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
    The price is $179 per night from Apr 17 to Apr 18
    $179
    per night
    Apr 17 - Apr 18
    9.2/10 Wonderful! (4,264 reviews)
    Siesta Key Beach Resort and Suites

    Siesta Key Beach Resort and Suites

    5311 Ocean Blvd, Siesta Key, FL
    The price is $207 per night from Apr 28 to Apr 29
    $207
    per night
    Apr 28 - Apr 29
    8.6/10 Excellent! (1,015 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd., Siesta Key, FL
    The price is $308 per night from Apr 8 to Apr 9
    $308
    per night
    Apr 8 - Apr 9
    8.8/10 Excellent! (1,002 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
552 Vacation Homes
Lowest Price
$149
Highest Price
$998
Popular accommodation
Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL" , Super clean comfortable Modern Townhouse, Steps From PRIVATE Beach. 3 night min , SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND, Stunning Siesta Key,, .close to Shell Beach HEATED POOL low Fees, Cozy 3 bedr townhouse beach retreat, only 60 steps to Siesta Key Public Beach!, POOL VIEW V5 Luxury King Bedroom Siesta Key Walk to beach DAILY SPECIALS, Luxury Home w/ Heated Pool and Private Beach Access, Tiny House modeled after the yellow lifeguard stand on famous Siesta Key Beach, LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕.