
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.

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

Spacious Home+Guest House w/Huge Pool/Big parking
Enjoy this tastefully decorated home with a separate guest house, perfect for families or groups. Over 2500 sq ft with a huge backyard and pool, just minutes from beaches, theme parks, restaurants & shops. ⨠Highlights: Main house (3+2) + guest house (1+1) Huge backyard & private pool Family-friendly, perfect for gatherings Close to beaches, Splash Harbor Water Park, restaurants Large parking for 7+ cars/RV Convenient location Book your stay and enjoy comfort, style, and fun in one place! :)

Clearwater Gem! XL-Pool | Pickleball | & More!
Welcome to The Quazzi House, a private ½-acre tropical escape designed for fun, relaxation, and unforgettable memories. This unique 4BR / 3BA home features a 40-ft pool, private hot tub, pickleball & basketball court, and a spacious backyard perfect for families and groups. đ 15 min to Clearwater Beach đ 20 min to Tampa đ 10 min to PIE Airport Ideal for large families or groups looking for an active, resort-style stay in sunny Fl! NO PARTIES â $1,000 fine & cleaning fee strictly enforced!

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. Expected completion by May 31. Amazing beachfront condo, newly remodeled on the second floor. Vinyl plank flooring throughout, No CARPET. 2 Bedroom, 2 Bath. Completely unobstructed views of the beach. It is centrally located less than 1 mile from World Famous Johns Pass. Enjoy breathtaking sunsets from your living room with the water just feet away. The condo is walking distance to shopping, banking and many restaurants and bars.

Stunning views! Spot dolphins from the pool!
BTR#2114 This home has it ALL including incredible open water sunsets! Every detail has been carefully thought out and updated. This is a VERY upscale, coastal, single story waterfront home. A complete waterfront remodel w/ dock & pool that looks and feels like a new home w/ stunning water views from your own back patio! The water glistens and sparkles from 3 pm thru sunset and after, the sky is set on fire for 40 minutes. White sandy beach is only few blocks away! Amazing home inside & out!

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.

Luxury Oasis ⢠Heated Salt Pool ⢠Near Beaches
Welcome to Paradise Palms đ´âď¸- your tropical, family-friendly getaway w/ a private heated saltwater pool! Newly renovated & cleaner than a hotel, the home is filled w/ luxury amenities to create a truly unforgettable family vacation. With 7 comfy beds, there's plenty of room for everyone. Just 14 min to the famous Clearwater Beach & other beautiful white sand beaches! It's finally time to relax & soak up some Florida sun! Come experience all that Paradise Palms & Clearwater have to offer.

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.

Specious home W/ Heated Pool ! ! ! Great Location.
Cozy, spacious home đĄ w/ heated swimming đââď¸ pool, next to a golf âłď¸ course. Close to the famous beaches âąď¸, 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 đââď¸ 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

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!

Birthday ⢠Events ⢠Pool ⢠Projector ⢠Volleyball ⢠10 minutes to the beach
Welcome to your own private resort in the heart of Clearwater! Unlike most vacation rentals, we welcome birthdays, family reunions, and special celebrations for groups up to 22 guests. Located just 10 minutes from world-famous Clearwater Beach, this luxurious 5-bedroom lakefront home offers the privacy, space, and resort-style amenities to create unforgettable memories. Tastefully updated and designed for comfort, this is the ultimate celebration destination for your family!

Family/Group Getaway w/ Pool Near Clearwater Beach
đď¸ 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. â Sleeps large groups comfortably â Private pool + outdoor space â Fully equipped kitchen + fast WiFi Just minutes from Clearwater Beach, dining, and attractionsâyour ideal home base for a fun, easy Gulf Coast getaway.
Popular amenities for Clearwater rentals with a pool
House rentals with a pool

Beautiful Tampa Bay Pool Home Near Gulf Beaches

Clearwater Pool Home w/ King Bed, BBQ & Fire Pit!

Sunny Groove Oasis: Heated Pool, Playset @Clearwat

Waterfront with Dock, Heated Pool, Kayaks, Games

Haven Resort sleeps 16, Heated Pool, 15 min2Beach

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

The Casablanca House

Luxury on water & Steps to beach
Condo rentals with a pool

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

Relax in a Newly Renovated Beach Front Paradise

Beach Haven in South Clearwater Beach

Clearwater Beach condo

Modern and Cozy Condo 6 Minutes from the Beach !

Bright and Spacious 1Bed/1Bath condo.

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Beachfront Condo with Centerline Sunsets
Other vacation rentals with a pool

Clearwater Vacation Home!

Wonderful Condo at Avalon - Fully Renovated

Welcome to your vacation home

Sunrise Harbor in Indian Rocks Beach

Clearwater Lake House

Backyard Paradise- Cozy Bungalow 4 Mi to Beach

Clearwater Sunrise Waterfront Home w Heated Pool

*Newly Listed*The South Wing w/ Saltwater Pool
When is the best time to visit Clearwater?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R3,168 ZAR | R3,835 ZAR | R4,302 ZAR | R3,552 ZAR | R2,985 ZAR | R3,035 ZAR | R3,152 ZAR | R2,735 ZAR | R2,568 ZAR | R2,551 ZAR | R2,851 ZAR | R2,951 ZAR |
| 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 2,020 vacation rentals in Clearwater

Nightly prices starting at
Clearwater vacation rentals start at R167Â ZAR per night before taxes and fees

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

Family-friendly vacation rentals
1,090 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 580 rentals that welcome pets

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

Wi-Fi availability
1,950 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 guestsâaveraging 4.8 out of 5!

Nearby attractions
Clearwater's top spots, include Clearwater Marine Aquarium, Pier 60, and Countryside 12
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Weeki Wachee Springs
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
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- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Tropicana Field
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