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View all vacation rentals by owner in Siesta Key Florida below. These rentals are private vacation homes, beachfront villas, and waterfront condos all at great savings and value to you.
Please contact any of these Siesta Key Florida vacation rentals by clicking on the photo or property detail links below.
Siesta Key is a wonderful little island just offshore from Sarasota on Florida’s west coast. The island is host to some of the best public beaches in the area, many restaurants and outdoor cafes, and unique shops and boutiques. Siesta Village is in the middle of it all on the northern part of the key where most of the villas, cottages and condos are located. Canals flow through this section of the key, giving almost every villa water access right out its back door. As you would expect, watersports and playing on the beaches are the most popular things to do here. Every kind of watercraft you would want, from sailboats to jet skis, can be found at the area’s marinas for rental. Charter fishing guides will take you fishing for tarpon, grouper, snapper and much more. Rental equipment may also be purchased for surf fishing and bridge surfing. On the mainland there are many challenging golf courses and tennis court complexes for those with the desire to play. Along the keys to the north of Siesta Key and on the mainland you will find many museums such as the Mote Aquarium and the Ringling Museums. Exquisite shopping can be found on nearby St. Armands Key and Longboat Key is a great place to take a short drive and admire the architecture of the million dollar homes on its shores. Regardless of what you do during the day, Siesta Key is a perfect place to come back to at the end of the day and watch the sun sink into the Gulf of Mexico. The Sarasota-Bradenton International Airport (SRQ, 11miles) and the Tampa International Airport (TPA, 65miles) are the closest airports to the Siesta Key area. |
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Displaying vacation rentals 1 - 15 from a total of 20 vacation homes in Siesta Key Florida (FL). |
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Sort these Siesta Key Florida rentals by: "Sleeps", "Bedroom", "Bathroom", "Day", "Week" or "Month".
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Rates (may vary) |
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Sleeps |
Bedroom |
Bathroom |
Day |
Week |
Month |
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4 |
2 |
2 |
n/a |
$1,000 |
$3,400 |

Siesta Key Florida (FL)
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Welcome to Siesta Key, home of some of the most beautiful beaches in the world! Siesta Key's beaches draw thousands of visitors each year from all over the world, and the relaxed, easy Siesta Key lifestyle keeps them returning year after year.
Our Villa has been fully remodeled state of the art kit...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Villa |
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10 |
3 |
3 |
n/a |
$1,350 |
n/a |

Siesta Key Florida (FL)
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Terrific Value on Siesta Key! Located on Siesta Key just a few steps from Siesta Beach, Sundance Rental is an affordable vacation spot! When you visit you will be so conveniently located - just a block and a half to the beach, and a block to all the restaurants, pubs, and shops in the village! Y...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Apartment |
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6 |
2 |
2 |
n/a |
$1,845 |
n/a |

Siesta Key Florida (FL)
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Located on Siesta Key just a few steps from Siesta Beach, Sundance Rentals is an affordable vacation spot! When you visit you will be so conveniently located - just a block and a half to the World Famous Crescent Beach and a block to all the Siesta Key restaurants, pubs and shops in the village! The...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Apartment |
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6 |
2 |
1.5 |
n/a |
$750 |
n/a |

Siesta Key Florida (FL)
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Beautiful Siesta Key top floor condo with new granite kitchen, tile floors, new bathrooms and bay views. Owner managed and very clean. 2 bedroom, 1 1/2 bath, fully furnished condo. Beautiful views, private balcony, in a fully amenitied, luxuriously landscaped condo complex across the street from Si...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Midnight Cove II Bayside |
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6 |
2 |
2 |
n/a |
$703 |
n/a |

Siesta Key Florida (FL)
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Looking for a paradise vacation on Siesta Key? Look no further… we have a two bedroom first floor condo located in the plush, rolling 14 acres of greenery of Midnight Cove ii that provides a tranquil serene atmosphere.
Eat breakfast on our lanai as you gaze over the glistening waters of the mar...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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4 |
1 |
1 |
$122 |
$655 |
n/a |

Siesta Key Florida (FL)
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PROPERTY FEATURED IN USA TODAY 2011 TRAVEL
Welcome to SeaCrest on Siesta Key. If you are looking for a friendly beachfront environment, then SeaCrest is the perfect spot for you. We are located on the southern end of Siesta Key, a beautiful barrier island just west of Sarasota Florida. This uncompl...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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4 |
1 |
1 |
$122 |
$655 |
n/a |

Siesta Key Florida (FL)
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Very nice, up-to-date fully equipped 4 room unit in Sea Crest Apartments right on Crescent Beach. Pool is nearby, and only 100 feet or so from the beach. Always very clean. Wireless Broadband.
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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4 |
1 |
1 |
$188 |
$1,015 |
n/a |

Siesta Key Florida (FL)
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First floor one bedroom /one bath with lanai FACING Crescent Beach, on the Gulf of Mexico.
BEST VALUE ON THE BEACH. VERY UPSCALE! WONDERFUL VIEW!
HiSpeed Wireless Internet Access
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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6 |
3 |
3 |
n/a |
$1,600 |
$4,500 |

Siesta Key Florida (FL)
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Beautiful 3 bedroom, 3 bath private pool home on Siesta Key. Across the street from the #1 Beach, Siesta Key Beach. 2100 square feet of beauty, privacy and extreme cleanliness.
PROPERTY
DETAILS
VACATION RENTAL TYPE: Private Pool Home on Siesta Key |
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2 |
1 |
1 |
n/a |
$600 |
n/a |

Siesta Key Florida (FL)
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Fully furnished and very clean, spacious one bedroom apartment with king size bed and full kitchens in the Village of Siesta Key, walk to everything and the beach is only a block and a half away. Heated pool, gas grill & outdoor shower for sandy beach returns.
PROPERTY
DETAILS
VACATION RENTAL TYPE: Siesta Key Village Vacation Apartment |
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4 |
1 |
1 |
n/a |
$650 |
n/a |

Siesta Key Florida (FL)
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Enjoy a perfect Florida vacation at our condo -- directly across from world-famous Siesta Beach! Our one bedroom, one bath condo is in the condominium complex closest to Siesta Beach, which is always included in the lists of best beaches and is known for having the whitest sand in the world. Walk ou...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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12 |
4 |
3.5 |
n/a |
$900 |
n/a |

Siesta Key Florida (FL)
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Deluxe Townhouse(1-4 Bedrooms) - Private Pool - Siesta Village This deluxe 3+1 bedroom townhouse is located in the heart of Siesta Village... Just a few steps to all the shops and restaurants... and only a three minute walk to the world famous Crescent Beach!
Relax by your private pool. This tow...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Townhouse |
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4 |
2 |
2 |
n/a |
$1,095 |
$3,285 |

Siesta Key Florida (FL)
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Contact me for an early booking discount code for dates after June 9, 2012.
WE HAVE THE ABSOLUTE BEST SPOT ON THE ABSOLUTE BEST BEACH! (Reuters, May 27, 2011) 7 day Sat to Sat minimum stay. CHECK OUT OUR AWARD-WINNING WEBSITE SIESTAKEYHEAVEN.COM FOR THE PROOF!
Take the magical musica...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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8 |
3 |
2.5 |
n/a |
$2,045 |
n/a |

Siesta Key Florida (FL)
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Beachwalk is a spacious, three-bedroom/2.5-bath, non-smoking, luxury townhouse with a private elevator and a private pool. It's situated right across from world-famous Crescent Beach, and is within walking distance of all the shops and restaurants of The Village (four to five blocks away).
Th...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Townhouse |
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8 |
3 |
2 |
n/a |
$2,095 |
n/a |

Siesta Key Florida (FL)
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Gulf-front retreat... Fall asleep to the sound of the crashing waves beneath your master bedroom window! Throw a tennis ball from your lanai and hit the surf, that is how close to the turquoise blue water you are! Located on the southern end of Siesta Key on Turtle Beach, this three bedroom, two ...
PROPERTY
DETAILS
VACATION RENTAL TYPE: Condo |
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