa is an idyllic setting to relax and rewind. It is located within Polynesian Gardens across the street from beautiful Siesta Key beach (Number 1 on the list of Top 10 most beautiful beaches in the USA). Out the front door you have a “peek-a-boo” view of the bay with boats cruising by.... View all property information
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    ₹26,774
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    GOLF COURSE CONDO in gated community with wonderful amenities. Our private, gated community in sunny Sarasota pairs amazing amenities with decidedly friendly residents, making Heritage Oaks a wonderful respite to call home- even if you're only renting for a month. Renting a condo at Heritage... View all property information
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    ₹10,008
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    1 / 10
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • ?
    • x
    • x
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    • x
    • x
    About this property
    Historic 1920's Mediterranean mixed-use building in historic Burns Square of the south area of downtown Sarasota. Each room is separate and rented separately and rate is for one room. Rooms are private and secure, located on the second floor with original hardwood floors. Next to restaurants, spas,... View all property information
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    ₹15,937
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    1 / 5
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
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    • x
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    About this property
    1 Bedroom (10 x 12; hotel style) without kitchen, with Full Bathroom, Closet and Private Entrance. 1 vehicle allowed. Microwave, Small Refrigerator, Futon Bed, Table, 2 Chairs, Dresser, Cable TV, and Internet. Close to Downtown Sarasota, Restaurants, Grocery and Parks. Walk to Publix Grocery... View all property information
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    ₹7,968
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    1 / 19
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Satellite TV
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    • x
    • x
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    • x
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    About this property
    Luxurious one bedroom condominium along with quiet courtyard views, heat swimming pool & a Jacuzzi . Condominium is perfectly located at one block’s distance from white sandy Lido Beach & about steps distance from great shopping and finest restaurants at St. Armand’s Circle . Comfortable King sized... View all property information
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    ₹15,937
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    • x
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    About this property
    Spend your next holiday within walking distance of Shell Beach, the favorite beach of the locals and a few minute drive to Crescent Beach and the Village. Carry your beach chairs and set up your fishing pole within minutes from this lovely and friendly beach home. Updated kitchen and bathrooms.... View all property information
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    ₹6,311
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    1 / 7
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • x
    • x
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    • x
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    About this property
    Spend your next Sarasota visit right in the center of downtown! Our totally restored vintage row house apartment is located directly on Main Street above the town barber shop. This area of Main Street is considered Sarasota’s center for fine dining and entertainment. It is also located only a... View all property information
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    ₹7,713
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Grill
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    • Pets allowed
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    • x
    • x
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    • x
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    About this property
    Enjoy culture & nature at their best!! 2 luxurious bedrooms, light filled living-dining rooms, 2 baths, corner unit offers glass slider doors opening to two spacious furnished balconies. Master bedroom offers king size bed, TV, private bathroom and walk in closet. There is access to wireless... View all property information
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    ₹20,463
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    1 / 28
    2 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Grill
    • Internet Access
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Luxury Siesta Key Beachfront Home is currently booked from February 1, 2009 through April 11, 2009. This charming 2 Bedroom,2 1/2 Bath home sits directly on Siesta Key Beach. Enjoy the breathtaking gulf views from every room! This home has been fully remodeled inside and out during the Summer of... View all property information
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    ₹9,562
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    1 / 22
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Air Conditioning
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    • Dryer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • ?
    About this property
    This 3 bedroom 2 bath house is in immaculate conditions, ready to move in. This is a 1400 square foot newly renovated house. It offers a queen size bed in each bedroom, extra Pull-out Sofa Bed queen size in living room. The kitchen area has everything you would need to cook. 50' LED TV, cable and... View all property information
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    ₹9,371
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • Grill
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    • Private Outdoor...
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    • Pets allowed
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    • x
    • x
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    About this property
    BEST VALUE ON CRESCENT BEACH! GULF SIDE VILLA-NOW WITH FREE WI-FI INTERNET- GROUND FLOOR UNIT EASY IN AND OUT! CLICK CHECK AVAILABILITY ON FRONT PAGE! RENTAL PERIOD IS ONE WEEK OR MORE. 4 weeks or more in Feb/March busy season. CLEANING FEE $65 SIESTA KEY BEACH SELECTED as the... View all property information
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    ₹9,243
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    1 / 16
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
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    • Suitable for children
    • ?
    • x
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    About this property
    Elegant - Very private Tropical Setting - Relax in a steamy hot tub in the privacy of all fenced in Pool Area. Leather sofas, LCD TV, DVD/CD Stereo System. High Speed Internet, Cable TV, Tile throughout. Fully equipped Gourmet Kitchen with a wet bar, Stainless steel Appliances, Granite Counter... View all property information
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    ₹6,311
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    1 / 9
    Studio / 1 Bathroom / Sleeps 3
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    About this property
    Delightful studio apartment tucked away on exciting Lido Key. Nestled amid a tropical garden, the units are steps from the beautiful white sands of Lido beach, with the turquoise waters of the Gulf of Mexico just beyond. Quiet side roads and boulevards are perfect for a morning jog or a casual... View all property information
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    ₹5,610
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    1 / 8
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Indoor Pool
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    • Elder access
    • x
    About this property
    Come visit paradise. Our vacation home is comfortable, decorated in the colors blue, green and white. It is very clean with a tiled, enclosed lanai. The bedroom is cozy with a big closet and storage. The bathroom is small but efficient. We have two televisions, a DVD player, internet and... View all property information
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    ₹50,679
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    1 / 14
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
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    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Siesta Key located on the Gulf of Mexico. Tropical beauty with white powder sand, gorgeous sunsets, pristine waters and expansive wide beaches. Beach shops, restaurants, ice cream shops and nightlife all can be found on the palm tree paradise, Siesta Key. The city of Sarasota is just over the... View all property information
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    2 Bedrooms / 1 Bathroom / Sleeps 5
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    * Please inquire about availability before booking * * Sales tax is 12% (7% for Florida and 5% for Sarasota County) and is not included in the rental rate. Welcome to the Cosentino homestead! Settle into this serene, natural paradise in the middle of a bustling city. Nowhere else will you find... View all property information
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    Available NOW...Perfect for One -Two People Open, airy and charming. FURNISHED studio apartment. NON-smoking, fully furnished, queen size bed, bath has walk in shower, Armoire, large high top counter, walk in closet, storage, kitchen with cooking utensils, full size fridge, disposal,... View all property information
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    3 Bedrooms / 4 Bathrooms / Sleeps 10
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    There are no other rentals of this caliber. Flat screen televisions can be found in every room. The fourth story is an escape of its own with a bar, private restroom, L-shaped wrap-around leather sofabed, Murphy bed, and a wraparound balcony with an exquisite view that can only be found at Siesta... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Pet Friendly Vacation Home. Terrazzo floors throughout. New Roof, New Air, New Fenced Yard, New Landscaping, New paved drive. New Kitchen. New Furniture. New Flat Screen TV. New Blinds. New Curtains. Placing it just 15 minutes from Siesta Key, 5 minutes to Midtown or South Gate shopping, and 10... View all property information
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    2 Bedrooms / 1 Bathroom / Sleeps 5
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    Steps to LIDO BEACH. The property is located across the street from Lido Beach and 3-4 min. walk to St. Armand's Circle. Also close to Lido Key Resort Hotel. PRIME LOCATION!!! The apartment is newly renovated with KING and QUEEN size beds, fully equipped kitchen with all cooking and serving... View all property information
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    Charming condo on second/top floor overlooking pool and ocean. Beautifully furnished, 5 minute bike ride (bikes included) to beach and 5 minute walk to famous Siesta Key Village. UNOBSTRUCTED water view from comfortable patio with chairs and dining table. Discount for 60 or 90 day rentals... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    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 w HBO & Starz.. Free high speed internet & Free calling in North America. The condo is... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Deluxe top floor Gulf Front condo with stunning ocean Views. Minimum 1 month rental. Baytree Club is a beautifully landscaped 3 building Bay to Beachfront complex on south Siesta Key. 2 of the Buildings are located Bayside and share a pool with a nice shaded picnic area under large Banyon... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Guests and media alike rate the Palm Bay Club Bayside #328 as a perfect destination for romantic getaways and family vacations. Treat yourself to an idyllic holiday on Florida's Gulf Coast, at this 2 bedroom condo with intracoastal water views from your outdoor patio. Well-placed in lovely... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Totally Remodeled, spacious, with over 1125 sqft. 2 bedroom/2bath condo is located in the rear of the complex, very quiet and private on the 1st floor. Master Bedroom has a Quin size Bed Guest Bedroom 2 Twin Beds Fully equipped kitchen and nice furnished Living & Dinning Room. Wireless... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Villa Espanola VILLA ESPANOLA: Centrally located in the heart of Sarasota, and only minutes away from our world famous Siesta Key Beach, Villa Espanola offers a bright and cheerful retreat with a heated swimming pool and a privately fenced backyard. Perfect for larger families that enjoy the... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    Our 1925 Artist's Cottage features the best of aesthetics, comfort and location. We are located in historic downtown Laurel Park, a short jaunt away from Burns Court Theatre (for movie buffs), world class restaurants (for foodies), bike paths, a kayak launch, and gourmet take-out eateries. Our... View all property information
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    2 Bedroom villa on Beautilful Siesta Key Beach, all the emmities of home steps from the beach. Completely updated with one car garage, patio, sun room. Master Suite has King Bed Guest Bedroom has 2 twin beds Livingroom has 1 Queen leather sleeper Beds: 1 King Bed, 2 Twin Beds, 2 Sofa... View all property information
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    Delightful one bedroom, one bath, 1925 bungalow. This immaculately clean, charming home has been lovingly renovated and features a fully stocked eat-in kitchen, a living room decorated in a comfortable cottage/coastal style and a large laundry room with a washer and dryer. Relax on the breezy,... View all property information
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    1 Bedroom / 1 Bathroom / Sleeps 2
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    Not owned by Gumbo Limbo: This newly remodeled cottage of 733 square feet is waiting to win you over with its abundant charm and tasteful interior. This exquisite townhouse features 1 bedroom with a Queen sized bed and 2 full baths; also, there is a Murphy bed which can be pulled down in the... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    **CALENDAR IS KEPT UP-TO-DATE!** You will have no excuse not to relax when you walk-out onto the lanai and watch the boats and dolphins go by. Walk down the steps to the fishing pier, grills, and lush green gardens to soak up the fresh air. Bay Oaks is located on the InterCoastal Waterway with... View all property information
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    Spacious 2 bedroom, 2 bath in desirable Community. Open design with sunny south exposure features 9' ceilings and split bedroom design ideal for guests. Built-in shelves, roomy walk-in closets and storage closet on screened balcony Gated community close to city, beaches and shoppings... View all property information
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