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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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Top guest favorite

Home in Clearwater

4.98 out of 5 average rating, 180 reviews

Specious home W/ Heated Pool ! ! ! Great Location.

Cozy, spacious home 🏡 w/ heated swimming 🏊‍♀️ pool, next to a golf ⛳️ course. Close to the famous beaches ⛱️, 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 w/ Sling & Roku. The big back patio has a swimming 🏊‍♀️ 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

The sleeping area features a cozy bed adorned with neutral-toned linens and decorative pillows. Three framed botanical prints are displayed on the wall above the bed. A bedside table with a lamp and a small potted plant is positioned next to the bed.

Apartment in Tampa

4.89 out of 5 average rating, 175 reviews

Private 1 Bed Apt with Pool and water front.

Enjoy the use of the onsite pool and Private 1-bedroom apartment in a peaceful waterfront community! Equipped with your own kitchenette and separate living area. Enjoy the serenity of swimming in your own pool on your vacation or relaxing work stay. Lounge chairs will make your stay even more relaxing. Close to the Veterans expressway and easy access to local restaurants, beaches, 10 minutes from the airport, 20 minutes from the river walk, and entertainment. This apartment is 300 square feet

A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.

Home in Tampa Heights

4.91 out of 5 average rating, 245 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

Top guest favorite

A two-story home features a welcoming exterior with white siding and a balcony. An American flag is displayed prominently, surrounded by well-maintained grass and trees. A driveway leads to a garage, offering convenient access to the entrance.

Home in Bay Crest Park

4.98 out of 5 average rating, 175 reviews

The T and C Club

Welcome to The T and C Club! A featured home of the Make-A-Wish Foundation. Located 6 miles from the Tampa Airport, 7 miles from Raymond James Stadium and only 15 miles from award winning Clearwater Beach, this home is convenient as it gets. Completely refurbished, there is plenty of space to sleep 10 individuals comfortably, dining table for 10, a large resort-like backyard, saltwater pool, propane grill and all the fun you can imagine. This will truly be a case of you won’t want to leave!

The living area showcases a stylish futon, designed to convert into a bed, complemented by a circular coffee table atop a textured rug. A modern kitchen area features a granite countertop, wooden cabinetry and two bar stools, while large windows allow natural light to fill the space.

4.93 out of 5 average rating, 410 reviews

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

This renovated Waterfront Suite is perfect for couples, small families & business travelers looking for a tropical getaway. Minutes from the Airport, downtown Tampa, Laser Spine Institute, and Raymond James Stadium. It offers the best sunset views in Tampa. This is the only all-water-front resort in the city of Tampa and offers bay views, pool & a unique tropical atmosphere. Why settle for a mediocre hotel room when you can have a truly exotic experience in this spacious Waterfront Suite.

A spacious saltwater pool is framed by palm trees and lounge chairs, providing a serene setting for relaxation. The surrounding area features a well-maintained courtyard with bright yellow umbrellas, enhancing the outdoor experience. The building's architecture presents a contemporary style with large windows.

4.9 out of 5 average rating, 158 reviews

Work & Vacay suite | King+Full Bed sleep four

Your chill Tampa base! The condo is located in Tampa’s Westshore area! Walk to International Mall shops, dining & stadiums. Double room with a King bed + Full bed, balcony, fast 5G WiFi, fully equipped kitchen, A/C, 24/7 Gym, and tropical-style saltwater pool. We are across Intl Plaza, a few blocks to Yankees & Bucs stadiums, 5min to the airport, 30min to the beaches. Ideal for couples, small families of 4, biz trips, or game-day stays. Modern, comfy & perfectly located for work or play.

Guest suite in Tampa

4.95 out of 5 average rating, 110 reviews

West Tampa Villa 2 With Pool Oasis- Near Stadium

Come enjoy this newly renovated apartment with a full kitchen. You will love it !! This apartment is clean, cozy and quite to have a wonderful vacation with the benefits of a private suite it comes with queen size bed, smart tv, wifi access, closet, iron and iron tablet, full size shower, hair dryer, desk, kitchen full with coffee maker, microwave. Full size fridge and with a beautiful pool to relax. The pool area is shared!!! The pool has no heating!!! hours 8:00am to 8:00 pm

A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.

4.94 out of 5 average rating, 325 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Laundry and dryers are coin operated located at third floor. Guests are allowed to use resort’s common areas like heated pool, fire pit bar/ restaurant. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.

4.92 out of 5 average rating, 223 reviews

Rooms with a Pool

Welcome to Tampa Bay! The home is central to everything Tampa Bay and is 1 hour 20 minutes from Orlando. This home includes a three guest rooms, 1.5 bathrooms, a living and a family room, kitchen, dining room, bar, office and a backyard lanai with a large heated pool area. You get the entire home and there is nobody else staying at the same time. It is in a quiet suburban neighborhood, about 40 minutes from downtown Tampa, Clearwater, and St. Petersburg.

Top guest favorite

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

5 out of 5 average rating, 146 reviews

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

A dining area features a wooden table paired with two chairs, positioned near expansive glass windows that overlook a pool area. Sunlight filters through the glass, illuminating the space and providing a view of lounge chairs beside the water and surrounding trees.

Guest suite in Tampa

4.95 out of 5 average rating, 293 reviews

Tranquil poolside guesthouse on the river

The apartment is on the Hillsborough River surrounded by nature but only 3 minutes away from the great restaurants, bars and breweries of Seminole Heights. It is walking distance to Lowry Park Zoo and park. Spot the beautiful Florida wildlife up close from the river dock. Soak in the outdoor pool surrounded by mature live oaks or take a canoe out on the river. Top beaches are 35 minutes by car. Great for a couple or a small family.

A heated saltwater pool and spa are presented, set against a serene waterfront view. Lush palm trees and well-maintained landscaping frame the area, while the tranquil canal reflects the clear blue sky. Comfortable seating is positioned nearby for relaxation.

Home in Tampa Shores

4.96 out of 5 average rating, 142 reviews

NEW Heated Salt Pool & Spa on Waterfront Canal

🏠 Welcome to this incredible, stunning & fully updated heated pool & spa home located on a serene waterfront canal of Tampa Bay! Enjoy the dock for fishing & relaxing. Fast WIFI, Samsung Smart TVs, a game room with an air hockey table, ping pong & pool table, and even a Pac-Man machine will make your stay memorable & fun! Most importantly, dive into this amazing heated pool & spa right in front of the canal!

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Popular amenities for Town 'n' Country rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

Home in Palma Ceia

4.95 out of 5 average rating, 94 reviews

The Jungalow SOHO - Pool/Hot Tub

A sparkling pool is centered within a screened patio, surrounded by lush greenery. Lounge chairs are placed nearby, offering a perfect spot to relax. Sunlight reflects off the water's surface, highlighting the pool's curved shape and inviting features.

4.89 out of 5 average rating, 53 reviews

Luxurious Relaxation Home - Pool Games / 8PPL-4BR

A tranquil inground pool is framed by palm trees, with a gentle sunset reflecting off the water's surface. The scene captures the serene atmosphere of the waterfront, highlighting the pool's inviting blue hues against a backdrop of soft clouds.

Home in Tampa Shores

4.94 out of 5 average rating, 101 reviews

Stunning Waterfront Resort Experience!

Top guest favorite

Home in Bay Crest Park

4.99 out of 5 average rating, 80 reviews

Tampa Escape - Heated Salt Pool - Beaches

A comfortable gray sectional couch is adorned with decorative pillows in various colors and patterns. A vibrant piece of artwork is displayed on the wall, along with a lush green plant nearby. A dining area with round table and bright orange bar stools is visible in the background.

4.86 out of 5 average rating, 133 reviews

Zen Holistic Retreat by Carrollwood/Westchase

Top guest favorite

Home in St. Petersburg

4.97 out of 5 average rating, 186 reviews

Beach Vacation Dream Pool Home-5 Mins to Beach

A rectangular swimming pool is surrounded by a paved patio, featuring several lounge chairs and shaded with trees. A barbecue grill is placed in the corner, with a small shed visible in the background. The space is enclosed by a white fence, enhancing privacy.

4.85 out of 5 average rating, 110 reviews

Tampa Villa Paraiso Castilla

Top guest favorite

A welcoming exterior view of the house, featuring a landscaped front yard with palm trees and decorative rocks. A large driveway leads to a garage, while outdoor seating is visible on a covered porch, framed by large windows and soft natural light.

Home in Palm Harbor

4.99 out of 5 average rating, 142 reviews

Tropical Oasis Retreat w/ Heated Pool

Condo rentals with a pool

Condo in Clearwater

4.97 out of 5 average rating, 131 reviews

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

Top guest favorite

A well-appointed bedroom features a spacious queen bed with a striped blanket. Two bedside tables with lamps are positioned on either side. Natural light fills the room through a window adorned with light curtains, while tasteful artwork hangs on the concrete wall.

Condo in Clearwater

4.98 out of 5 average rating, 131 reviews

Seasalt Breeze, by the pool, NO PETS

The entrance to the Avalon condo complex is presented, featuring a decorative fountain surrounded by lush greenery and palm trees. A welcoming sign indicates the name of the property. The building showcases a well-maintained façade under a clear blue sky.

Condo in Clearwater

4.88 out of 5 average rating, 111 reviews

Amazing main floor condo at Avalon

Top guest favorite

A vibrant sunset is captured over the water, displaying hues of orange and yellow in the sky. The sun descends toward the horizon, with silhouettes of distant trees visible along the shoreline.

4.94 out of 5 average rating, 109 reviews

Tampa Bay Near by Airport & Stadium

A wooden pier extends over smooth waters, bordered by rocky outcrops. The sky is painted in vibrant hues of orange and purple as the sun sets on the horizon, casting a tranquil glow across the scene.

4.75 out of 5 average rating, 249 reviews

Rocky Point paradise

A cozy bedroom is illuminated by natural light streaming through large windows adorned with patterned curtains. A spacious bed is dressed with floral bedding, accompanied by decorative pillows. A bedside table holds a lamp, and a framed art piece enhances the calming atmosphere, with the pool view visible outside.

Condo in Clearwater

4.93 out of 5 average rating, 123 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

Lounge chairs are arranged on the sandy beach, accompanied by thatched umbrellas providing shade. The calm waters of the bay are visible in the background, and a multi-story building is situated beyond the beach area.

4.86 out of 5 average rating, 118 reviews

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views

A spacious balcony offers water views featuring palm trees and lounge furniture. The exterior of the building showcases a light-colored facade. A living area is furnished with a soft couch and a dining set, bathed in natural light from large windows. A pool area is visible with lounge chairs and palm trees lining the water's edge.

Condo in St. Petersburg

4.86 out of 5 average rating, 484 reviews

Waterfront condo on top floor @ Boca Ciega Resort

Other vacation rentals with a pool

A sunlit pool area is enclosed by a screened lanai, showcasing a clear blue pool set against a backdrop of beige walls. The area is neatly paved, enhancing the open feel, with direct access to the surrounding yard. Lush greenery is visible beyond the enclosure.

4.97 out of 5 average rating, 37 reviews

Tampa Pool Oasis ! Close to Raymond James

A single-family home with a dark exterior is framed by lush greenery and palm trees. A spacious driveway leads to a two-car garage, while a vibrant lawn adds a touch of color. Large windows create a welcoming facade, showcasing the inviting entrance.

4.86 out of 5 average rating, 50 reviews

CasaBella

Top guest favorite

The outdoor area showcases a heated private pool surrounded by a stone patio. A cozy seating area is positioned under a covered porch. A giant ring toss game stands next to the pool, while lounge chairs and an umbrella provide options for relaxation.

Home in Pinellas Park

5 out of 5 average rating, 7 reviews

Coastin' Close Family Fun~HTD Pool~Outdoor Games

A tranquil outdoor space is highlighted by a renovated salt-water pool surrounded by paver stones. Seating is available beneath a vibrant red umbrella, with lush greenery in the foreground providing a natural framing of the scene.

4.94 out of 5 average rating, 36 reviews

Hurry Up! 20%OFF in September Lk Magda Pool House

Top guest favorite

The exterior view of a three-story condo building is shown, surrounded by lush greenery. Several parked cars are visible in the foreground, with designated spaces and a well-maintained landscape enhancing the inviting atmosphere of the property.

4.95 out of 5 average rating, 21 reviews

MJ’s Condo Minutes from TPA and Busch Gardens

Home in Bay Crest Park

5 out of 5 average rating, 4 reviews

Waterfront Oasis+Canal Views+Boat Access+Sleeps 10

A white swing is positioned on a sandy beach, overlooking calm blue waters. A single palm tree adds a touch of greenery to the scene, with clear skies visible in the background. The peaceful setting invites relaxation and enjoyment of the coastal view.

Guest suite in Tampa

4.77 out of 5 average rating, 475 reviews

Sail Port Water Front-Apartment

A serene backyard scene features a well-maintained pool surrounded by lush foliage and palm trees. The inviting water reflects the blue sky, while a wooden deck overlooks a calm waterfront. The area is designed for relaxation with comfortable seating visible nearby.

Home in Tampa Shores

4.84 out of 5 average rating, 31 reviews

Waterfront Retreat: Pool & Dock

Quick stats about vacation rentals with a pool in Town 'n' Country

Total rentals
250 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
9.5K reviews
Family-friendly rentals
180 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with dedicated workspaces
150 properties have a dedicated workspace

Destinations to explore