
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.

Lovely Condo minutes from beach & King bed
Kick back and relax in this calm, stylish space.Minutes away from Clearwater Famous Beach.You will be pleased with high ceilings and open floor plan.King size bed in the Bedroom with balcony and 55" smart Tv. Walk-in closet and updated bathroom. Spacious covered patio style balcony. Full-size washer and dryer inside the unit. Fully updated and equipped kitchen. Specious living room with a sleeper sofa that can sleep two quests and 65"smart Tv. Heated outdoor pool, gym, fast wifi internet, cable

Steps 2 beach! Beachy and Luxurious! Easy Living!
Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

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.

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.

Tootsie’s Beachside Retreat-New Heated Pool
LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

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

Beach or Relax | Heated Pool home/Spa | Pets OK
Relax in style at our modern beach home, boasting a spacious layout and easy access to local attractions. Dive into pure Beach Bliss with a heated saltwater pool (Nov 1 - May 1) and a soothing hot tub—your perfect getaway awaits! Nestled in a peaceful, safe and friendly neighborhood near Eagle Park, just minutes from Clearwater and Indian Rocks Beaches, enjoy scenic bike trails and local attractions. Bring your furry friends along for a pet-friendly adventure!

Heated Pool | 2BD 2BA | Home near Beaches
Welcome to our home, a spectacular 2BR/2BA heated pool home, enjoy this great location less than 14 minutes from multiple beaches! Our Neighborhood is located close to everything Clearwater has to offer! This 2BR/2BA home is less than a 14 Min drive to Clearwater Beach! Our newly renovated house offers a Smart TV, and high speed internet. There are 2 Full Bathrooms with 1 King Bed, 1 Bunk Bed (Full and Twin), 1 Full Bed, and a pull out couch.

Ocean Breeze • Easy - Heated Pool Access
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

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!
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

Tropical Oasis Retreat w/ Heated Pool

Sunshine, Beaches & Refreshing Pool/Screen Patio

Splash House - Relaxation Haven/Private Pool

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

Heated SW Pool - Near Beaches, Golf, Trail & Food

Surf’s UP! Pool, Cabana & Poolside bungalow!

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

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

Newly Reno Luxury Condo 30 Steps to Paradise

Amazing main floor condo at Avalon

Very cozy quality place close to Clearwater Beach.

Royal Orleans at Redington Beach ( Studio )

Modern and Cozy Condo 6 Minutes from the Beach !

Tropical Beachfront Penthouse-Beach Cottages

Spectacular beach to bay views from this resort.

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Other holiday rentals with a pool

Sunset Bungalows Peach Pad: Heated Pool, Beach, DT

Sunny Clearwater Condo, Heated Pool, Min. to Beach

Amazing! Coastal Home+ Heated POOL+Near Beach

The Poolside Escape • Salt Water Heated Pool

Backyard Paradise- Cozy Bungalow 4 Mi to Beach

The Palm Haus • Heated Pool • Near Beach • Games

3BR Largo Home, Heated Pool Near Clearwater Beach

Avalon Sunshine: Relax, Recharge+ Free Parking
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 160 | € 194 | € 217 | € 179 | € 151 | € 153 | € 159 | € 138 | € 130 | € 129 | € 144 | € 149 |
| 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 € 8 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 540 rentals that welcome pets

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

Wifi availability
1,960 of Clearwater holiday rentals include wifi 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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