
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

2 BR/2 BA Key West Retreat, A+Pool, 3mi to Beach
🌴 😎 Stunning Key West Style Retreat featuring: - Memory foam Queen bed - Covered porch for unwinding - Hotel linens, towels and many creature comforts Enjoy the beach 🏄♂️ vibes decor & accents in this spacious two bed two bath property. Located less than three miles from the white, sugar sand of Clearwater Beach 😎 (rated #1 beach in the US by Trip Advisor). Relax by the oversized resort style pool and clubhouse. Convenient walking distance to nearby restaurants and grocery stores.

Luxury Oasis • Heated Salt Pool • Near Beaches
Welcome to Paradise Palms 🌴☀️- 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.

POOL VIEW IN A MODERN CONDO - Feel at Home
For your best vacation, welcome to stay in our newly renovated and tastefully decorated condo for having a relaxed vacation ! Family with kids, young retired or just couples who want to spend romantic moments, everybody is welcome.The condo is located in a beautiful gated community, 10 min. by car from Clearwater Beach, voted # 1 beach in U.S. in 2013 and 2018. You can enjoy a large, beautiful heated swimming pool with salt water, a barbecue area, fitness center and an elegant clubhouse.

Casa Palmera! *Heated Pool!
Step into relaxation as you enter this tropical pool home, centrally located to everything one would need staying in Clearwater! This 4 bedroom, 2 bath home has been meticulously curated to give our guests the best experience imaginable during their stay on the west coast of Florida. Only 5 miles from world renown Clearwater Beach, 1 mile from the Phillies spring training site, less than 2 miles from some of the best local eateries in Safety Harbor and Dunedin. Come stay at Casa Palmera!

La Casita, 1 of 4 rentals on-site. Heated Pool!
This beautiful oasis is close to everything; Clearwater Beach is a 15 minute drive and ranked one of the world’s top 15 white sand beaches, Sand Key, and Honeymoon Island, these beaches are just a 15-20 minute drive and we have the beach gear you need. Enjoy the peaceful patio, a dip in the heated pool, soak in the hot tub, or cool off in the AC of our recently updated suite. Also Clearwater Country Club is in walking distance should you want to play some golf while here in sunny FL!

Luxury Beach Cottage | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes IRB! Welcome to Coco, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf of Mexico beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect getaway awaits!

The Tropical Oasis, w/ Solar Heated Pool and Games
Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

Seasalt Breeze - Easy pool access, Free parking.
The Avalon at Clearwater is a gated community with a nice size heated pool and community gym. Parking space is not assigned and it’s free of charge. Location is central with short distance to nearby beaches, attractions and other nearby towns. Unit is approximately 500 square feet with a living room-kitchen open concept and One bedroom - bathroom open concept. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport

Bright and Spacious 1Bed/1Bath condo.
Enjoy your getaway in this relaxing, clean, bright, and cozy 1 bedroom/1 bath condo on the 1st floor of a gated community, fully equipped for your stay including beach chairs, umbrella and a cooler. You will have a private entrance to the condo, free parking, a heated pool open all year, a clubhouse with a basic gym. We are conveniently located 15 minutes away from Clearwater Beach and an easy 30-minute drive to Tampa International Airport.

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

Beach or Relax | Heated Pool home/Spa | Pets OK

Beach Heated Pool, Golf Pong, Fire Pit, Game Room

Pool•Hot Tub•Free EV Charger•5 Mins to Beaches

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!

Heated Pool | 2BD 2BA | Home near Beaches

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

4BD/3BA + Pool + Hot Tub + Game Rm—5 mi to Beach!

Watch the Sunrise at Sunrise! @ Clearwater home.
Condo rentals with a pool

Gulf-View 2BR/2BA Beach Condo!

Amazing main floor condo at Avalon

Lux Condo w/ 2 balconies, Ocean & Marina views

Modern and Cozy Condo 6 Minutes from the Beach !

Lovely Condo minutes from beach & King bed

2 King Suites • Waterfront • Walk to Beach

Beachfront Condo with Centerline Sunsets

Beach Front Madeira Beach
Other vacation rentals with a pool

Sunny Clearwater Condo, Heated Pool, Min. to Beach

The Poolside Escape

Beachfront Oasis / Pool, Beach Access & Ocean View

Avalon. Clearwater. Cozy condo. Pool view.

Renovated, free Parking only 10 min to the beach

3BR Largo Home, Heated Pool Near Clearwater Beach

1 Bedroom Clearwater Condo near it all

Indian Shores Beach Escape -Bay Shores Y&TC 6th Fl
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ698 | ﺩ.ﺇ845 | ﺩ.ﺇ948 | ﺩ.ﺇ782 | ﺩ.ﺇ657 | ﺩ.ﺇ668 | ﺩ.ﺇ694 | ﺩ.ﺇ602 | ﺩ.ﺇ566 | ﺩ.ﺇ599 | ﺩ.ﺇ657 | ﺩ.ﺇ687 |
| 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 1,980 vacation rentals in Clearwater

Nightly prices starting at
Clearwater vacation rentals start at ﺩ.ﺇ37 per night before taxes and fees

Verified guest reviews
Over 70,150 verified reviews to help you choose

Family-friendly vacation rentals
1,100 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 540 rentals that welcome pets

Rentals with dedicated workspaces
1,110 properties have a dedicated workspace

Wi-Fi availability
1,960 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 guests—averaging 4.8 out of 5!

Nearby attractions
Clearwater's top spots, include Clearwater Marine Aquarium, Pier 60, and Countryside 12
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