Discover a selection of 1,000 vacation rentals in Sand Key, Clearwater 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 $80 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

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.

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.

What are the top vacation rentals in or near Sand Key?

Whatever you're seeking in a vacation, you'll find a rental property in or around Sand Key that's right up your alley. Here are some of our favorites:

  • Around 2 miles from the center of Sand Key, you'll want to keep coming back to "Updated Condo Just Steps To The White Sand Beaches Of Clearwater Beach". It has 2 bedrooms and a host of amenities including a dishwasher and a meal delivery service.
  • Another enticing choice is "Dolphins - Mom Clean - Waterfront", which is around 1 mile from Sand Key. With 4 bedrooms, internet services and heating, it has everything you need to keep you comfortable and happy.

For even more great options, use the search bar at the top of the page to find the perfect Sand Key vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near Sand Key?

There's nothing like a short escape to dust away the cobwebs. Pack your overnight bag and take a breather at one of these awesome weekend getaways in and around Sand Key:

  • "Incredible Views, Pool/spa, Private Dock" is a popular option around 1 mile north of the center of Sand Key. You won't have to venture far to find something to keep you busy around this property. Get out and discover Manatee Viewing Center and Wright Park. Activities like kayaking and water skiing will add an adventurous touch to your weekend away.
  • Alternatively, leave your worries behind at "Private Cottage Ocean View Allows For Social Distancing Versus Crowded Hotels". Use it as a base to unwind, or be adventurous and try golf and windsurfing. When it's time to explore more of the area, visit University of South Florida Botanical Gardens and Treasure Island Golf, Tennis & Recreation Center. This popular vacation rental is around 2 miles north of Sand Key.

Can I find studio apartments for rent in and around Sand Key?

Studio apartments are a simple yet stylish option, ideally suited for one or two guests. Spend your days exploring your surroundings and your nights kicking back in your cozy hideaway. The following options in or near Sand Key are guaranteed to please:

  • Enjoy some time out on your own or take a few pals to "Best Views Of Clearwater Beach Location". You'll have loads of amenities to make your stay comfortable, including towels and a balcony.
  • An equally fantastic choice is "Direct Ocean Front, Largest King Penthouse Model". Don't be fooled by its modest size — this comfy apartment is packed with convenient amenities like coffee and tea making facilities, a garage and plenty more.

Can I find short term rentals in or near Sand Key?

Just because you only have a few short days to spare doesn't mean you need to spend it in a bleak hotel. Get away but still have the home comforts you love at one of these short-term rentals in or around Sand Key:

  • Nice and close to the heart of Sand Key, "Beachfront 2 Bed 2 Bath Condo - Right On The Beach" is ideal for a short and sweet break. While you're in the area, make sure you visit well-known attractions like Clearwater Marine Aquarium and Sand Key Park.
  • Sleep, eat and explore from "Best Views Of Clearwater Beach Location", another exceptional option. Pier 60 Park and Beach Walk should be on your must-do list when it's time to see the sights.

What are the best romantic weekend getaways in or near Sand Key?

Whether spent in a cabin, a cottage or a condo, a romantic weekend getaway is a perfect way to spice up your relationship. Whisk your partner away for a few days at one of these enticing escapes in or near Sand Key:

  • Put on some relaxing tunes and kick back together at "Updated Condo Just Steps To The White Sand Beaches Of Clearwater Beach". Around 2 miles from Sand Key, this property has all you need for a romantic weekend getaway, including a dining table and a balcony.
  • "Dolphins - Mom Clean - Waterfront" is another top option that's guaranteed to impress. It's about 1 mile from Sand Key and has beauty services and a dining table.

What are the best large group vacation rentals in or near Sand Key?

Big groups mean enormous fun. They also mean finding someplace that'll comfortably fit your whole crew. Check out our large group vacation rentals in or around Sand Key and get everyone together under the one roof:

  • Offering space, comfort and privacy, you'll get your guests' seal of approval at "Delightful Detached Stone House On 5 Acres Beside Aughrus Beach". Up to 14 people can stay at this retreat which has 4 bedrooms, a swimming pool and a kitchen. It's around 2 miles to the north of Sand Key.
  • "Fun Spa Beach House For Rent 15 Yards From The Sand - Virtual Tour Picture 3" is another option that'll fit the whole gang. It's around 3 miles to the north of Sand Key, has 5 bedrooms and sleeps up to 12 guests. A water park and an ocean view are just a couple of things that'll help make your group vacation even more memorable.

What are the best houses for rent with a pool in or near Sand Key?

From lively games of Red Rover to quiet morning dips, a pool promises hours of fun for adults and kids alike. Earn some brownie points with the family by renting a house with a place to swim in or near Sand Key:

  • Pack your swimsuit and goggles and stay at "Best Social Distance Caladesi House". Other amenities here include a kitchen and a dishwasher.
  • Alternatively, stay at "Clearwater Beach Pool House Rental" and spend your vacation poolside. A fenced yard and a separate dining area are other things your gang will like about this property.

What are the best large family vacation rentals in or near Sand Key?

No matter if your idea of the perfect escape is high in the hills or down by the sea, you'll enjoy it even more if you share it with people you love. Choose one of these large family vacation rentals in or near Sand Key and bring the whole crew:

  • Get everyone under the same roof at "Updated - Dolphins - Mom Clean", which has 4 bedrooms that sleep up to 10 guests. This retreat is located 1 mile to the north of Sand Key and features amenities such as childrens activities and a microwave oven.
  • "Incredible Views, Pool/spa, Private Dock" also has the space you need to make memories with loved ones. This rental is around 1 mile to the north of Sand Key, and accommodates as many as 8 guests in its 4 bedrooms. Childrens activities and a theme park will help keep everyone comfortable.

When you're ready to explore, there are loads of family-friendly attractions in the area to keep everyone entertained. Clearwater Marine Aquarium, Beach Walk and Sunsets at Pier 60 should be on your to-do list.

What are the best large houses to rent with indoor pools in or near Sand Key?

Add a serve of grandeur to your getaway by booking a place with a private indoor pool. These beautiful large houses in or near Sand Key have a swimming space to call your own, as well as lots of room for whoever is lucky enough to be joining you:

  • Book a few nights at "Four Bedroom Presidential Condo" and spend lazy days poolside. This sprawling pad has 4 bedrooms sleeping up to 14 guests and a host of other great amenities. An ocean view and a kitchen are among them.
  • In addition to its awesome indoor pool, "Luxury Townhome - Private Rooftop And Private Elevator Awesome 360 Views" features a beach view and an ocean view. It has 4 bedrooms that can cater for up to 10 people, so you can bring the whole crew along.

For more options, use the search bar at the top of the page and adjust the filters to find the Sand Key vacation rental that's perfect for your needs.

Are there one-bedroom vacation rentals in or near Sand Key?

Often situated in prime positions due to their smaller footprint, a one-bedroom rental is a wise pick for one or two travelers. Check out our range in or near Sand Key:

  • Good things come in little packages, and "Best Views Of Clearwater Beach Location" is no exception. This one-bedroom vacation rental can be found in a handy central location and includes amenities like a beach view and a kitchen.
  • Also within easy reach of the center of Sand Key, "Direct Ocean Front, Largest King Penthouse Model" is another popular one-bedroom option. After a big day of seeing the sights, come home and enjoy amenities like a swimming pool and a sauna.