
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.

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach
Welcome to BELLEAIR BEACH OASIS! This luxuriously updated 2BR/1BA POOL HOME is minutes away from beaches and golf courses! Walking distance to Belleair grocery, coffee shops, restaurants and more. Enjoy the private and fully fenced resort-style outdoor living featuring: inground pool, modern pergola w/lounge chairs, grill, covered dining and relaxing hammock! You’ll love this quiet Belleair Bluffs neighborhood offering easy commute to St. Pete Clearwater and Tampa Airports, local hospitals, etc.

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

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 w/ Sling & Roku. 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

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 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.

"Twilight Sands Stud" Prvt Ent,Pool,Pk,Keyless Ent
Welcome to our cozy guest suite—where comfort is personal over perfect, and full of charm you won’t find at a hotel. Guests love the thoughtful touches, eclectic decor, cloud-like bed, and the irreplaceable feeling of being at home when you’re far from home. Our home uses one central AC unit. Because Florida is warm and humid year-round, we keep the thermostat at 70°F by day and 67°F at night for proper cooling and comfort. If you prefer more warmth, two space heaters are in the suite closet.

For lease, Navidad! Waterfront condo gorgeous view
Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

Cozy condo, main floor, min to beach, heated pool
This amazing condo is a 5-minute drive to the beautiful Clearwater Beach, as well as bars, restaurants, and many other attractions. The unit is situated in a lovely, resort-style gated community that features a clubhouse, heated pool, gym, Wi-Fi, and complimentary parking. This perfect retreat offers full privacy as each room provides separate access to the bathroom. The condo is on the main floor, offering easy access in and out, and includes a laptop-friendly workspace. Just come and relax!

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

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!

Triplex- heated pool, bikes, across st from beach
☀ Easy access to the beach; just walk across the street! ☀ Stylish shared pool with sunshelf and chaise loungers ☀ Triplex with 3 uniquely decorated suites- private interiors, shared exterior ☀ Fire pit with relaxing swivel lounge chairs, bikes ☀ Beach wagons, zero gravity chairs, cooler, ice, umbrellas, towels, speakers ☀ 3 hole glow in the dark putt putt ☀ Amazon Dots with Unlimited Amazon Music ☀ Fenced-in courtyard w/ outdoor seating, umbrellas, and BBQ grills

Beach or Golf Getaway • Heated Pool/Spa • Pets OK
Relax in style at our modern beach home, boasting a spacious layout and easy access to local attractions. Dive into pure Beach Bliss with a heated saltwater pool (Nov 1 - May 1) and a soothing hot tub—your perfect getaway awaits! Nestled in a peaceful, safe and friendly neighborhood near Eagle Park, just minutes from Clearwater and Indian Rocks Beaches, enjoy scenic bike trails and local attractions. Bring your furry friends along for a pet-friendly adventure!

Seasalt Breeze, by the pool, NO hidden fees
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
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

Tootsie’s Beachside Retreat-New Heated Pool

Heated Pool and Spa | 5 min to beach

Beautiful Heated Pool and Hot Tub Oasis*Near Beach

Tropical Oasis Retreat w/ Heated Pool

Largo Poolside Paradise Heated Pool 10Min To Beach

Waterfront Pool Oasis •Kayak, Games & Sunset Views

Palm Paradise - Family Amenities+Central Location

Artsy oasis in Clearwater
Condo rentals with a pool

Lux Condo w/ 2 balconies, Ocean & Marina views

Modern and Cozy Condo 6 Minutes from the Beach !

Heron's Hideaway- Studio by the bay!

POOL VIEW IN A MODERN CONDO - Feel at Home

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

Spectacular beach to bay views from this resort.

Royal Orleans at Redington Beach ( Studio 203 )

Amazing views on beachfront
Other vacation rentals with a pool

The Largo Resort Heated Pool+Spa+ Beach+Arcade

Blue Ocean CLW Condo Newly Renovated, Heated Pool

Pool | Patio | Kitchen | Gym | Self Checkin | WiFi

The Palm Oasis at Clearwater

Luxury Clearwater Home • Heated Pool + Near Beach

Largo Paradise w/ King Bed - Pool - 3.9mi to Beach

Clearwater Condo Awaiting Your Stay - King Bed

NEW Waterfront Oasis with Gameroom
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$39,735 GYD | G$48,101 GYD | G$53,956 GYD | G$44,545 GYD | G$37,435 GYD | G$38,062 GYD | G$39,526 GYD | G$34,298 GYD | G$32,206 GYD | G$34,089 GYD | G$37,435 GYD | G$39,108 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 1,900 vacation rentals in Clearwater

Nightly prices starting at
Clearwater vacation rentals start at G$2,091 GYD 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
- 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
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Key West Vacation rentals
- Rentals with beach access Clearwater
- Rentals with outdoor seating Clearwater
- Private suite rentals Clearwater
- Hotel rooms Clearwater
- Waterfront rentals Clearwater
- Aparthotel rentals Clearwater
- Rentals with a hot tub Clearwater
- Villa rentals Clearwater
- Rentals with lake access Clearwater
- Luxury rentals Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Beachfront rentals Clearwater
- Family-friendly rentals Clearwater
- Pet-friendly rentals Clearwater
- Boutique hotels Clearwater
- Rentals with a fireplace Clearwater
- Serviced apartment rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Condo rentals Clearwater
- Mansion rentals Clearwater
- Rentals with a sauna Clearwater
- Fitness-friendly rentals Clearwater
- Rentals with a kayak Clearwater
- Rentals with a patio Clearwater
- House rentals Clearwater
- Bungalow rentals Clearwater
- Apartment rentals Clearwater
- Smoking-friendly rentals Clearwater
- Guesthouse rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a fire pit Clearwater
- Townhouse rentals Clearwater
- Rentals with an accessible height toilet Clearwater
- Beach condo rentals Clearwater
- Beach house rentals Clearwater
- Cottage rentals Clearwater
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Busch Gardens Tampa Bay
- John's Pass
- Raymond James Stadium
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Cortez Beach
- Lido Key Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Gulfport Beach Recreation Area
- North Beach
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Adventure Island
- Honeymoon Island Beach
- Splash Harbour Water Park
- Busch Gardens
- North Beach At Fort DeSoto Park
- Things to do Clearwater
- Tours Clearwater
- Art and culture Clearwater
- Nature and outdoors Clearwater
- Sightseeing Clearwater
- Things to do Pinellas County
- Nature and outdoors Pinellas County
- Sports activities Pinellas County
- Sightseeing Pinellas County
- Art and culture Pinellas County
- Tours Pinellas County
- Things to do Florida
- Wellness Florida
- Art and culture Florida
- Entertainment Florida
- Tours Florida
- Nature and outdoors Florida
- Sightseeing Florida
- Food and drink Florida
- Sports activities Florida
- Things to do United States
- Tours United States
- Sightseeing United States
- Sports activities United States
- Art and culture United States
- Food and drink United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States






