
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.

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

Beachfront in exclusive resort
This upper floor, 3-bedroom modern chic condo hotel suite offers sweeping views of the Gulf of Mexico from private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the shrimp trawlers making their way out to sea. Enjoy a cocktail while watching the sunset over the open water of the Gulf of Mexico. This suite can sleep 8, with King or Queen-size beds in each of the three bedrooms, a comfortable full-sized sofa bed in the living room & 3-1/2 bathrooms.

Heated Pool and SPA! Pergola w/swings,Palm Trees
Welcome to our stunningly luxurious relaxing pool home! Our high ceilings, open kitchen, private pool, grill and more will help make for an exceptional comfortable stay for your Clearwater Beach getaway. Conveniently located 11mins from Clearwater Beach. What You'll Love: -Heated spa and pool (multi-color) -Pergola with swings -Installed Water Softener -MUST in FL -Eye catching living room with games and TV -220+ mbps WIFI -Open kitchen with beautiful floating shelves -Beach supplies

Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Beach Haven in South Clearwater Beach
This unique two-story vacation rental with a loft is perfect for a large family or two. It has large panoramic windows with incredible views of the harbor from every bedroom and living space. The Dockside Condos are centrally located in South Clearwater Beach close to all the action of Shephard's nightclub, restaurants, sports bars, miniature golf and more, as well as being only two blocks to the beach. Come and enjoy this condo just one block from the white sands of Clearwater Beach.

Private Pool Home Near Clearwater & Tampa
Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.

Amazing main floor condo at Avalon
This one bdr newly renovated is located in Avalon at Clearwater Condo Complex, accommodating up to 3 guests (1 queen size bed + 1 foldable twin size ottoman). All furnishings are new including the patio set for the covered terrace. "In unit" washer and dryer facility. The unit is on the main floor and has everything you need: linen, pillows and covers, bath towels, iron and iron board, hair dryer, coffee maker, blender, dishes and cutlery, pots and pans, beach chairs and cooler.

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

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.

Artsy oasis in Clearwater
*Newly updated* (pics to come). Centrally-located Clearwater house is just a short drive to beaches, airports, Dunedin, and downtown Tampa. This single-family home has a private in-ground pool, screened in porch, pergola, fire table, outdoor shower, and a variety of flowering plants. There are 2 bedrooms and a bonus room. There is a queen bed in each bedroom, bunkbeds in the bonus room, and a queen sofa bed in the common area. Pet and family friendly.
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

The Palm House | Free Heated Pool!

Cozy Stylish Home w/ Heated Pool & Big Parking

Sleeps 9 | Pool + Game Room Near Beach

Waterfront Townhome w/Game Room & Boat Slip! Walk

Star House! Heated&Salt pool/ Clearwater Beach

4BR Family Home • Heated Pool •Game Room

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

Oceanfront View, Spacious Townhouse, Heated Pool

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

Relax in a Newly Renovated Beach Front Paradise

Seaside Paradise at Clearwater - Resort Style

Lovely-2 bedroom condo with 2 pools, Madeira beach

Clearwater Beach condo

Captain's Cove Waterside Condo 103 We are open!

Sandy Feet Retreat
Other vacation rentals with a pool

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

Avalon Blue Seashell: 2BDR / 2BATH + Free Parking

Sunny Groove Oasis: Heated Pool, Playset @Clearwat

5BR Pool Villa | Game Room | Near Clearwater Beach

Coconut cabana renovated Sept 25

Luxury Tiny Home 2 Bed 1 Bath Unit A "Sunny"

Heated Pool • Game Room • Close to Beach

Freshly remodeled one-bedroom Clearwater beach
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,758 GYD | G$48,128 GYD | G$53,987 GYD | G$44,571 GYD | G$37,456 GYD | G$38,084 GYD | G$39,549 GYD | G$34,317 GYD | G$32,225 GYD | G$32,016 GYD | G$35,782 GYD | G$37,038 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 |
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 G$2,093 GYD 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
- Family-friendly rentals Clearwater
- Hotel rooms Clearwater
- Luxury rentals Clearwater
- Smoking-friendly rentals Clearwater
- Waterfront rentals Clearwater
- Mansion rentals Clearwater
- Rentals with lake access Clearwater
- Private suite rentals Clearwater
- Cottage rentals Clearwater
- Beachfront rentals Clearwater
- Apartment rentals Clearwater
- Resort rentals Clearwater
- Condo rentals Clearwater
- Beach condo rentals Clearwater
- Rentals with an accessible height toilet Clearwater
- Boutique hotels Clearwater
- Pet-friendly rentals Clearwater
- Townhouse rentals Clearwater
- House rentals Clearwater
- Guesthouse rentals Clearwater
- Rentals with a sauna Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Beach house rentals Clearwater
- Aparthotel rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Bungalow rentals Clearwater
- Fitness-friendly rentals Clearwater
- Rentals with a hot tub Clearwater
- Rentals with a patio Clearwater
- Rentals with beach access Clearwater
- Serviced apartment rentals Clearwater
- Rentals with a fireplace Clearwater
- Rentals with outdoor seating Clearwater
- Rentals with a kayak Clearwater
- Villa 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
- Lakewood National Golf Club
- Things to do Clearwater
- Nature and outdoors Clearwater
- Tours Clearwater
- Sightseeing Clearwater
- Art and culture Clearwater
- Things to do Pinellas County
- Art and culture Pinellas County
- Nature and outdoors Pinellas County
- Sports activities Pinellas County
- Food and drink Pinellas County
- Tours Pinellas County
- Sightseeing Pinellas County
- Things to do Florida
- Art and culture Florida
- Entertainment Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Wellness Florida
- Sports activities Florida
- Tours Florida
- Food and drink Florida
- Things to do United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Food and drink United States
- Wellness United States
- Nature and outdoors United States
- Entertainment United States
- Tours United States






