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Sarasota Vacation Rentals

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    Travellers to Sarasota are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 4Quick View
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    4 of 5 bubbles
    9 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    4 Bedrooms, Sleeps 8Quick View
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    4 of 5 bubbles
    1 Review
    4 Bedrooms, Sleeps 8Quick View
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    About this property
    Luxury 4 bedroom 3 ½” bath house on the Misty creek Golf Course/Country club Gated community Large private screened pool and hot tub Outdoor grill Beautiful lake at the back yard Fully Equipped Home Theater with 110" screen, 4K capabilities, blu ray, super ultra high definition(SUHD), Chromecast...
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    Sarasota, Southwest Gulf Coast 34241
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 6Quick View
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    About this property
    Just north of the Rosemary District in downtown Sarasota in an eclectic robust neighborhood one block east of Tamiami Trail [US 41] on Cocoanut Avenue lies The Cocoanut Cottage, a lovely 2BR/2BA city home which sleeps six. Here you'll find an old style bungalow cottage with lap siding, rafter tails...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    YEARLY rental: $1300/month plus electric and cable; 1st and last month deposit; $1000 refundable security deposit; $25/per person application fee. TURN KEY FURNISHED! AVAILABLE APRIL 1, 2017. Please do not call Camelot Lakes about this listing - This is a PRIVATE RENTAL. Manufactured home for rent...
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    Sarasota, Southwest Gulf Coast 34233
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 5Quick View
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    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....
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    About this property
    Get into a tropical state of mind with a vacation in this refreshing Sarasota cottage. It features a private hot tub, ocean access for fishing and kayaking, and plenty of modern conveniences for a comfortable stay with up to six guests and two dogs. This home resides in Indian Beach/Sapphire...
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    Sarasota, Southwest Gulf Coast 34234
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 6Quick View
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    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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    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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    1 Bedroom, Sleeps 2Quick View
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    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 - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 of 5 bubbles
    8 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    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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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, Sleeps 1Quick View
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    About this property
    Nicely-furnished ground floor 2BR, 2 BA condo with screened lanai overlooking pond and fountain. This wonderful community offers tennis courts, two heated pools, and an exercise room. Living room/dining room combo, kitchen, Master bedroom has king bed; guest has twins. Sparkling-clean onsite...
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    Sarasota, Southwest Gulf Coast 34232
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 1
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    5 of 5 bubbles
    1 Review
    2 Bedrooms, Sleeps 6Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    The Star Fish and Coral Reef casitas are two separate units which can be uniquely configured to create Villa Dom Brisa, features its own brand new, private heated pool with “sun shelf” and a three minute walk to the Nation’s finest beach [no major streets to cross]. Please Note: These units...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 #6. This unit has fresh paint, new king beds, new sofa, new 50" TV, new and...
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    4.5 of 5 bubbles
    15 Reviews
    2 Bedrooms, Sleeps 4Quick View
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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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    5 of 5 bubbles
    5 Reviews
    3 Bedrooms, Sleeps 7Quick View
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    About this property
    Historic Florida home has been architectually designed to reflect the essence of St. Armands Key's "Old World Charm". Steps away from the world-famous St. Armands Circle with dozens of highly rated restaurants, upscale beach and boutique shopping, ice cream parlors, bistros and cafes, including the...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, Sleeps 6Quick View
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    About this property
    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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    4 of 5 bubbles
    17 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    This Gulf View unit has newly installed beige carpet throughout the common areas and a renovated master bathroom. This unit sleeps 6 by offering a King and 2 Twin size beds. Enjoy TV's and VCR's in the living room and master bedroom, DVD and CD player in the living room, wireless internet, and a...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, Sleeps 2Quick View
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    About this property
    Beautiful one-bedroom, one-bathroom just steps to Morningside swimming pool. This villa is beautifully turnkey-furnished and ready to move in. Updated with granite countertops. Lanai has been glass enclosed to give extra living space. There are two public golf courses and seasonal golf, tennis, and...
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    Sarasota, Southwest Gulf Coast 34235
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, Sleeps 10Quick View
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    • Satellite TV
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    About this property
    Spacious 3 bedroom 2 bathroom, 1/2 duplex, that sleeps 10 people in beds! This property is located directly across from Siesta Key Beach Access 10, and it is 2 blocks to Siesta Key Public Beach and 4 blocks to Siesta Key Village. You can walk or bike to everything! The home itself has been...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, Sleeps 4Quick View
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    About this property
    Condo Description<BR><BR>This Siesta Harbor Condo is a larger end-unit on the first floor of the Siesta Harbor Dolphin building with additional windows facing East and a hurricane proof lanai enclosure with screens overlooking the Yacht-Harbor turning basin. Covered parking for your car is...
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    Sarasota, Southwest Gulf Coast 43232
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4.5 of 5 bubbles
    16 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    This Gulf Side unit has been recently renovated with tile throughout the common areas and contemporary furnishings in grey's and blues. The kitchen has new granite counter-tops, flat panel TV's in the living room and master bedroom, and a DVD player in the living room. This unit will sleep 4 by...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 of 5 bubbles
    8 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Grill
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    • Ocean Views
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    Ground floor luxurious executive level totally remodeled two bedroom condo with double french doors to your private patio at the world's best beach, Siesta Beach, with full Gulf view for beautiful sunsets. Family orientated complex with friendly neighbors. Enjoy watching the gorgeous sunsets every...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    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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    About this property
    Beautiful home with luxury amenities. Split floor plan separates master suite from the guest bedrooms/bath. Comfortable living and dining rooms for entertaining plus large breakfast table. Cozy den boasts a 55" TV with leather seating. Large lanai with wicker seating, outdoor table with 8 chairs...
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    Sarasota, Southwest Gulf Coast 34201
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 6Quick View
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    • Sauna
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    About this property
    Take advantage of our BOGO deal (Buy One, Get One Free!) on daily and weekly stays! Please email or call for more details. **Subject to availability. Book by April 30, stays must be consecutive and end by June 1, 2017. Offer good on new reservations only and cannot be combined with any other...
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    Sarasota, Southwest Gulf Coast 34240
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    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 4Quick View
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    About this property
    Relax in Beautiful Sarasota with European elegance! European designer furnished condo with Balinese style interior with a touch of glamour. Wi-Fi. Second floor unit, good community Great location just 5 minutes from Siesta Key Beach. Anytime Fitness (24 hours gym) is just across the street....
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    Sarasota, Southwest Gulf Coast 34233
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    1 Bedroom, Sleeps 4Quick View
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    About this property
    Located at the Northwest portion of our resort, this bungalow style resort rental offers one of our closest walks to the beach. The buildings of the 160's are situated in a circle, and offer each of the resort rooms a quiet and private courtyard that is shared with just these specific resort...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    4 Bedrooms, Sleeps 12Quick View
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    About this property
    Villa Dom Brisa or “Sun Breeze” is another beautifully decorated, exciting new 4BR/4BA/2Kit home recently added to our boutique collection of fine vacation homes at The Cottages. This home is part of the Las Brisa complex of two beautiful 4-BR homes offering unique sleeping combinations to larger...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, Sleeps 4Quick View
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    About this property
    This 2 bedroom, 2 bathroom 2nd floor loft has just undergone a fresh remodel, and is ready to make your vacation complete. The location cannot be beat by any other rental in the surrounding area. You are literally across the street from the Towles Court Artist Colony, which features classic style...
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    Sarasota, Southwest Gulf Coast 34236
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    About this property
    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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    3 Bedrooms, Sleeps 6Quick 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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    3 Bedrooms, Sleeps 8Quick View
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    About this property
    Surround yourself in this gorgeous home in the gated community of Stoneybrook Gulf & Country Club. Includes a private pool, spa and pond view, and overlooks the 1st hole of a challenging 18 hole Arthur Hills golf course. There is a well equipped fitness center, Har-Tru tennis courts, a community...
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    Sarasota, Southwest Gulf Coast 34238
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 of 5 bubbles
    6 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    About this property
    Our villa is a tastefully furnished and fully equipped with state of the art kitchen on the widest part of Crescent (Siesta Key) Beach. The villa is located GULFSIDE just steps to the beach, no streets to cross, It is just two villas away and a short 20 second walk. It sleeps 4-6 people, and...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    6 Bedrooms, Sleeps 16Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Satellite TV
    • Patio
    • Hot Tub
    • Waterfront
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, one hot tub, two docks overlooking The Grand Canal of Siesta Key. Minutes walk from the world famous...
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    Sarasota, Southwest Gulf Coast 34236
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    4.5 of 5 bubbles
    11 Reviews
    2 Bedrooms, Sleeps 2Quick View
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    About this property
    This nicely renovated Gulf Front unit is well equipped, and tastefully decorated with a tropical theme throughout. Once you enter the unit you will find a fully equipped kitchen and inviting floor plan. The living room features a new sofa and love seat, large flat panel LCD TV and DVD player....
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    4 Bedrooms, Sleeps 7Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have a 4 bedroom, 2 bath single family home located in a neardowntown sarasota neighborhood with 10 min to beaches, either number 1 siesta key or lido. It has been freshly painted, updated, cleaned-rental payment will be as low as $weekly for 550, includes all tax and util.-main season...
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    Sarasota, Southwest Gulf Coast 34239
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    4.5 of 5 bubbles
    19 Reviews
    2 Bedrooms, Sleeps 6Quick 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,...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Kid friendly
    Smoking allowed
    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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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Serenity Cottage, a gorgeous get away vacation home that boasts all the beauty that Siesta Key has to offer and the best amenities to enjoy our wonderful island! A pristine and elegant home so close to the most beautiful beach in the world most would say, Serenity Cottage offers a...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    4.5 of 5 bubbles
    6 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
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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 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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    Location Information
    Sarasota, Southwest Gulf Coast 34231
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Kid friendly
    Smoking allowed
    About this property
    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 #2. This unit has all new tile through out the unit, fresh paint, new...
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    Sarasota, Southwest Gulf Coast 34231
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    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:...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 of 5 bubbles
    2 Reviews
    3 Bedrooms, Sleeps 6Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning Siesta Key home on Crescent Beach by the Point of Rocks with private beach access. 3 bedroom 3 bath with 2 full kitchens,fireplace and 2 car garage, private jacuzzi on patio and a heated community pool. 3 flat panel tv"s with DVD and full surround sound in living room and netflix. Can be...
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    Sarasota, Southwest Gulf Coast 34242
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Shared Garden
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    Pet friendly
    Kid friendly
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    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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    • Private Outdoor Pool (Unheated)
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    • DVD Player
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This newly remodeled home has all the amenities you need while on vacation and still manages to maintain its beachy charm. Professionally decorated this home has an airy feel with top of the line finishings. At 3 bedrooms and 2 full bathrooms, this is one of the best little rentals on Lido Key....
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    Lido Key, Sarasota 34236
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 11
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    5 of 5 bubbles
    1 Review
    3 Bedrooms, Sleeps 8Quick View
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    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two story, 3 bedroom, 2 bath unit, designer decorated, with amazing views of the Gulf from every room! Look no further. This unit has everything imaginable and you literally step out of your unit and the crystal white sands of Siesta Keys number one beach are under your feet. We are located at...
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    Sarasota, Southwest Gulf Coast 34242
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 4Quick View
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    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Available for Season 2017! Beautifully updated 2nd-floor 2/2 condo in Willow Links. This unit has a brand new kitchen with solid-wood cabinetry and beautiful marble counters. Wood laminate and ceramic tile flooring throughout. Tasteful, updated decor. King sized bed in master and twins in guest...
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    Location Information
    Sarasota, Southwest Gulf Coast 34235
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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