
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.

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

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.

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 thatâs 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 âShow Moreâ below! Whatâs There To Look Forward to? đPlunge Pool đżOutdoor Shower đ´ Corn Hole âąď¸ Beach Gear đGrill đ żď¸ Private Parking đłCook at Home đ§ş Your own private Washer/Dryer

Beautiful Tampa Bay Pool Home Near Gulf Beaches
A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Heated Pool-Near Beaches-3 Bikes-Firepit-OutsideTV
Family time and Relax! This spacious 2 bed, 1 bath home opens to an amazing backyard that offers a HEATED POOL, outdoor TV,lounge area,outdoor dining area, fire pit and games. 3 adult bikes included! Bring your family and you are set! Beach chairs, blanket, cooler, sand toys, life jackets, floats, wagon, umbrella, beach bag all included!! Friendly neighborhood - 1.5 mil to Indian Rocks Beach, 9 mil to Clearwater,13 mil to St Peteâs, 23 mil to UTampa,Tampa Airport,10 mil to PI

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

Beach Front Madeira Beach
PLEASE NOTE: SEVERAL UNITS UNDER CONSTRUCTION in the building. And our swimming pool is currently closed for renovations as well. 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.

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.

*Shore Thing* Walk to Beach | Intercoastal Views
đď¸ Shore Thing Condo đď¸ Experience the ultimate blend of Sunset Bliss at this stylish Treasure Island retreat. Just steps from powdery sands, ocean breezes and breathtaking sunsets. Keep an eye out for local wildlife as dolphins and manatees glide by. Inside, enjoy coastal vibes featuring modern beachy interiors. Whether you are preparing a meal in the luxury kitchen or diving into the intercoastal heated pool, my service ensures your comfort always comes first.

Waterfront Condo | Steps to Clearwater Beach 2King
Wake up to stunning waterfront views in this luxurious 3BR/2BA intercoastal condo, just steps from Clearwater Beach! Watch dolphins from your private balcony, relax in the pool or hot tub, and enjoy a spacious kitchen perfect for family meals. Walk to white-sand beaches, 5-star dining, and local attractions, close to the action, yet peacefully tucked away. Modern decor, 1,650 sqft of comfort, and unforgettable sunsets await. Book your beach escape now! :)
Popular amenities for Clearwater Beach rentals with a pool
House rentals with a pool

TIKI Bar+SAUNA+HOT Tub+Heated POOL! 2 KING beds!

Paradise palms oasis Clearwater

Casa Flamingo - Private - Outdoor Bar+TV - Games

Ocean Dreaming: Waterfront Home with Heated Pool,

đBeautiful Home Heated POOL 5min to BEACH. 8 pplđ

Clearwater Gem! XL-Pool | Courts & More!

Swim-Out Bedrooms, Waterfall pool, Peace Place

The Lakeside Cottage
Condo rentals with a pool

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

Oceanfront View, Spacious Townhouse, Heated Pool

Newly Reno Luxury Condo 30 Steps to Paradise

Beachfront Oasis / Pool, Beach Access & Ocean View

Ocean Breeze ⢠Easy - Heated Pool Access

Two Bedroom Deluxe, Clearwater A400

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

Madeira Beach Retreat. Views, Pool, Location!
Other vacation rentals with a pool

IRB Harbor House Semiprivate Waterfront Pool Villa

Family ResortâPoolâPickleballâMini GolfâVolleyball

Gorgeous Villa with Heated Pool & Beach Views!

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

Waterfront Oasis 3BR/4 beds~few min walk to beach.

Gulf View Penthouse | Steps to Beach + Johns Pass

The Harbor Condo Beach Escape!

Waterfront with Dock, Heated Pool, Kayaks, Games
When is the best time to visit Clearwater Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$42,205 GYD | G$54,532 GYD | G$64,561 GYD | G$51,189 GYD | G$41,160 GYD | G$43,250 GYD | G$43,876 GYD | G$36,773 GYD | G$34,892 GYD | G$34,474 GYD | G$38,026 GYD | G$41,160 GYD |
| 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 1,100 vacation rentals in Clearwater Beach

Nightly prices starting at
Clearwater Beach vacation rentals start at G$10,447Â GYD per night before taxes and fees

Verified guest reviews
Over 42,630 verified reviews to help you choose

Family-friendly vacation rentals
550 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 260 rentals that welcome pets

Rentals with dedicated workspaces
590 properties have a dedicated workspace

Wi-Fi availability
1,080 of Clearwater Beach vacation 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 guestsâaveraging 4.8 out of 5!
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Weeki Wachee Springs
- Coquina Beach
- Lido Key Beach
- Vinoy Park
- Amalie Arena
- Tampa Convention Center
- Dunedin Beach
- Sand Key Beach
- Cortez Beach
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Tropicana Field
- University of South Florida





