Vacation rentals with a pool in East Lake-Orient Park

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in East Lake-Orient Park

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

A cocktail pool is seen surrounded by a paved patio, featuring palm trees and tropical landscaping. Comfortable lounge chairs are positioned nearby, and a large umbrella provides shade. The serene water reflects the clear blue sky, contributing to a relaxing outdoor atmosphere.

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!

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

A spacious pool area is enclosed by a screened setting, illuminated by gentle lighting that casts a soft glow on the water. Lounge chairs frame the pool, with a blue umbrella positioned nearby. Tropical plants can be seen beyond the enclosure, providing a serene backdrop.

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

A private heated pool is surrounded by a spacious deck featuring lounge chairs and an umbrella-shaded dining area. Lush greenery and decorative plants enhance the outdoor space, creating a relaxing spot for leisure and enjoyment.

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

A screened-in outdoor area features a heated swimming pool, surrounded by paver stones. Two lounge chairs are positioned nearby, and colorful floaties are visible in the water. The scene is framed by trees and a lawn in the background, with sunlight filtering through.

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

A heated pool invites guests to relax, surrounded by lush palm trees and vibrant landscaping. Comfortable lounge chairs sit by the water's edge, providing a suitable space for sunbathing. A gentle waterfall feature adds to the tranquil environment of the courtyard area.

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

A spacious salt-water pool is surrounded by lush greenery and a white fence. A hot tub is integrated within the pool area, and two lounge chairs are positioned nearby on a stone deck, creating a serene outdoor retreat.

Home in Tampa

4.87 out of 5 average rating, 95 reviews

Gorgeous Home w/ Huge Salt-Water POOL & SPA

Gorgeous 5 bedroom, 3.5 bath home with huge salt-water pool and spa. Pool heating is available for an extra change. Please ask for details. Perfect for large groups. 2 bedrooms have en-suite bathrooms, one on 1st floor and one on the 2nd floor. Fantastic location - close to airport, major highways, beaches, Hyde Park for restaurants and bars, 5 min walk to BayShore Blvd. This place has everything you need for a luxury hotel-like stay! Easy access with an electronic lock.

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

A private patio features a heated pool surrounded by a stone paver deck. Large glass doors provide direct access to the space, with lush greenery visible in the backdrop under a clear blue sky.

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.

Top guest favorite

The outdoor living area features a heated pool surrounded by stone-tiled decking. Lounge chairs are positioned nearby, offering relaxation under a shaded roof. A BBQ grill is visible, complemented by greenery and comfortable seating in the background, creating an inviting space for gatherings.

Home in Tampa

5 out of 5 average rating, 8 reviews

(HGR) Poolside Paradise: Airbnb Retreat

Welcome to our stunning 3-bedroom home with a heated pool, covered outdoor living area, and BBQ. Enjoy a fully equipped kitchen and a game room with a pool table, dart board, and arcade machine boasting 1500 game titles. Experience ultimate relaxation and endless entertainment in our luxurious Airbnb retreat. Book now for an unforgettable getaway.

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What guests are saying

!Heated POOL-Near BEACH/LAKE/Downtown/WATER PARK!

4.91 out of 5 average rating, 58 reviews1 month ago

The house was a perfect fit for our getaway. It was in excellent shape and very thoroughly cleaned. The hosts were extremely responsive and helpful when we reached out with any questions. The property was amazing and the pool was very nice and clean as well. The amenities were a great bonus and we appreciated all of them (beach towels, grill, pool). We will definitely be back, it was a beautiful house in a very nice area.

Home in Largo

What guests are saying

Spacious Poolside Beach Getaway

4.94 out of 5 average rating, 50 reviews2 weeks ago

The host did an excellent job with communication and responsiveness. The house was clean and for the most part, was as expected from photographs. The playground in the backyard was a huge hit for our kids and the pool was clean and great. We enjoyed the all seasons room. This was a great stay and would recommend!

Home in Largo

What guests are saying

Largo Home with Tropical setting and heated pool

4.92 out of 5 average rating, 52 reviews9 months ago

We had a fantastic stay! The host was incredibly communicative and flexible, making our trip smooth and stress-free. The home was fully stocked with all the necessities, including beach chairs and umbrellas, which was a plus. The beds were comfy, ensuring a good night’s rest. We spent most of our days at the beach, but it was wonderful to come back and enjoy the pool in the evenings. The location was equally convenient to Clearwater, Indian Rocks, and Madeira beaches.

Home in Largo

What guests are saying

Amazing pool home in South Tampa

4.79 out of 5 average rating, 47 reviews1 week ago

Chris was extremely responsive throughout our whole stay. There were a few hiccups that were quickly fixed (new pool skimmer ordered and delivered day of, directed to storage cabinet for more trash bags). As mentioned in previous reviews, the floors are very creaky. The doors are all hung poorly which makes them all creaky and hard to open as well. Aside from these minor things, we had a really nice stay. Great location with a playground nearby for kids which was nice and shady! The house has a pack and play crib and high chair which made our stay with my toddler daughter easy. Short drive to downtown and airport. Highly recommend!

Home in Tampa