Siesta Key Vacation Homes

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Featured Vacation Homes in Siesta Key

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotel Options in Siesta Key

    Tropical Beach Resorts

    Tropical Beach Resorts

    6717 Sara Sea Circle, Siesta Key, FL
    $147 nightly
    The price is $166 total per night from Oct 6 to Oct 7
    $166 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9.2/10 Wonderful! (5,013 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd., Siesta Key, FL
    $223 nightly
    The price is $252 total per night from Oct 6 to Oct 7
    $252 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.8/10 Excellent! (1,042 reviews)
    Captiva Beach Resort

    Captiva Beach Resort

    6772 Sara Sea Circle, Siesta Key, FL
    $167 nightly
    The price is $187 total per night from Oct 6 to Oct 7
    $187 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9/10 Wonderful! (1,140 reviews)

Siesta Key Vacation Homes

Book vacation homes in Siesta Key
Next time you take a group getaway top Siesta Key, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Siesta Key vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Siesta Key vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Siesta Key; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Siesta Key rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Siesta Key is sure to be a winner.

Siesta Key Vacation Homes essential information

Accommodation
891 Vacation Homes
Lowest Price
$166
Highest Price
$909
Popular accommodation
Siesta Key Island Rentals, Luxury Siesta Key Beachfront Oasis-STEPS TO WORLD FAMOUS SIESTA KEY SAND, Siesta Key- 2 Bed 1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL", Siesta Key Townhome across from Pristine Sand & Blue Waters 2b/2b king queen , Private Home Directly on Siesta Key Beach!, Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool, Siesta Key Oasis-Spectacular with heated pool/spa and steps to beach and Village, Sweet "Rae" of Sunshine-Coastal Oasis, Prime location & GOLF CART INCLUDED!, Siesta Heron Suites & Villas

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