Discover a selection of 1,000 vacation rentals in Sand Key that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $93 per night, and houses and condos are popular options for a stay in Sand Key. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Sand Key
Destination guide

Relax in Sand Key house rentals

Located on a barrier island, Sand Key is a great destination for Clearwater Beach house rentals. It has a park of the same name with picnic facilities, a playground, and an immaculate beach that's popular for beachcombing, swimming, sunbathing, kayaking, and other water activities. The beach also serves as a nesting site for sea turtles, and you'll see all kinds of shorebirds in the area. On the waterfront, you can visit delicious seafood restaurants and beach bars for a night out. There are plenty of other things to do in the area, including visiting Honeymoon Island State Park and taking the kids to the Clearwater Marine Aquarium to see marine life and get up close with touch tanks.

Things to do

Family adventures near Sand Key

Keeping the kids entertained couldn't be easier during a getaway to Sand Key, with the surrounding landscape home to a variety of family-friendly spots. Keep things at a relaxed pace by paying a visit to the famous Clearwater Marine Aquarium or John's Pass, the latter a charming turn-of-the-century fishing village with unique shopping and dining outlets and fabulous shell-hunting. For those who like their attractions a little more thrilling, Sand Key rentals are typically no more than an hour's drive from the white-knuckle adventures at Tampa's action-packed Busch Gardens.


Seaside delights at Sand Key

A stay in a Sand Key vacation rental presents the opportunity for travelers to truly get away from it all. Lazy days can be spent exploring the beach or enjoying family-friendly amenities at the beautiful Sand Key Park, a 95-acre preserve complete with a nature trail and beach cabanas. There's plenty of chances to get out on the water, too, with dolphin watching, sightseeing, luncheon and fishing cruises all readily available at the harbor. Back on land, checking out the artisan crafts and street performances at the daily Sunsets at Pier 60 festival is a lovely end to a day.


Year-round sunshine in Sand Key

Mother Nature is on the side of travelers here, serving up a tempting year-round climate where beach days are always on the menu. Temperatures in the high 80s, combined with school kids keen to visit the area's theme parks in their summer break, can leave the area feeling somewhat crowded during July and August, while the snowbirds who arrive from January through March can have a similar effect. For many visitors, the months of September through December provide the perfect mix of fewer crowds, still high temperatures and more attractive rates for Sand Key vacation rentals.

Natural features

Natural delights near Sand Key

While much of your time in Sand Key will likely be spent on the beach, an abundance of natural delights in the surrounding areas makes taking time to explore well worth the effort. To the north of Sand Key, Caladesi Island offers up an unspoiled landscape complete with winding hiking trails, an array of birdwatching opportunities and excellent kayaking routes. To the south, the Florida Botanical Gardens, open almost daily, proudly displays its cactus, tropical fruit and butterfly gardens alongside the wildlife-rich McKay Creek, an interactive children's trail and a lively calendar of annual events.

How many vacation rentals are available around Sand Key?

Our 2021 property listings offer a large selection of 1,074 vacation rentals around Sand Key. From 245 house rentals to 738 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.