
Vacation rentals with a pool in Clearwater
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Clearwater

Total vacation rentals
Explore 2,020 vacation rentals in Clearwater

Nightly prices starting at
Clearwater vacation rentals start at G$2,092 GYD per night before taxes and fees

Verified guest reviews
Over 72,900 verified reviews to help you choose

Family-friendly vacation rentals
1,090 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 580 rentals that welcome pets

Rentals with dedicated workspaces
1,100 properties have a dedicated workspace

Wi-Fi availability
1,950 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
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

Relax in private Heated pool Family-Friendly comfo
🌴 Outdoor Paradise Your private backyard is the star of the show. A 10,000-gallon PebbleTec heated pool (up to 8 ft deep) anchors a resort-style outdoor space designed for pure Florida living — complete with a cantina bar for poolside drinks, teak lounge seating, chaise chairs, resort umbrellas, and lush landscaping that gives you the perfect balance of sun and shade. Fire up the Weber propane grill and let the evening take care of itself. 🍳 Fully Equipped Kitchen Cook like you mean it or kee

Heated Pool and Spa | 5 min to beach
Welcome to our home in Largo, Florida. This is a modern and comfortable place with a heated pool and spa, just minutes from Clearwater and Indian Rocks beaches. The kitchen has everything you need, and the living spaces are meant for relaxed stays with family or friends. The house has 3 bedrooms and 2 bathrooms and sleeps up to 6 guests comfortably. Whether you spend the day at the beach or by the pool, you’ll have an easy place to unwind and enjoy your time here. We hope you feel at home.

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6
🌴 Your Clearwater Beach Escape Starts Here Wake up to peaceful water views, sip coffee on your private patio, and end your day watching the sunset just minutes away on the beach. This spacious 2BR/2BA condo perfect for families, couples, or small groups looking for a relaxing getaway.Quiet location while still being close to everything Waterfront patio with serene views (yes, dolphins are often spotted 🐬) Walk to Clearwater Beach, restaurants, and shops Pool for relaxing after the beach

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.

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.

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks
Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home 🏡 w/ heated swimming 🏊♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, St.Pete and Tampa. This cozy open home has a large living room, big kitchen and pool deck patio. All 3 bedrooms have large TV's. The big back patio has a swimming 🏊♀️ pool, TV, fridge and BBQ for cook outs & R&R. Located in a quiet family-friendly neighborhood. Location! 15 min - Clearwater Beach, Dunedin, Safety Harbor 30 min from - St.Pete, TPA Airport, Tampa

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.

CWB Retreats at Baymont Lofts - Loft A
Loft A at Baymont is one block from the Sand Pearl entrance to the beach. Walk down the stairs from the spacious 2 bedroom loft, with private patio, and enjoy the local restaurants and convenient shops. Additionally, there is a queen sleeper sofa in living room. Washer and dryer in the unit is a huge perk. Full kitchen. One free, dedicated parking space per unit. 57 Baymont Street to map. New pool available at 617 Bay Esplanade you can walk to.

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

Sandy Retreat | Spacious Pool Home • Near Beach

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

Marie's Oasis‐4 min walk to sandy white beaches!

Sandy Morning Restored | Pool Spa

Stunning views! Spot dolphins from the pool!

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

Clearwater Gem! XL-Pool | Courts & More!

Coastal 3BR Oasis | FREE Heated Pool & Fire Pit
Condo rentals with a pool

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

Newly Reno Luxury Condo 30 Steps to Paradise

Lovely Condo minutes from beach & King bed

Bright and Spacious 1Bed/1Bath condo.

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Spectacular beach to bay views from this resort.

Amazing views on beachfront

*Shore Thing* Walk to Beach | Intercoastal Views
Other vacation rentals with a pool

Wonderful Condo at Avalon - Fully Renovated

Charming Coastal Retreat with Pool | Skye

Luxury Poolside Paradise

Clearwater Lake House

Two Bedroom Deluxe, Clearwater A406

Waterfront with Dock, Heated Pool, Kayaks, Games

GulfPort Paradise, Bali-like Oasis with Pool

Shore Beats Working - Steps to Beach, Pool
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$37,238 GYD | G$47,698 GYD | G$57,530 GYD | G$44,560 GYD | G$37,447 GYD | G$38,074 GYD | G$39,539 GYD | G$34,309 GYD | G$32,217 GYD | G$32,008 GYD | G$35,773 GYD | G$37,028 GYD |
| 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 |
Destinations to explore
- Miami Vacation rentals
- Four Corners Vacation rentals
- Orlando Vacation rentals
- Kissimmee Vacation rentals
- Miami Beach Vacation rentals
- Panama City Beach Vacation rentals
- Tampa Vacation rentals
- Fort Lauderdale Vacation rentals
- Destin Vacation rentals
- Hollywood Vacation rentals
- Jacksonville Vacation rentals
- St. Augustine Vacation rentals
- Rentals with lake access Clearwater
- Villa rentals Clearwater
- Hotel rooms Clearwater
- Rentals with a hot tub Clearwater
- Aparthotel rentals Clearwater
- Pet-friendly rentals Clearwater
- Rentals with outdoor seating Clearwater
- Private suite rentals Clearwater
- Smoking-friendly rentals Clearwater
- Mansion rentals Clearwater
- Townhouse rentals Clearwater
- Waterfront rentals Clearwater
- Boutique hotels Clearwater
- Beachfront rentals Clearwater
- Luxury rentals Clearwater
- Bungalow rentals Clearwater
- Family-friendly rentals Clearwater
- Resort rentals Clearwater
- Condo rentals Clearwater
- Rentals with a patio Clearwater
- Rentals with a fireplace Clearwater
- Beach house rentals Clearwater
- Guesthouse rentals Clearwater
- Rentals with a kayak Clearwater
- House rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Apartment rentals Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Rentals with a washer and dryer Clearwater
- Rentals with an accessible height toilet Clearwater
- Fitness-friendly rentals Clearwater
- Beach condo rentals Clearwater
- Rentals with a sauna Clearwater
- Serviced apartment rentals Clearwater
- Rentals with beach access Clearwater
- Cottage rentals Clearwater
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Raymond James Stadium
- Weeki Wachee Springs
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- University of South Florida
- Hard Rock Casino
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
- Weeki Wachee Springs State Park
- Epperson Lagoon
- River Strand Golf and Country Club
- MidFlorida Credit Union Amphitheatre
- Jannus Live
- Things to do Clearwater
- Nature and outdoors Clearwater
- Sightseeing Clearwater
- Art and culture Clearwater
- Tours Clearwater
- Things to do Pinellas County
- Sports activities Pinellas County
- Food and drink Pinellas County
- Sightseeing Pinellas County
- Tours Pinellas County
- Nature and outdoors Pinellas County
- Art and culture Pinellas County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Tours Florida
- Entertainment Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Nature and outdoors Florida
- Things to do United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Tours United States
- Nature and outdoors United States







