
Vacation rentals with a pool in Clearwater Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Clearwater Beach
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

Waterfront Townhome w/Game Room & Boat Slip! Walk
PLEASE ASK ABOUT OUR OTHER 2 WATERFRONT PROPERTIES ON CLEARWATER BEACH IF YOUR DATES ARE NOT AVIALABLE!! Welcome to Brightwater Blue, our newer vacation Town Home in Clearwater Beach! 3 floors of fun, elegance & relaxation await you. Custom interior decorated with Restoration Hardware & other high end furnishings. Located on Clearwater Bay & within easy walking distance to Clearwater Beach, Beach Walk, restaurants, shopping & everything Clearwater Beach has to offer! Why book 3 hotel rooms when

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.

Spectacular beach to bay views from this resort.
Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Upgraded 3 Bed, 3 Bath Corner Water Front Condo!
Stylish & Sunny Corner Unit On Dolphin Faved Inlet Across The Street From Florida's #1 Beach. This all-inclusive unit allows you to walk everywhere and enjoy all Clearwater Beach has to offer from sand & sun to restaurants & shopping. Updated & upgraded 3 bedroom, all with connected bathrooms offers amazing space, a chef's kitchen as well as bright & beautiful dining & living rooms. Private balcony to relax & watch the sunset. Beach concessions include sea kayaks, jet ski's, boating & more.

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 Cottage | Walk to Dining & Sunset
Escape to paradise at Sunshine Escapes IRB! Welcome to Coco, nestled in the heart of Indian Rocks Beach. IRB is a hidden gem that radiates a whimsical, small-town charm, evoking nostalgic memories of carefree childhood summers by the shore—the Gulf of Mexico beckons just two blocks away, offering pristine, fluffy sands and unforgettable sunsets. As the sister cottage of Mango, Coco invites you to immerse yourself in the laid-back beachy vibes of IRB. Your perfect 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).

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.

Ocean Breeze • Easy - Heated Pool Access
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

Bright and Spacious 1Bed/1Bath condo.
Enjoy your getaway in this relaxing, clean, bright, and cozy 1 bedroom/1 bath condo on the 1st floor of a gated community, fully equipped for your stay including beach chairs, umbrella and a cooler. You will have a private entrance to the condo, free parking, a heated pool open all year, a clubhouse with a basic gym. We are conveniently located 15 minutes away from Clearwater Beach and an easy 30-minute drive to Tampa International Airport.
Popular amenities for Clearwater Beach rentals with a pool
House rentals with a pool

Pretty-n-PINK Mid Century Modern Home *

Modern Pet-Friendly Beach House w/ Heated Pool & S

The Palm Haus • Heated Pool • Near Beach • Games

Sunshine, Beaches & Refreshing Pool/Screen Patio

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

Belleair Beach Oasis w/ Heated Pool - 3mi to Beach

Palm Paradise - Family Amenities+Central Location

Luxury Oasis • Heated Salt Pool • Near Beaches
Condo rentals with a pool

Beach Across the St | No Stairs |Parking in Front!

Waterside Studio in the heart of TI, walk to beach

850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo

Beachfront Condo with Centerline Sunsets

POOL VIEW IN A MODERN CONDO - Feel at Home

~Shore Thing~ Coastal Exquisite Waterfront Condo

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

Sandy Feet Retreat
Other vacation rentals with a pool

Luxury Tiny Home 1 Bed - 1 Bath Unit B "Sandy"

Luxury Poolside Paradise

Luxurious King Bed! Steps to beach, town & park!

Belleair Beach 215 Beachfront Gem Steps from Sand

Condo Conveniently located to Clearwater Beach

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Clearwater Mediterranean Retreat • Pool & Fire Pit

The Breezeway #1 only a 2 min walk to the Beach!
When is the best time to visit Clearwater Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 CAD | $360 CAD | $435 CAD | $335 CAD | $269 CAD | $283 CAD | $287 CAD | $241 CAD | $228 CAD | $226 CAD | $249 CAD | $269 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 Beach

Total vacation rentals
Explore 1,070 vacation rentals in Clearwater Beach

Nightly prices starting at
Clearwater Beach vacation rentals start at $68 CAD per night before taxes and fees

Verified guest reviews
Over 40,930 verified reviews to help you choose

Family-friendly vacation rentals
560 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 250 rentals that welcome pets

Rentals with dedicated workspaces
580 properties have a dedicated workspace

Wifi availability
1,070 of Clearwater Beach vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Clearwater Beach rentals

4.7 Average rating
Clearwater Beach stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
- Apartment rentals Clearwater Beach
- Rentals with an accessible height toilet Clearwater Beach
- Cottage rentals Clearwater Beach
- Beach condo rentals Clearwater Beach
- Rentals with an accessible height bed Clearwater Beach
- Beachfront rentals Clearwater Beach
- Rentals with breakfast Clearwater Beach
- Villa rentals Clearwater Beach
- Boutique hotels Clearwater Beach
- Family-friendly rentals Clearwater Beach
- Luxury rentals Clearwater Beach
- House rentals Clearwater Beach
- Rentals with a hot tub Clearwater Beach
- Beach house rentals Clearwater Beach
- Rentals with a kayak Clearwater Beach
- Rentals with a patio Clearwater Beach
- Rentals with outdoor seating Clearwater Beach
- Pet-friendly rentals Clearwater Beach
- Rentals with a sauna Clearwater Beach
- Rentals with beach access Clearwater Beach
- Rentals with lake access Clearwater Beach
- Fitness-friendly rentals Clearwater Beach
- Hotel rooms Clearwater Beach
- Rentals with a firepit Clearwater Beach
- Bungalow rentals Clearwater Beach
- Rentals with an EV charger Clearwater Beach
- Townhouse rentals Clearwater Beach
- Rentals with a fireplace Clearwater Beach
- Rentals with a washer and dryer Clearwater Beach
- Condo rentals Clearwater Beach
- Waterfront rentals Clearwater Beach
- Aparthotel rentals Clearwater Beach
- Rentals with pools 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
- Dunedin Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- The Don CeSar
- Gulfport Beach Recreation Area




