
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.

Steps 2 beach! Beachy and Luxurious! Easy Living!
Easy Living is a beachy newly renovated condo with 2 bedrooms & 2 full bathrooms, nestled between the intercoastal water and the magnificent Clearwater beach! Located a very short walk to the beach (less than 2 blocks) and across the street from a park. The Clearwater Beach Rec Pool is another short two minute walk from the condo! The condominium is quiet area yet, it is within walking distance to practically everything in town, including the beach, many restaurants, bars, Pier 60, & the marina!

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, 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.

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!

La Casita, 1 of 4 rentals on-site. Heated Pool!
This beautiful oasis is close to everything; Clearwater Beach is a 15 minute drive and ranked one of the world’s top 15 white sand beaches, Sand Key, and Honeymoon Island, these beaches are just a 15-20 minute drive and we have the beach gear you need. Enjoy the peaceful patio, a dip in the heated pool, soak in the hot tub, or cool off in the AC of our recently updated suite. Also Clearwater Country Club is in walking distance should you want to play some golf while here in sunny FL!

Waterfront Modern Chic #1 Clearwater Beach
This prime location is on the bay just steps away from the beach and the main strip offering a complete home experience. This spacious apartment is equipped with a full kitchen, washer/dryer, two full bathrooms, a large family room, dining area, access to the pool and two assigned parking spaces. A split floor plan ensures privacy, accommodating guests on either side of the apartment. The private patio overlooks the bay, offering stunning views of the sunrise and the occasional dolphin.

Luxury Beach Bungalow | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes IRB! Welcome to Mango, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem radiating a whimsical, small-town charm that evokes nostalgic memories of carefree childhood summers by the shore. Just ✌🏽 blocks away, the Gulf of Mexico beckons, offering pristine fluffy sand and unforgettable sunsets. As the sister cottage of Coco, Mango invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect beach getaway awaits!

Gulf-View 2BR/2BA Beach Condo!
This Indian Rocks Beach Gulf Front Hamilton House building is located directly on unique Clearwater- St.Pete white sand beach with private beach access and heated pool, washer and drier in the unit. Our 3rd floor 1100 sq. feet 2 bedroom condo #207 offers a spacious balcony bordered with palm trees with northerly nice side view of the Gulf of Mexico and white sand beach that goes on for miles. Two assigned parking spaces (one under the building and second uncovered).

The Tropical Oasis, w/ Solar Heated Pool and Games
Welcome to your private, tropical escape! Unwind by the solar-heated pool in a screened, mosquito-free lanai. FUN & GAMES: Enjoy Billiards (Pool Table) 🎱, Foosball, Cornhole, board games, and 3 Smart TVs 📺. PRIME LOCATION: Only 5 min 🚗 to Indian Rocks & Bellaire Beach, FL Botanical Garden, and dining. Essentials: 🌞 Heated Swimming Pool (Private!) 🎮 Billiard Table / Foosball Table / Cornhole / Boardgames and more! 🛏️ 4 Queen/Full Beds 🧺 Beach Amenities

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.

SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

Pet-friendly Beach Home with Heated Pool & Spa

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

Coastal Escape w/ Pool & Game Room

Largo Poolside Paradise Heated Pool 10Min To Beach

3 BR/2B pool home WiFI and Brand new furnishings

The Oasis | Heated Pool - Arcades - Mini Golf

Luxury Oasis • Heated Salt Pool • Near Beaches

Downtown Tampa Pool House! Walk to Armature Works!
Condo rentals with a pool

Modern and Cozy Condo 6 Minutes from the Beach !

Boho Beach Condo

Sea La Vie- Studio by the bay!

Waterfront Condo With Pool and Multiple Views!

2 King Suites • Waterfront • Walk to Beach

POOL VIEW IN A MODERN CONDO - Feel at Home

Spectacular beach to bay views from this resort.

Royal Orleans at Redington Beach ( Studio 203 )
Other vacation rentals with a pool

Beachfront Oasis / Pool, Beach Access & Ocean View

The Poolside Escape

Sunset Bungalows Lil Green: Heated Pool, Beach, DT

Avalon. Clearwater. Cozy condo. Pool view.

Luxury Clearwater Home • Heated Pool + Near Beach

Relax on Waterfront Balcony! Heated Pool, Resort!

Hannah’s beachside resort Saltwater Heated Pool

Pool Spa Eden | 12 Min to Beach | Private Yard
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 CAD | $320 CAD | $359 CAD | $296 CAD | $249 CAD | $253 CAD | $263 CAD | $228 CAD | $214 CAD | $227 CAD | $249 CAD | $260 CAD |
| 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 $14 CAD 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 and kid-friendly amenities

Pet-friendly vacation rentals
Find 540 rentals that welcome pets

Rentals with dedicated workspaces
1,110 properties have a dedicated workspace

Wifi availability
1,960 of Clearwater vacation rentals include wifi 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
- Aparthotel rentals Clearwater
- Rentals with outdoor seating Clearwater
- Boutique hotels Clearwater
- Villa rentals Clearwater
- Family-friendly rentals Clearwater
- Condo rentals Clearwater
- Rentals with an accessible height bed Clearwater
- Rentals with an EV charger Clearwater
- Hotel rooms Clearwater
- Beachfront rentals Clearwater
- Smoking-friendly rentals Clearwater
- Rentals with a washer and dryer Clearwater
- Rentals with a hot tub Clearwater
- Townhouse rentals Clearwater
- Waterfront rentals Clearwater
- Rentals with a sauna Clearwater
- Apartment rentals Clearwater
- Mansion rentals Clearwater
- Cottage rentals Clearwater
- Luxury rentals Clearwater
- Beach condo rentals Clearwater
- Guesthouse rentals Clearwater
- Pet-friendly rentals Clearwater
- House rentals Clearwater
- Private suite rentals Clearwater
- Beach house rentals Clearwater
- Rentals with breakfast Clearwater
- Rentals with a firepit Clearwater
- Rentals with an accessible height toilet Clearwater
- Serviced apartment rentals Clearwater
- Bungalow rentals Clearwater
- Rentals with a kayak Clearwater
- Rentals with a fireplace Clearwater
- Rentals with a patio Clearwater
- Fitness-friendly rentals Clearwater
- Rentals with lake access Clearwater
- Rentals with beach access Clearwater
- Rentals with pools Pinellas County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Busch Gardens Tampa Bay
- Raymond James Stadium
- John's Pass
- Dunedin Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Cortez Beach
- Amalie Arena
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- Gulfport Beach Recreation Area
- Adventure Island
- St Pete Beach
- Busch Gardens
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- The Don CeSar
- Things to do Clearwater
- Nature and outdoors Clearwater
- Tours Clearwater
- Sightseeing Clearwater
- Art and culture Clearwater
- Things to do Pinellas County
- Sightseeing Pinellas County
- Nature and outdoors Pinellas County
- Art and culture Pinellas County
- Tours Pinellas County
- Sports activities Pinellas County
- Things to do Florida
- Nature and outdoors Florida
- Food and drink Florida
- Sports activities Florida
- Wellness Florida
- Tours Florida
- Entertainment Florida
- Art and culture Florida
- Sightseeing Florida
- Things to do United States
- Nature and outdoors United States
- Sightseeing United States
- Food and drink United States
- Art and culture United States
- Entertainment United States
- Sports activities United States
- Tours United States
- Wellness United States






