
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.

Waterfront Townhome w/Game Room & Boat Slip! Walk
PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

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.

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Cozy condo, main floor, min to beach, heated pool
This amazing condo is a 5-minute drive to the beautiful Clearwater Beach, as well as bars, restaurants, and many other attractions. The unit is situated in a lovely, resort-style gated community that features a clubhouse, heated pool, gym, Wi-Fi, and complimentary parking. This perfect retreat offers full privacy as each room provides separate access to the bathroom. The condo is on the main floor, offering easy access in and out, and includes a laptop-friendly workspace. Just come and relax!

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.

Clearwater Condo w/Pool Access, 4Mi to Beach!
Clearwater Condo w/Pool Access, 4Mi to Beach! The crystal-blue Gulf Coast is calling from this charming 1-bedroom, 1-bath vacation rental condo just minutes from downtown Clearwater! Spend your days exploring downtown Clearwater or St. Petersburg, or enjoying the heated community pool. This single-story condo comfortably sleeps 2 and boasts tall ceilings, a fully equipped kitchen, private patio, and access to all of the Avalon's community amenities, including a pool, gym, clubhouse & more

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!

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

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Heated Pool Beach House | Hot Tub, Fire Pit, Games

Paradise Cove-Designer Home | Pool+Spa | Arcade

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

Palm Paradise - Family Amenities+Central Location

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

Watch the Sunrise at Sunrise! @ Clearwater home.

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

Oceanfront View, Spacious Townhouse, Heated Pool

Gulf-View 2BR/2BA Beach Condo!

Lux Condo w/ 2 balconies, Ocean & Marina views

Royal Orleans and Redington Beach ( Studio )

Modern and Cozy Condo 6 Minutes from the Beach !

Lovely Condo minutes from beach & King bed

Boho Beach Condo

2 King Suites • Waterfront • Walk to Beach
Other vacation rentals with a pool

Pool |BBQ| 10 min Drive to Clearwater Beach| 6PPL

Luxury Tiny Home 1 Bed - 1 Bath Unit B "Sandy"

The Poolside Escape

3BR Largo Home, Heated Pool Near Clearwater Beach

Cozy Coastal Cottage w/private tropical pool oasis

Clearwater Vacation Rental Condo/Heated Pool

Indian Shores Beach Escape -Bay Shores Y&TC 6th Fl

Unique Home by Clearwater | Trusted Hosting Team
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 | € 218 | € 180 | € 151 | € 154 | € 159 | € 138 | € 130 | € 137 | € 151 | € 158 |
| 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 € 8 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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- Anna Maria Island
- Raymond James Stadium
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