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.

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Guest favorite

Home in St. Petersburg

4.99 out of 5 average rating, 68 reviews

Remodeled pool cottage, just minutes from beaches

Relax by our cocktail pool in this recently remodeled guest cottage that is just minutes from the Sun Coast beaches. You will find our cottage is fully equipped and has everything you'll need for a quick getaway or an extended stay. The back door opens up to the patio and the lush, tropically landscaped backyard pool area. 5-minute drive to St Pete Beach, 7 to Treasure Island. Uber, Lyft or ride the SunRunner shuttle, and forget about the hassle and expense of beach parking. We are pet-friendly!

Guest favorite

Home in Indian Rocks Beach

4.94 out of 5 average rating, 71 reviews

4Bdm Waterfront Home w/ Heated Pool, Walk to Beach

This 2-storey waterfront home is bright, open, and thoughtfully designed for a smooth and comfortable stay. Enjoy a large heated pool, well-equipped amenities, and attentive management. Experience the best of both poolside relaxation and beachside living—without the resort price tag. *Enjoy waterfront relaxation with a private dock *Heated pool & sun loungers *Private patio & deck with lots of seating *BBQ, SUP, kayaks *Rec room, laundry, parking *Fully equipped kitchen *6 min walk to beach

Top guest favorite

Home in Largo

4.98 out of 5 average rating, 114 reviews

Sunny Family Paradise, Heated Pool, Hot Tub & King

Discover your ideal getaway, complete with all your dreams come true! Located just minutes from stunning beaches & conveniences, this fantastic home offers endless fun! From a heated pool, hot tub, and 2 person hammock, to a fire pit, BBQ, and a fully-equipped kitchen for your delight! Your family will be close to everything when you stay at this centrally-located home. 1 min to Largo Tennis Courts, Olympic size pool, baseball 8 min to Independence Square 5 min to beach 4 min to laundromat

Superhost

Home in Dunedin

4.71 out of 5 average rating, 7 reviews

Luxurious Poolside Florida Getaway

This updated pool home is situated just about 3 miles from the lively center of Downtown Dunedin. Enjoy the kitchen, featuring stainless steel appliances and a comfortable workspace for remote work. The residence includes two stylish living areas and a dining space perfect for gatherings. Step outside to find in-ground pool, a hot tub, lounge chairs, and a custom tiki bar. The garage is stocked with pool toys, beach necessities, and a washer and dryer to make your stay even more enjoyable.

Superhost

Home in Beach Park

4.83 out of 5 average rating, 115 reviews

7Beds/Pool/Grill/Billiards/Tampa/ Near Airport

This Ranch style home is in South Tampa's Beach Park community and features a large private backyard with pool. The single level home has 2928 sqft. of living space with an open floor concept that was recently renovated and equipped with all the modern amenities including hardwood flooring, granite countertops, recess lighting and more. Additional features of the home include newly installed privacy fence, outdoor kitchen, large screened pool enclosure Heated pools additional $25 per night

Guest favorite

Home in Clearwater

4.88 out of 5 average rating, 173 reviews

Poolside Bliss in Clearwater! Heated-pool/Spa

HEATED POOL FREE OF CHARGE Your vacation spot grants you exclusive use of a fully updated 3 bedroom and 2 bathroom home with a private pool! With 3 bedrooms, 7 beds, that sleeps 12 comfortably can accommodate up to 14. This home has an amazing spacious backyard for family gatherings and overall enjoyment of the outdoor spaces.Located 8 miles from the world famous Clearwater beach, it is in a prime location with many events happening nearby.Safely situated in a quiet desirable neighborhoods

Guest favorite

Home in St. Petersburg

4.91 out of 5 average rating, 146 reviews

Heated Pool and hot tub luxury vacation house

Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

Superhost

Apartment in Clearwater Beach

4.82 out of 5 average rating, 107 reviews

Renovated 2025 - Retro Beach Oasis with Color Pop

Book with confidence—our property is in great shape and ready to host your Clearwater Beach getaway! -No hidden fees -No chores Just a breezy, beachy stay with: -2-minute walk to the beach -Beach Chairs -Free parking -Heated pool -Cold AC -Easy self check-in -Pet friendly (One Pet max -$150 fee) We provide essentials (linens, towels, toilet paper, soap etc.) to get you started. For longer stays, we recommend buying additional supplies. 📍648 Poinsettia Ave, Clearwater Beach, FL 33767

Guest favorite

Home in St. Petersburg

4.93 out of 5 average rating, 222 reviews

Stunning Home with TWO Pool Cabanas+Guest Bungalow

This 5 bedroom + 3 bath home sleeps 14 guests and is 6 minutes to endless miles of Florida beaches! Fully renovated home with fabulous colorful home decor that exudes vacation vibes! There are TWO poolside cabanas + a new poolside guest bungalow that sleeps 2! Eight Smart TVs thru out and WI-FI is provided. Home is nestled in a great neighborhood near dining, shopping, Walmart and beaches! Professionally cleaned before every guest. Heated pool OPTION is available for additional cost.

Top guest favorite

Home in Palm Harbor

4.97 out of 5 average rating, 143 reviews

Tropical Getaway w/Heated Pool & King Beds

Welcome to our “sun-kissed” get-away in beautiful, conveniently located, Palm Harbor, FL. In less than 10 minutes you can find yourself sitting on the shore of one of our award-winning white sandy beaches or teeing off at a pristine golf course, and only 30 minutes from Tampa attractions. There is plenty of space to sleep 6 very comfortably, a beautiful bird caged pool and outdoor seating/lounging, BBQ grill, and fun for everyone. Come and enjoy...you just might not want to leave!

Top guest favorite

Home in Seminole

5 out of 5 average rating, 130 reviews

WOW! FREEHeated Pool& Hot Tub! 3BD/2BA 2 KING beds

Are you ready for a stylish and perfectly renovated home with a HUGE AMAZING FREE HEATED POOL and HOT TUB to escape to? Then look no further! Welcome to YOUR little slice of heaven- MASSIVE 13x 30 foot free heated pool and NICE HOT TUB ! Home is a super fast 5 min drive to the closest gulf beach. Nice fenced in yard. Pool heated oct15-april 15 at no extra fee! SUPER FAST WIFI 576mbps verified by Airbnb

Guest favorite

Home in Oldsmar

4.91 out of 5 average rating, 32 reviews

Exquisite Fun Getaway with Private Pool!

Step into our charming Airbnb nestled in the heart of Oldsmar, Florida, where the perfect blend of opulence and practicality awaits you in a cozy, one-story retreat. Immerse yourself in the allure of this enchanting escape, designed to provide an unparalleled experience for guests in search of tranquility, outdoor pursuits, and a sprinkle of historical allure.