Vacation rentals with a pool in Town 'n' Country

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Town 'n' Country

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!

Guest favorite

An aerial view showcases a bright, spacious outdoor pool area surrounded by palm trees and lounge chairs. A well-maintained brick patio leads to the private pool, and the home with a large balcony overlooks this inviting space.

Home in Indian Rocks Beach

4.96 out of 5 average rating, 70 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, 113 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

The image displays a spacious living area with a light gray sectional sofa and a stone feature wall that includes a fireplace. Adjacent is a modern kitchen with stainless steel appliances and a cozy dining space. The outdoor area features a sparkling blue pool and a wooden hot tub.

Home in Dunedin

4.71 out of 5 average rating, 7 reviews

Luxurious Sunshine State Pool Oasis

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, 113 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

Superhost

A serene outdoor space features a large salt water pool surrounded by palm trees and lawn. A pink flamingo float rests in the water. Lounge chairs are positioned nearby, and a privacy fence encloses the area, creating a secluded atmosphere.

Home in Largo

4.87 out of 5 average rating, 254 reviews

Salt Water Pool&Hot Tub 4mi from Gulf Beach-slps 8

Perfect for your next FL vacation! This trendy home is equipped with full kitchen, coffee bar, ivy wall/neon sign with Polaroid photo booth for your photo ops, 3 smart TVs, indoor golf putting green, Tempur pedic mattresses, & small reading nook. Outside presents a large in ground Salt Water Pool and Hot Tub, Day bed under palm trees, Bistro set for morning coffee, &fire pit w/ high privacy fence tucked into a quiet neighborhood just 4 mi from gulf beaches!

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.