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

Total holiday rentals
Explore 1,140 holiday rentals in Clearwater Beach

Nightly prices starting at
Clearwater Beach holiday rentals start at $84 NZD per night before taxes and fees

Verified guest reviews
Over 46,050 verified reviews to help you choose

Family-friendly holiday rentals
530 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 250 rentals that welcome pets

Rentals with dedicated workspaces
570 properties have a dedicated workspace

Wi-Fi availability
1,110 of Clearwater Beach holiday rentals include Wi-Fi access

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

4.8 Average rating
Clearwater Beach stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated rentals with a pool in Clearwater Beach
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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

Neptune's Nest | Amazing Htd Pool | Steps to Beach
An original early 1900 Indian Rocks Beach bungalow, updated with all the comforts of home. Grill on your private patio or relax in the pool area in our tropically landscaped grounds. Cross Gulf Boulevard to 8th Ave beach access to the beautiful turquoise waters and white sandy beaches of the Gulf of Mexico. Enjoy swimming, shelling and fishing as you live the island life. Splash Harbour water park, shops and restaurants are within walking distance. Come for an unforgettable stay! City tax#1479

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool

Five Star Beachfront Condo Newly Renovated
A newly transformed beachfront Condo offers five-star accommodations in sleepy Indian Shores, Florida. This is the second renovated unit by a Superhost/owner. This unit is only feet from the beautiful white sand & crystal clear water. The sunsets are epic from the balcony. Several great restaurants & bars are within walking distance of your front door. Amenities include a fully stocked kitchen, heated pool, SmartTV's, high speed Wi-Fi, reserved parking and only minutes from the Tampa airport.

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 Beach House Steps Away from #1 Beach!
Welcome to The Bombshell Beach House! This 3 story, 3 bedroom luxury water-front townhouse located in Clearwater Beach, FL has been a childhood dream come true for me as a Clearwater native! As avid travelers, my husband and I wanted to create a STAY-CATION spot that mixed in all of the comforts of HOME with all of the luxuries of a 5 star vacation & this beach house is JUST THAT! This listing is brand new and we are expecting dates to book extremely fast! Book now to secure your GETAWAY!

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.

Waterfront 4BR | Walk to Beach | Pool & Spa
This stunning 3 story 4BR/3BA townhome (built in 2017) blends luxury, comfort, & the perfect beach town vibe. 2 blocks from the world famous white sands of Clearwater Beach and directly on the intracoastal waterway, this home offers everything you need for an unforgettable Florida getaway. Pool and hot tub access! Ideal for families, couples, or groups of up to 10 guests looking for a premium vacation experience. Beaches, boating, biking, shops, food, drink & water fun all steps away!

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

Ocean Dreaming: Waterfront Home with Heated Pool,
Waterfront home: pool, dock, golf cart, kayaks, paddle board. This home has a private, zero-entry heated pool and dock (tie up your own boat or daily/weekly rental). 6-seat golf cart, 2-paddle boards, 2-sea kayaks, 6-bicycles and more are included. Two master bedroom suites with water views and soaking tubs plus a third bedroom with custom King Bed and Twin bunk beds. Two living areas are also each furnished with a queen sofa sleeper to accommodate a total of 12 people.

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.

Beach Cottage | Pool | Walk to Dining & Sunset
Welcome to Coco Cottage! Your coastal cottage retreat in Indian Rocks Beach cottage just a 3-minute walk from the Gulf! Spend your mornings on the sand, afternoons lounging in the heated saltwater pool, and evenings strolling to local coffee shops, restaurants & cocktails. Inside, enjoy a king bedroom, thoughtfully stocked kitchen and relaxed coastal style. Beach chairs, wagon, coolers & more are provided—so pack light and settle into the IRB lifestyle.
Popular amenities for Clearwater Beach rentals with a pool
House rentals with a pool

The Jungalow SOHO - Pool/Hot Tub

Clearwater-Pickleball/SltPool/Golf/Theatre/Arcade

Piece of paradise in Indian Rocks Beach.

Heated Pool&Spa • Pergola Swing • Clearwater Beach

Swim-Out Bedrooms, Waterfall pool, Peace Place

Heated Pool Home | Close to Clearwater Beach

Heated Pool and Spa | 5 min to beach

Bayside Retreat your tropical oasis
Condo rentals with a pool

Beach Front at “The Shore”

Beachfront Condo in Exclusive Resort

Steps to Heated Pool • Near Beaches • Gated Condo

Dockside~Waterfront~Walk to Beach~Central Location

Glorious Sunsets - Beachfront 2BR Condo

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Rincón Divino MB 2 Balconies, Ocean & Marina Views

Newly Reno Luxury Condo 30 Steps to Paradise
Other holiday rentals with a pool

Waterfront 2BR Escape Walk to Beach Pool Sleeps 6

Huge Private Balcony, Pool & Hot Tub. Sunsets!

Providence Cove | Heated Salt Pool • Sleeps 12

Honeymoon Luxury Residence with Heated Pool &Sauna

Waterfront Penthouse Rooftop Casita 5-min to Beach

Gorgeous Villa with Heated Pool & Beach Views!

Spacious Family Waterfront Beach Home with Pool

Peacock Pool House + Hot Tub I Clearwater
When is the best time to visit Clearwater Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $338 NZD | $437 NZD | $517 NZD | $432 NZD | $371 NZD | $376 NZD | $351 NZD | $294 NZD | $279 NZD | $276 NZD | $305 NZD | $330 NZD |
| 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 |
Destinations to explore
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- Anna Maria Island
- Weeki Wachee Springs
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Tampa Convention Center
- Hard Rock Casino
- Dunedin Beach
- University of South Florida
- Vinoy Park
- Epperson Lagoon
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre
- Weeki Wachee Springs State Park
- Cortez Beach
- Anna Maria Public Beach
- Img Academy





