
Vacation rentals with a pool in Clearwater
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Clearwater
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Clearwater Gameroom- Pool/Mini golf/Home Theatre
Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

Clearwater Gem! XL-Pool | Courts & More!
Welcome to The Quazzi House, a private ½-acre tropical escape designed for fun, relaxation, and unforgettable memories. This unique 4BR / 3BA home features a 40-ft pool, private hot tub, pickleball & basketball court, and a spacious backyard perfect for families and groups. đ 15 min to Clearwater Beach đ 20 min to Tampa đ 10 min to PIE Airport Ideal for large families or groups looking for an active, resort-style stay in sunny Fl! NO PARTIES â $1,000 fine & cleaning fee strictly enforced!

The Palm House | Free Heated Pool!
Come enjoy our newly renovated pool! Our updated home is ideally situated just a few minutes from local beaches, restaurants, and entertainment, making it a perfect home base for your Florida visit. The backyard boasts a newly renovated heated pool, outdoor shower and screened patio. Our bright living room offers a comfortable space to unwind after a long day, and our kitchen is fully stocked with cookware, utensils and a coffee station for your convenience. Updated pool pics coming soon!

Luxury Oasis ⢠Heated Salt Pool ⢠Near Beaches
Welcome to Paradise Palms đ´âď¸- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

Casa Flamingo - Private - Outdoor Bar+TV - Games
Welcome to Casa Flamingo where guests "flock" to get away & relax in privacy. Guests will love the central location of this home but also the private oasis the backyard provides. Surrounded by mature palms & native plants guests will experience true Florida living and take advantage of the beautiful weather with an outdoor bar + TV, heated pool, a hammock and more. Just 8 minutes to the beach & within walking distance to Target, Publix & more the Flamingo House is your home away from home.

Amazing views on beachfront
This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks
Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach thatâs packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap âShow Moreâ below! Whatâs There To Look Forward to? đPlunge Pool đżOutdoor Shower đ´ Corn Hole âąď¸ Beach Gear đGrill đ żď¸ Private Parking đłCook at Home đ§ş Your own private Washer/Dryer

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!
If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

3 Bedroom Waterfront Paradise Sleeps 8
Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach on the intercostal! The 3 floors of custom interior decoration and high end furnishings await you. Located on Clearwater Bay with an easy stroll (5-10 min) to Clearwater Beach, Beach Walk, Pier 60, restaurants, and shopping. You are centrally located to everything in Clearwater with luxury accommodations ! !! You have a 2 car garage, community pool, hot tub, grill steps from your back door.

Family/Group Getaway w/ Pool Near Clearwater Beach
đď¸ Private pool + 4BR | 9 mins to Clearwater Beach Bring the whole group to this spacious 4-bedroom home designed for relaxing and entertaining. Enjoy a private pool, oversized backyard, and plenty of room for families and friends to spread out. â Sleeps large groups comfortably â Private pool + outdoor space â Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractionsâyour ideal home base for a fun, easy Gulf Coast getaway.

Clearwater GLAM | Pool, Games, Hot Pink Oasis!
WOW Factor! Just 10 minutes from Clearwater Beach, this STUNNING home will provide you with enough entertainment for an unforgettable trip. Four bedrooms, two living rooms, game room, heated pool, fire pit, and so much more in this glam-house! See it to believe it! 5 min - Downtown Largo 10 min - Clearwater Beach 15 min - Sand Key Park, Ruth Eckerd Hall, Clearwater Int. Airport 30 min - Tampa Experience Clearwater With Us & Learn More Below!

Literally: 15 steps to the Pool, GroundFloor Condo
Unwind at this stunning Complex at Clearwater that resemble a vacation resort, gated community, extremely safe. Don't want to go out? There is everything you need right in the complex: Free Parking, 24/7 Free Gym, steps to the heated Pool with BBQ area and other wonderful-friendly guests for company (if needed), shops and few dining places in walking distance, your private patio to sit, drink, chat and relax; take some time for you!
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

Heated Pool and Spa | 5 min to beach

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Paradise palms oasis Clearwater

Walk to BayCare Ballpark | Pool, Hot Tub, Pets OK

Heated Pool-1.5 mile to Beach- 3 Bikes-OutsideTV

3 BR/2B pool home WiFI and Brand new furnishings

Luxury on water & Steps to beach

Coastal 3BR Oasis | FREE Heated Pool & Fire Pit
Condo rentals with a pool

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach

Modern and Cozy Condo 6 Minutes from the Beach !

Lovely Condo minutes from beach & King bed

Bright and Spacious 1Bed/1Bath condo.

Condo Conveniently located to Clearwater Beach

POOL VIEW IN A MODERN CONDO - Feel at Home

Beach Front at âThe Shoreâ

Sandy Feet Retreat
Other vacation rentals with a pool

Lux Tiny Home | 1 Bed - 1 Bath Unit B "Sandy"

NEW Designer Pool Oasis â˘10m DT St Pete â˘15m Beach

Beachfront Oasis / Pool, Beach Access & Ocean View

Clearwater Lake House

Backyard Paradise- Cozy Bungalow 4 Mi to Beach

Two Bedroom Deluxe, Clearwater A400

WOW! Dunedin Coastal POOL Home-beaches-eateries

5BR Pool Villa | Game Room | Near Clearwater Beach
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 2,901 ZAR | R 3,717 ZAR | R 4,483 ZAR | R 3,472 ZAR | R 2,918 ZAR | R 2,967 ZAR | R 3,081 ZAR | R 2,673 ZAR | R 2,510 ZAR | R 2,494 ZAR | R 2,787 ZAR | R 2,885 ZAR |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Quick stats about vacation rentals with a pool in Clearwater

Total vacation rentals
Explore 2,020 vacation rentals in Clearwater

Nightly prices starting at
Clearwater vacation rentals start at RÂ 163Â ZAR per night before taxes and fees

Verified guest reviews
Over 72,900 verified reviews to help you choose

Family-friendly vacation rentals
1,090 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 580 rentals that welcome pets

Rentals with dedicated workspaces
1,100 properties have a dedicated workspace

Wi-Fi availability
1,950 of Clearwater vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Clearwater rentals

4.8 Average rating
Clearwater stays are highly rated by guestsâaveraging 4.8 out of 5!

Nearby attractions
Clearwater's top spots, include Clearwater Marine Aquarium, Pier 60, and Countryside 12
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
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- Amalie Arena
- Vinoy Park
- Tampa Convention Center
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- Tropicana Field
- River Strand Golf and Country Club
- University of South Florida
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