
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 R 166 ZAR 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.

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

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

Clearwater Gem! XL-Pool | Courts & More!
Welcome to The Quazzi House, a private ½-acre tropical escape designed for fun, relaxation, and unforgettable memories. This unique 4BR / 3BA home features a 40-ft pool, private hot tub, pickleball & basketball court, and a spacious backyard perfect for families and groups. 📍 15 min to Clearwater Beach 📍 20 min to Tampa 📍 10 min to PIE Airport Ideal for large families or groups looking for an active, resort-style stay in sunny Fl! NO PARTIES — $1,000 fine & cleaning fee strictly enforced!

The Oasis - Arcades - Golf & Games - Firepit
Staying at The Oasis is the perfect blend of vacation and home. Every detail was carefully thought out to provide guests two things: comfort and fun. The ULTIMATE vacation awaits you. Whether a group of friends or your family vacation, this home was designed with relaxation AND fun in mind. Located within walking distance to Largo’s beautiful Central Park and a few miles to the beach, you can spend the day exploring the area or truly relax in the resort style, private backyard. BUT! No parties

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.

Amazing views on beachfront
This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!
If you like pops of color, modern decor a FREE HEATED pool seasonally Oct 15-April 15 (80-85 degrees) HOT TUB , RARE SAUNA, TIKI BAR fire pit and everything new then this house is for you! BRAND NEW HOT TUB installed 4/2025!!! Very Close to shopping and beaches perfect dedicated vacation home! We are family owned and operated and dedicated to you and your vacation experience. Message me if you have any questions! SUPER FAST WIFI 753Mbps - (1 G if you plug into modem) verified by Airbnb

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 beach 🏄♂️ vibes decor 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.

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.

Tropical Paradise
Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

Heated Pool and Spa | 5 min to beach

The Palm House | Free Heated Pool!

Sunrise Harbor in Indian Rocks Beach

Cozy Stylish Home w/ Heated Pool & Big Parking

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Casa Flamingo - Private - Outdoor Bar+TV - Games

WOW! Dunedin Coastal POOL Home-beaches-eateries

Swim-Out Bedrooms, Waterfall pool, Peace Place
Condo rentals with a pool

Oceanfront View, Spacious Townhouse, Heated Pool

Relax in a Newly Renovated Beach Front Paradise

Newly Reno Luxury Condo 30 Steps to Paradise

Modern and Cozy Condo 6 Minutes from the Beach !

Condo Conveniently located to Clearwater Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Beachfront Condo with Centerline Sunsets

Spectacular beach to bay views from this resort.
Other vacation rentals with a pool

Lux Tiny Home | 1 Bed - 1 Bath Unit B "Sandy"

NEW Designer Pool Oasis •10m DT St Pete •15m Beach

The South Wing w/ Saltwater Pool Adult Only

Your Island Escape! • Discounted Summer Rates

Paradise Palms - Private Pool Oasis - St. Pete

Waterfront with Dock, Heated Pool, Kayaks, Games

5BR Pool Villa | Game Room | Near Clearwater Beach

Magnolia Pool House W/ Luxury Golf Cart
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R 2,950 ZAR | R 3,778 ZAR | R 4,557 ZAR | R 3,530 ZAR | R 2,966 ZAR | R 3,016 ZAR | R 3,132 ZAR | R 2,718 ZAR | R 2,552 ZAR | R 2,535 ZAR | R 2,834 ZAR | R 2,933 ZAR |
| 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
- 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
- Destin Vacation rentals
- Resort rentals Clearwater
- Beach condo rentals Clearwater
- Aparthotel rentals Clearwater
- Fitness-friendly rentals Clearwater
- Cottage rentals Clearwater
- Rentals with a hot tub Clearwater
- Beachfront rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Serviced apartment rentals Clearwater
- Family-friendly rentals Clearwater
- Rentals with an accessible height toilet Clearwater
- Luxury rentals Clearwater
- Guesthouse rentals Clearwater
- Bungalow rentals Clearwater
- Rentals with a kayak Clearwater
- Hotel rooms Clearwater
- Rentals with a sauna Clearwater
- Smoking-friendly rentals Clearwater
- Pet-friendly rentals Clearwater
- Rentals with lake access Clearwater
- Condo rentals Clearwater
- Private suite rentals Clearwater
- Waterfront rentals Clearwater
- Rentals with outdoor seating Clearwater
- Rentals with a patio Clearwater
- Rentals with a fireplace Clearwater
- Villa rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Boutique hotels Clearwater
- Mansion rentals Clearwater
- Townhouse rentals Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Beach house rentals Clearwater
- Apartment rentals Clearwater
- Rentals with beach access Clearwater
- House 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
- Anna Maria Island Beach
- Weeki Wachee Springs
- Bean Point Beach
- Coquina Beach
- Lido Key Beach
- Amalie Arena
- Vinoy Park
- Tampa Convention Center
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Hard Rock Casino
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- River Strand Golf and Country Club
- University of South Florida
- Busch Gardens
- ZooTampa at Lowry Park
- Things to do Clearwater
- Art and culture Clearwater
- Sightseeing Clearwater
- Nature and outdoors Clearwater
- Tours Clearwater
- Things to do Pinellas County
- Sports activities Pinellas County
- Art and culture Pinellas County
- Nature and outdoors Pinellas County
- Sightseeing Pinellas County
- Food and drink Pinellas County
- Tours Pinellas County
- Things to do Florida
- Nature and outdoors Florida
- Sports activities Florida
- Entertainment Florida
- Food and drink Florida
- Tours Florida
- Art and culture Florida
- Wellness Florida
- Sightseeing Florida
- Things to do United States
- Tours United States
- Entertainment United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States
- Art and culture United States
- Sightseeing United States
- Food and drink United States







