Sand Key vacation rentals

We found 1,496 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
May 2024
June 2024
Discover a selection of 159 condos and other vacation rentals in Sand Key that are perfect for your trip. Vacation rentals provide the amenities you need and want for your family, friends, or furry companion, like air conditioning and WiFi. You're sure to find a rental to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Enjoy family-friendly fun from a Sand Key condo rental

Sand Key is a barrier island located a few miles south of Clearwater Beach. The area's main attraction, Sand Key Park, offers various settings for travelers to explore. You can walk your dog, and your children can go down the playground's slide. You might also collect seashells that line the beach or observe sea turtles laying their eggs on the shore. Numerous Sand Key and Clearwater Beach condos feature a living room with modern furniture and entertainment features such as a flat-screen TV, stereo system, and books to further enhance your vacation.

 

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 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.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Sand Key?

Based on our research, condos are the most desirable type of vacation rental in Sand Key. But naturally, everyone's idea of an epic stay can vary. Vrbo has vacation rentals of all shapes and sizes, so you're sure to find the perfect match.

How much does it cost to rent a vacation rental in Sand Key?

The average price for a vacation home in Sand Key is determined by several factors, including property type, length of stay and time of year. Whether you're dreaming about a sprawling villa with a pool or a comfy cabin just for the two of you, just add your dates of travel to view stays with amazing value.

How much does it cost to rent a beach house in Sand Key?

When you travel and the style and size of the property will help determine the cost of your beachside stay. Type in your Sand Key travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use our filters to choose the amenities and features you want in your rental.

Are there pet-friendly vacation rentals in Sand Key?

Pack a tug toy and treats for your pup because Sand Key has 128 properties that throw open their doors to pets. Let your furriest friend enjoy the family fun at one of our pet-friendly vacation rentals on Vrbo. Simply enter your destination and dates, then check our "Pets allowed" filter box.

Can I rent a house with a pool in Sand Key?

Pack your swimsuit and goggles, because there are 124 houses with a private pool in Sand Key. Book a stay at one of these popular vacation homes and you'll enjoy pool days every day. Simply enter your travel dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!

What are popular rental amenities in Sand Key?

When it comes to rental amenities that guests look for in Sand Key, nearby museums, a water view and a beach view rank highest. With Vrbo vacation homes, you'll discover options to fit your style and taste, whether you're vacationing with your partner, your family or even pets.

Are there large group vacation rentals in Sand Key?

With 44 Sand Key vacation properties that can sleep five or more people, you can bring a few extra family members or buddies along. Whether you're planning a casual get-together or a birthday party, Vrbo will help you book the perfect space to match the occasion.

Are there vacation rentals in Sand Key that welcome kids?

With 128 family-friendly vacation rentals to pick from in Sand Key, now is a superb time to introduce your kids to the wonders of travel. Simply check our "Properties good for families" filter to search for stays that come with amenities ideal for families on the move, such as dining rooms, yards, bunk beds and hot tubs.

What are the top attractions for families in Sand Key?

Keeping the kids occupied during your stay in Sand Key is a breeze with these top family-friendly attractions:

  • Clearwater Marine Aquarium
  • Pier 60 Park
  • Clearwater Beach

Are there one-bedroom vacation rentals in Sand Key?

You can pick from 27 one-bedroom rentals in Sand Key. Whether you want a secluded cottage or a cabin, our one-bedroom rentals are just right if you don't need lots of space. One of the best parts about having your own place? You won't ever have to share your vacation with strangers.

Can I find two-bedroom vacation rentals in Sand Key?

Gather your family and experience complete comfort and privacy in one of the 87 two-bedroom vacation homes Sand Key has to offer.

Are there vacation rentals with WiFi in Sand Key?

Sand Key has 41 vacation rentals with WiFi, so you can stay connected while on vacation. Simply check the "WiFi" box in our search filter for a list of properties with this feature. From streaming TV shows with the family to scrolling social media, these Vrbo homes make it easy to go online.

More Vacation Rentals ideas