
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.

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, 3m 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.

Private Suite, 1 bedroom, 1 bathroom, pool, patio
Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Home away from home
Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

Private Pool, Jacuzzi, Walk to Beach.
This Guest Suite is a large Studio Apt(360 sq ft) attached to our home. It has a private entrance, a large bath, large bedroom with pool view and private deck. Also includes a kitchenette with full size fridge, toaster, coffee maker and microwave. No Stove. Complimentary breakfast snacks including Coffee, tea and biscuits. Relax on the deck and watch the birds on the bird feeder or grab our bikes, beach chairs and head to the beach. Grill available. Please read house rules before booking.

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.

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

Tootsie’s Beachside Retreat
LUXURY SALTWATER HEATED POOL HOME! JUST 1.5 MILES TO BEAUTIFUL REDINGTON BEACH. AMAZING REMODELED HOME WITH HIGH END FINISHES LOCATED ON 1/2 ACRE LOT. BRAND NEW CUSTOM POOL WITH PEBBLETECH FINISH AND BAJA SHELF. BEAUTIFUL WHITE SAND BEACHES ONLY 1.5 MILE RIDE! 5 MIN. FROM: 3 COFFEE SHOPS,OUTSIDE MALL WITH SHOPPING, RESTAURANTS AND MOVIES. HOUSE IS ON RARE 1/2 ACRE PROPERTY IN UPSCALE NEIGHBORHOOD. RENOVATED WITH HIGH END FURNITURE AND FIXTURES, SAMSUNG 4K LED T.V.’S IN EVERY ROOM.

Beachfront Condo Resort on Treasure Island
Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

Newly Reno Luxury Condo 30 Steps to Paradise
Welcome to our serene top-floor beach condo. This is a two-bedroom, two-bathroom condo in the heart of Clearwater Beach. This ocean-side condo is steps from the country's #1-rated beach and less than a five-minute walk from top restaurants and shopping. Clearwater Beach is renowned for its award-winning beaches, incredible restaurants, and lively nightlife. We have made every effort to make this condo a home away from home! We hope you enjoy our piece of paradise.

Very cozy quality condo close to Clearwater Beach
Modern and very cozy one-bedroom condo, clean, quiet, and comfortable. Convenient big kitchen space and bathroom. King bed in master. Sleeping sofa in the living room. All appliances, kitchen pots, and all you need to make yourself home. TV in the living room and Master. Full cable. Fast WiFi. Roku. Beach towels, umbrella, chairs, cooler. 10 min from Clearwater Beach. 20 min from the airport. I put a lot of <3 INTO! You will feel at home in my place!:)

Cozy Retreat, private unit, NO PETS
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. Walk-in distance to Publix grocery store and nearby restaurants. Location is central with short distance to nearby beaches, attractions and other nearby towns. Great access from Tampa Airport 20 minutes and 1.5/hours drive from Orlando airport and Disney World This location is loved by “snowbirds”
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

Cozy Stylish Home w/ Heated Pool & Big Parking

3BR/2BA New furnishings, open layout, WiFi & pool

Palm Oasis | Heated Pool | Near Beaches

Heated Pool, Golf, FUN! Clearwater Game Villa

Heated Pool | 2BD 2BA | Home near Beaches

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

Palm Paradise - Family Amenities+Central Location

Modern Paradise home near Clearwater Dunedin Beach
Condo rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay

Lux Condo w/ 2 balconies, Ocean & Marina views

2 King Suites | Stunning Views | Walk Everywhere!

The Avalon - 1/1 LUXE CORNER CONDO/King size bed/

Beachfront Condo with Centerline Sunsets

Amazing views on beachfront

The Seascape Premier Beachfront Cottage-Gulf View

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

Updated Pool Home 10 min from Clearwater Beach

Avalon. Clearwater. Cozy condo. Pool view.

Awesome Condo in Clearwater, FL

Magnolia Pool House W/ Luxury Golf Cart

Happy Clearwater Condo in The Avalon/King bed/gym

Avalon Sunshine: Summer Special + Free Parking

Clearwater Condo Awaiting Your Stay - King Bed

Paradise Point Home in Clearwater-5 miles to beach
Quick stats about vacation rentals with a pool in Clearwater
Total vacation rentals
Explore 1,900 vacation rentals in Clearwater
Nightly prices starting at
Clearwater vacation rentals start at € 9 per night before taxes and fees
Verified guest reviews
Over 66,050 verified reviews to help you choose
Family-friendly vacation rentals
1,070 properties offer extra space & kid-friendly amenities
Pet-friendly vacation rentals
Find 490 rentals that welcome pets
Rentals with dedicated workspaces
1,060 properties have a dedicated workspace
Wi-Fi availability
1,880 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
- Miami Vacation rentals
- Central Florida Vacation rentals
- Orlando Vacation rentals
- Saint Johns River Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Fort Lauderdale Vacation rentals
- Destin Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Panama City Beach Vacation rentals
- Boutique hotel rentals Clearwater
- Townhouse rentals Clearwater
- Villa rentals Clearwater
- Rentals with beach access Clearwater
- Hotel rentals Clearwater
- Condo rentals Clearwater
- Bungalow rentals Clearwater
- Aparthotel rentals Clearwater
- Waterfront rentals Clearwater
- Guesthouse rentals Clearwater
- Luxury rentals Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Rentals with an accessible height toilet Clearwater
- Rentals with outdoor seating Clearwater
- Rentals with lake access Clearwater
- Apartment rentals Clearwater
- House rentals Clearwater
- Rentals with a patio Clearwater
- Fitness-friendly rentals Clearwater
- Serviced apartment rentals Clearwater
- Rentals with a sauna Clearwater
- Beachfront rentals Clearwater
- Cottage rentals Clearwater
- Beach condo rentals Clearwater
- Mansion rentals Clearwater
- Smoking-friendly rentals Clearwater
- Family-friendly rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Rentals with a hot tub Clearwater
- Beach house rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Rentals with a fireplace Clearwater
- Rentals with a kayak Clearwater
- Pet-friendly rentals Clearwater
- Private suite rentals Clearwater
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park
- Honeymoon Island Beach
- Tampa Palms Golf & Country Club
- North Beach At Fort DeSoto Park
- Fort De Soto Park
- Things to do Clearwater
- Sightseeing Clearwater
- Art and culture Clearwater
- Nature and outdoors Clearwater
- Tours Clearwater
- Things to do Pinellas County
- Tours Pinellas County
- Sightseeing Pinellas County
- Nature and outdoors Pinellas County
- Sports activities Pinellas County
- Art and culture Pinellas County
- Things to do Florida
- Sightseeing Florida
- Wellness Florida
- Tours Florida
- Art and culture Florida
- Nature and outdoors Florida
- Entertainment Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Sightseeing United States
- Entertainment United States
- Wellness United States
- Tours United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States