
Holiday 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.

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

Lovely condo for you close to Clearwater Beach
Come and relax in this stylish, cozy one-bedroom private condo, just 3 miles from the famous Clearwater Beach. The unit features a large king-size bed, a spacious bathroom, a fully equipped kitchen, and a sofa bed in the living room for additional sleeping space. Enjoy two TVs, a private patio, and high ceilings that make the space feel like home. Washer and dryer are located inside the unit. Amenities include a heated pool, 24-hour gym, plenty of free parking, and fast Wi-Fi. You will love it!

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.

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!

Waterfront Modern Chic #1 Clearwater Beach
This prime location is on the bay just steps away from the beach and the main strip offering a complete home experience. This spacious apartment is equipped with a full kitchen, washer/dryer, two full bathrooms, a large family room, dining area, access to the pool and two assigned parking spaces. A split floor plan ensures privacy, accommodating guests on either side of the apartment. The private patio overlooks the bay, offering stunning views of the sunrise and the occasional dolphin.

Newly Reno Luxury Condo 30 Steps to Paradise
Welcome to our serene top-floor beach condo. This is a two-bedroom, two-bathroom condo in the heart of Clearwater Beach. This ocean-side condo is steps from the country's #1-rated beach and less than a five-minute walk from top restaurants and shopping. Clearwater Beach is renowned for its award-winning beaches, incredible restaurants, and lively nightlife. We have made every effort to make this condo a home away from home! We hope you enjoy our piece of paradise.

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

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

Sunshine, Beaches & Refreshing Pool/Screen Patio

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

Splash House - Relaxation Haven/Private Pool

Heated Pool | 2BD 2BA | Home near Beaches

Waterfront Pool Oasis •Kayak, Games & Sunset Views

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

The Oasis | Heated Pool - Arcades - Mini Golf
Condo rentals with a pool

Gulf-View 2BR/2BA Beach Condo!

Modern and Cozy Condo 6 Minutes from the Beach !

Boho Beach Condo

Resort living in paradise

Beachfront Condo with Centerline Sunsets

POOL VIEW IN A MODERN CONDO - Feel at Home

Royal Orleans at Redington Beach ( Studio 203 )

2025 Renovated Suite On The Beach - Heated Pool
Other holiday rentals with a pool

Largo Palms Duplex-2BR/2BA + Heated POOL Unit A

Clearwater Lake House

Avalon. Clearwater. Cozy condo. Pool view.

Lovely Condo minutes from beach & King bed

Renovated, free Parking only 10 min to the beach

Happy Clearwater Condo in The Avalon/King bed/gym

Heated POOL- 99 Steps 2 BEACH- Coastal Lower Unit

Waterfront Gem Near Clearwater • Swim Spa + Nature
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $331 NZD | $401 NZD | $450 NZD | $372 NZD | $312 NZD | $318 NZD | $330 NZD | $286 NZD | $269 NZD | $284 NZD | $312 NZD | $326 NZD |
| 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 holiday rentals with a pool in Clearwater

Total holiday rentals
Explore 1,980 holiday rentals in Clearwater

Nightly prices starting at
Clearwater holiday rentals start at $17 NZD per night before taxes and fees

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

Family-friendly holiday rentals
1,100 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 540 rentals that welcome pets

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

Wi-Fi availability
1,960 of Clearwater holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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