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
    $206 nightly
    The price is $233 total per night from Aug 3 to Aug 4
    $233 total
    Aug 3 - Aug 4
    Total includes taxes and fees
    9.2/10 Wonderful! (4,755 reviews)
    Siesta Key Beach Resort and Suites

    Siesta Key Beach Resort and Suites

    5311 Ocean Blvd, Siesta Key, FL
    $232 nightly
    The price is $262 total per night from Aug 10 to Aug 11
    $262 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    8.8/10 Excellent! (1,007 reviews)
    Tropical Breeze Resort

    Tropical Breeze Resort

    140 Columbus Blvd., Siesta Key, FL
    $263 nightly
    The price is $297 total per night from Aug 10 to Aug 11
    $297 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    8.8/10 Excellent! (1,006 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
877 Vacation Homes
Lowest Price
$233
Highest Price
$1,076
Popular accommodation
Siesta Key Island Rentals, Newly Renovated 2-bedroom w/Pool, Garage and a just a bike ride to Siesta Key!, Private Home Directly on Siesta Key Beach!, Serene yard and pool, 1 mile to beach, pets OK, patio TV, Kayaks, Beachside Retreat with Pool and Beach Access, Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool, 2-Car Garage, Private Pool & Beach Access, BBQ grill & Pool/Beach Things, Cozy 3 bedr townhouse beach retreat, only 60 steps to Siesta Key Public Beach!, Suite w/ Shared Pool, Free WiFi, Central AC - Steps to the White Sand Beach