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 $99 per night from Sep 25 to Sep 26
    per night
    Sep 25 - Sep 26
    9.2/10 Wonderful! (4,053 reviews)
    Siesta Key Beach Resort and Suites

    Siesta Key Beach Resort and Suites

    5311 Ocean Blvd, Siesta Key, FL
    The price is $121 per night from Sep 24 to Sep 25
    per night
    Sep 24 - Sep 25
    8.4/10 Very Good! (1,000 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd., Siesta Key, FL
    The price is $170 per night from Sep 27 to Sep 28
    per night
    Sep 27 - Sep 28
    8.6/10 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

508 Vacation Homes
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Siesta Key- 2 Bed/1Bath Villa,1500 ft from Beach, Barefoot Bungalows -"GULL" , Breathtaking Stunning Decor steps to private beach 3 night min any day of week, 4bedroom/3bath HOUSE ACROSS FROM BEACH/Private Pool - , SIESTA KEY 100 FEET FROM THE BEACH! TROPICAL GREEN UNIT B, Clean Perfectly Remodeled Townhome, Steps From the Private Beach. 3 night min , LUXURY HOUSE BY THE CANAL , Pets welcome 😀🐕., *** NEW *** Beachside Wonder., Less than 5-minutes from the beach-, Private Home-Gated Access. In Siesta Village. Heated Pool. Pool Table