
Holiday rentals with a pool in Clearwater
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Clearwater

Total holiday rentals
Explore 2,020 holiday rentals in Clearwater

Nightly prices starting at
Clearwater holiday rentals start at €9 per night before taxes and fees

Verified guest reviews
Over 72,900 verified reviews to help you choose

Family-friendly holiday rentals
1,090 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 580 rentals that welcome pets

Rentals with dedicated workspaces
1,100 properties have a dedicated workspace

Wifi availability
1,950 of Clearwater holiday 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
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

Relax in private Heated pool Family-Friendly comfo
🌴 Outdoor Paradise Your private backyard is the star of the show. A 10,000-gallon PebbleTec heated pool (up to 8 ft deep) anchors a resort-style outdoor space designed for pure Florida living — complete with a cantina bar for poolside drinks, teak lounge seating, chaise chairs, resort umbrellas, and lush landscaping that gives you the perfect balance of sun and shade. Fire up the Weber propane grill and let the evening take care of itself. 🍳 Fully Equipped Kitchen Cook like you mean it or kee

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6
🌴 Your Clearwater Beach Escape Starts Here Wake up to peaceful water views, sip coffee on your private patio, and end your day watching the sunset just minutes away on the beach. This spacious 2BR/2BA condo perfect for families, couples, or small groups looking for a relaxing getaway.Quiet location while still being close to everything Waterfront patio with serene views (yes, dolphins are often spotted 🐬) Walk to Clearwater Beach, restaurants, and shops Pool for relaxing after the beach

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.

NEW - Paradise At Clearwater - Fabulous Vacation
Fresh and Clean, this corner ground floor unit offers you privacy with all the amenities. Secured High Speed WIFI and landline phone in the unit. Ceramic tile throughout. Fully equipped kitchen and dining room. One bedroom with king bed and a living room with queen sleeper sofa. Towels, beach towels, beach chairs, beach umbrella, coolers, all the amenities at a reasonable price. This beautiful condo is located in a resort style complex with heated pool, clubhouse, and 24 hr fitness center.

Amazing views on beachfront
This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

Tiny Oasis | Pool | Stocked Stay Near Indian Rocks
Welcome to The Tiny Oasis! A cozy boutique style retreat in Largo, FL, near Indian Rocks and Clearwater Beach that’s packed with luxury. Lounge by the plunge pool, fire up the Blackstone or enjoy an outdoor movie night. Unique touches and a 5-star experience prove that small spaces make big memories! Tap ‘Show More’ below! What’s There To Look Forward to? 👙Plunge Pool 🚿Outdoor Shower 🔴 Corn Hole ⛱️ Beach Gear 🍔Grill 🅿️ Private Parking 🍳Cook at Home 🧺 Your own private Washer/Dryer

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

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.

Family/Group Getaway w/ Pool Near Clearwater Beach
🏖️ Private pool + 4BR | 9 mins to Clearwater Beach Bring the whole group to this spacious 4-bedroom home designed for relaxing and entertaining. Enjoy a private pool, oversized backyard, and plenty of room for families and friends to spread out. ✔ Sleeps large groups comfortably ✔ Private pool + outdoor space ✔ Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractions—your ideal home base for a fun, easy Gulf Coast getaway.

Mermaid cottage
Cute little private vacation rental cottage poolside with a pond out front, great kitchen, plenty of space to kick back and relax, private front porch with a table and two chairs. This unit is pet friendly, we allow one dog. Wether your dog is or is not a service dog we have the following guidelines: no excessive parking clean up after your pet any physicial damage caused by the pet will be subject to reimbursement through Airbnb resolution ventre or AirCover.

CWB Retreats at Baymont Lofts - Loft A
Loft A at Baymont is one block from the Sand Pearl entrance to the beach. Walk down the stairs from the spacious 2 bedroom loft, with private patio, and enjoy the local restaurants and convenient shops. Additionally, there is a queen sleeper sofa in living room. Washer and dryer in the unit is a huge perk. Full kitchen. One free, dedicated parking space per unit. 57 Baymont Street to map. New pool available at 617 Bay Esplanade you can walk to.
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

Heated Pool and Spa | 5 min to beach

The Palm House | Free Heated Pool!

800 Ocean Club | Heated Pool, Theater, Basketball

Marie's Oasis‐4 min walk to sandy white beaches!

Stunning views! Spot dolphins from the pool!

Best Celebration - Heated Pool - Hot Tub - Arcade

Walk to BayCare Ballpark! Pool, Hot Tub, Pets OK

Coastal 3BR Oasis | FREE Heated Pool & Fire Pit
Apartment rentals with a pool

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

Newly Reno Luxury Condo 30 Steps to Paradise

Lovely Condo minutes from beach & King bed

Condo Conveniently located to Clearwater Beach

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Spectacular beach to bay views from this resort.

Five Star Beachfront Condo Newly Renovated

Sandy Feet Retreat
Other holiday rentals with a pool

IRB Harbor House Semiprivate Waterfront Pool Villa

Poolside Tiny Home in Downtown Dunedin | Sandy

Fantastic Condo at Avalon - Fully Renovated

Two Bedroom Deluxe, Clearwater A406

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

Avalon Sun-kissed Boutique: Luxury-free parking

Waterfront with Dock, Heated Pool, Kayaks, Games

GulfPort Paradise, Bali-like Oasis with Pool
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €156 | €200 | €242 | €187 | €157 | €160 | €166 | €144 | €135 | €134 | €150 | €155 |
| 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 |
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