
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 Coastal Bliss at Brightwater w/ Heated
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

3 BR/2B pool home WiFI and Brand new furnishings
Lots to Love about this centrally located Clearwater beauty. This pool home is 25 minutes from the Tampa airport and 15 minutes to famous Clearwater Beach and less than a half hour to downtown St. Pete, not to mention a 10 minute walk to Phillies spring training stadium and minutes by car to hundreds of Shoppes and Restaurants. Enjoy this spacious home with split bedroom plan and brand new furnishings. Sweet dreams on the Casper mattresses. Relax Poolside in the screened lania or by the firepit

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

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/
PRIVATE END UNIT, King size bed, Free wifi & Parking, Heated Pool ! Safe and secure complex close to beaches, shopping, supermarkets, restaurants and golf courses. The Condo is located at the second (top) floor in a very quiet area. The complex is only 3 miles away from beautiful Clearwater Beach which has been consistently and constantly rated as one of the Best Beaches in America. Each sunset over the Gulf of Mexico paints a scene as unique as the beaches that line its shores.

UTOPIA!Heated Pool &Hot Tub 2 master suites w KING
UTOPIA best describes this perfect single story VACATION HOME ! 5 MINUTE DRIVE TO BEACHES!! HUGE AMAZING RESORT SYTLE FREE HEATED POOL with LUXURIOUS PERGOLA, HOT TUB , TIKI BAR and plenty of outdoor seating perfect for soaking up the Florida sun ! Large 3 bedroom 3 bath pool home. Pool heat starts Oct 15 and runs thru april 15 seasonally for FREE( heats 80-85 degrees) large four person hot tub is hot and ready at 101° upon your arrival. No waiting on a hot tub to heat up!

Watch the Sunrise at Sunrise! @ Clearwater home.
Welcome to your perfect vacation getaway! Our beautiful home offers a heated pool, perfect for relaxing any time of year—whether you’re enjoying a sunny afternoon swim or a peaceful evening under the stars. The property features plenty of space for everyone to feel comfortable, both indoors and outdoors. With open living areas, comfortable furnishings, and a spacious layout, it’s ideal for families, friends, or groups looking to unwind and create unforgettable memories.

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
🏖️ 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. ✔ Sleeps large groups comfortably ✔ Private pool + outdoor space ✔ Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractions—your ideal home base for a fun, easy Gulf Coast getaway.

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

New! Condo in exclusive Avalon Club
This 3-bedroom, 2-1/2-bathroom modern chic condo hotel suite offers stunning views of the Bay, Honeymoon Island, and Dunedin. It has room for 8 with one King bed, 2 Queen beds, plus a full-sized sofa bed. The private balcony provides the perfect place for people watching in the street below and south, down Mandalay Ave., or to enjoy watching the sun rise over Mandalay Bay. Please note that one of the queen bedrooms does not have a window.

Bayside Retreat your tropical oasis
"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Modern Pet-Friendly Beach House w/ Heated Pool & S

Dunedin 5 STAR+ Heated Pool+Near Beach

Heated Pool Home | Close to Clearwater Beach

FL Gem! XL-Pool | Pickleball | B-Ball & More!

[Guest Favourite] Family Fun Retreat | Heated Pool

Preservation-Jacuzzi-Golf- Kayaks-Fishing-Pool !

Clearwater GLAM | Pool, Games, Hot Pink Oasis!
Condo rentals with a pool

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

Condo On The Beach - Heated Pool - Self Check-in

Lovely-2 bedroom condo with 2 pools, Madeira beach

Captain's Cove Waterside Condo 103 We are open!

Modern and Cozy Condo 6 Minutes from the Beach !

Lovely Condo minutes from beach & King bed

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Modern Waterfront Condo - Captivating Sunset Views
Other vacation rentals with a pool

Brand new! Ground Pool Side Condo Clearwater

Welcome to your vacation home

Tropical Paradise - Private Pool, Spa & BBQ !

Sleeps14 heated Pool Clearwater Beach BBQ Fire Pit

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Clearwater Mediterranean Retreat • Pool & Fire Pit

4BR Family Home • Heated Pool •Game Room

Waterfront Pool Home with dock
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 164 | € 199 | € 223 | € 184 | € 155 | € 157 | € 163 | € 142 | € 133 | € 132 | € 148 | € 153 |
| 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 € 9 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
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- St Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Vacation rentals
- Four Corners Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Luxury rentals Clearwater
- Rentals with a hot tub Clearwater
- Villa rentals Clearwater
- Resort rentals Clearwater
- Mansion rentals Clearwater
- Rentals with outdoor seating Clearwater
- Rentals with an accessible height toilet Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Rentals with lake access Clearwater
- Townhouse rentals Clearwater
- Beachfront rentals Clearwater
- Boutique hotels Clearwater
- Beach house rentals Clearwater
- Rentals with a fireplace Clearwater
- Bungalow rentals Clearwater
- Rentals with a kayak Clearwater
- Family-friendly rentals Clearwater
- Pet-friendly rentals Clearwater
- Rentals with a sauna Clearwater
- Hotel rooms Clearwater
- Rentals with a washer and dryer Clearwater
- Private suite rentals Clearwater
- Beach condo rentals Clearwater
- Cottage rentals Clearwater
- Rentals with a patio Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Smoking-friendly rentals Clearwater
- Guesthouse rentals Clearwater
- House rentals Clearwater
- Rentals with beach access Clearwater
- Aparthotel rentals Clearwater
- Condo rentals Clearwater
- Fitness-friendly rentals Clearwater
- Apartment rentals Clearwater
- Waterfront rentals Clearwater
- Serviced apartment rentals Clearwater
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Busch Gardens
- Splash Harbour Water Park
- Adventure Island
- The Don CeSar
- Things to do Clearwater
- Art and culture Clearwater
- Sightseeing Clearwater
- Tours Clearwater
- Nature and outdoors Clearwater
- Things to do Pinellas County
- Sports activities Pinellas County
- Sightseeing Pinellas County
- Art and culture Pinellas County
- Food and drink Pinellas County
- Nature and outdoors Pinellas County
- Tours Pinellas County
- Things to do Florida
- Wellness Florida
- Nature and outdoors Florida
- Entertainment Florida
- Sports activities Florida
- Food and drink Florida
- Sightseeing Florida
- Art and culture Florida
- Tours Florida
- Things to do United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Entertainment United States
- Wellness United States
- Sports activities United States
- Sightseeing United States
- Nature and outdoors United States






