
Holiday rentals with a pool in Sand Key, Clearwater
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Sand Key, Clearwater
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Sand Key, Clearwater rentals with a pool
House rentals with a pool

The Paradise Cove No. 2
Perfect little home for family stay, close to restaurants, grocery stores and the beach! Every other rental we’ve stayed at we had to worry about small things like coffee and sugar, toilet paper or trash bags but not in this house though! They had all the essentials and plenty of those and so much more! Can’t even describe how amazing it felt rolling into the beach with all the chairs, umbrellas and sand toys. This house is truly a hidden gem 💎

Cozy Tampa Home with Large Heated Pool
We had a wonderful stay at Dayanna’s place— the space was absolutely perfect for our family of five, including three energetic kids (one of whom is a teen!). The decor had a fun (some may say "girly") flair and the covered pool and the huge selection of family games always provided something to do. The location was super convenient, with shops just a short drive away. We also made a day trip to Clearwater Beach, which was an easy 45-minute ride and totally worth it.

Paradise Cove-Designer Home | Pool+Spa | Arcade
We had a great stay at Danielle’s place. The kids loved the pool and the game room .

Palm Oasis | Heated Pool | Near Beaches
We had a wonderful stay at Cleveland’s home. It was the perfect distance to the Clearwater Marine Aquarium, where our child was enrolled for a week of summer camp. The kids enjoyed unwinding in the pool at the end of the day and we found that we had everything we needed to enjoy our stay.

Largo Poolside Paradise Heated Pool 10Min To Beach
very comfortable stay and very quiet area. the kids enjoyed the pool and we had a great time with family just sitting out back. the beds were comfy and plenty of sleeping room.

Coastal Escape: heated saltwater pool & beaches
We had an amazing time at Benji and Kathleen's spot. Our kids, age 6, 3 and 2 were overjoyed with the amenities and toys available. The pool was lovely and I felt confident that my children were safe with the gate around the pool as well as the closed living space on the outdoor patio. We spent a morning at the beach and another morning at the Tampa Zoo but getting back to the house, swimming, relaxing and playing were certainly the memorable highlights of the trip. Benji was also extremely responsive and made sure to check in. We arrived very late from our flight and had no problem finding the house and getting inside. We highly recommend this home for a trip to Palm Harbor/Tampa if you have small children. It was perfect and a great family escape.

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
The house is beautiful and comfortable with a great pool, hot tub, and enormous bathtub. everything was clean. All the appliances were modern and clean, and the house left a few personal touches like a bottle of wine, you name on the welcome board, and a card welcoming you. I would stay again the next time I'm in the area.

Swim-Out Bedroom, Waterfall pool! The Peace Place
The host was super accommodating and the place was clean and beautiful!
Condo rentals with a pool

"Jewel At The Shores" Gulf Front, sleeps 5
Excellent location! Everything you need is in the condo. Hope to come back soon!

Welcome to Sun Haven~Newly Remodeled! Waterfront!
Nice place, great location, we seen lots of dolphins from our balcony!! Host was very helpful and quick to respond, I’d definitely get this place again!!

Belleair Beach 215 Beachfront Gem Steps from Sand
This Airbnb has a GORGEOUS view! It was so peaceful to be able to sit on the balcony and watch the ocean. And the beach was right there to walk down to. Was well-worth it to spend a week here away from my busy job - I’m leaving relaxed.

BBC111 Renovated Beachfront Condo W/Pool
My wife and I very much enjoyed this condo. The condo was comfortable, the location was great, and the beach was quiet. We we're able to swim during the day - both beach and pool - and enjoy the Gulf sunset each evening.

Ocean Way Unit 2 Beach Front
Ocean Way Condo 204 was gorgeous. Wonderful expensive views of the gulf. Very nice balcony, everything was modern, clean and well decorated. Plenty of space. Overall a great experience. The host spent a lot of time documenting restaurants in popular attractions.

Seasalt Breeze private unit No cleaning fee
Amazing! Enjoyed the apartment along with the pool! Great location and loved the recommendations

Dock of the Bay, Coastal Elegance | Walk to Beach!
Perfect! Beautiful condo, fully equipped with everything you could possibly require. 5 minute walk to the stunning Clearwater Beach. Great hosts, going over and above with what they provided: Beach Towels, Beach Chairs/Parasol. Would love to return some day. Would highly recommend to anybody.

Oceanfront 2/2 with Private Elevator!
Location was awesome!!! Right on the beach. Loved our view from our deck. Really enjoyed the elevator. Made our stay even more enjoyable. We made great memories with our daughter and grandkids. We would definitely stay here again.
Quick stats about holiday rentals with a pool in Sand Key, Clearwater
Total rentals
110 properties
Nightly prices starting at
$83 NZD before taxes and fees
Total number of reviews
400 reviews
Family-friendly rentals
80 properties are a good fit for families
Rentals with dedicated workspaces
70 properties have a dedicated workspace
Wi-Fi availability
110 properties include access to Wi-Fi
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Public Beach
- Dunedin Beach
- John's Pass
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park