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Holiday rentals with a pool in Town 'n' Country

Find and book unique homes with a pool on Airbnb

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

  • Total holiday rentals

    Explore 250 holiday rentals in Town 'n' Country

  • Nightly prices starting at

    Town 'n' Country holiday rentals start at $52 SGD per night before taxes and fees

  • Verified guest reviews

    Over 10,310 verified reviews to help you choose

  • Family-friendly holiday rentals

    190 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    250 of Town 'n' Country holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Town 'n' Country rentals

  • 4.8 Average rating

    Town 'n' Country stays are highly rated by guests – averaging 4.8 out of 5!

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 favourite
A serene outdoor space features a large swimming pool surrounded by lounge chairs. A covered area can be seen in the background, offering seating and a barbecue setup. The pool area is illuminated with soft lighting, creating an inviting atmosphere.
Home in Town 'n' Country
4.98 out of 5 average rating, 208 reviews

The T and C Club

Welcome to The T and C Club! A featured home for 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!

Top guest favourite
A screened-in pool area is highlighted by clear blue water and a unicorn float. Surrounding greenery adds a natural touch, while shaded seating is positioned on the deck. Sunlight filters through the enclosure, creating a bright, inviting space for relaxation and leisure.
Guest house in Westchase
4.99 out of 5 average rating, 104 reviews

Cottage in Paradise.

Relax and unwind at our 2 bedroom, 1.5 bath, GUEST HOUSE (ONLY). Enjoy the pool, Beautifully landscaped grounds with Koi pond & mini golf. See birds, butterflies and more in our 1 acre botanical gardens. Free use of Golf Cart. Kayaks are available (with transport fee. I live in the main house and I'm happy to ensure that you have everything you need for an amazing vacation, while still giving you plenty of privacy. Check in & out times are not set & very flexible for your convenience.

Top guest favourite
A spacious backyard is shown, featuring a vibrant green lawn and shaded areas created by large umbrellas. Comfortable lounge chairs are positioned under the shade, while potted plants add a touch of greenery. A covered seating area can be seen in the background.
Bungalow in Tampa
4.98 out of 5 average rating, 101 reviews

Welcome to The Plaza Tampa

Minutes to the Riverwalk and Gasparilla & Hockey Stadium Series!! Charming private home near Downtown Tampa! 3BR/2BA with a full kitchen, full-sized washer-dryer, and a dedicated workspace. Relax in the beautiful backyard featuring a stock tank pool—ideal for both entertaining and unwinding. Perfect for anything from girls' trips to business meetings or family vacations, this retreat is close to Raymond James Stadium, Tampa Riverwalk, and Armature Works. Your ultimate Tampa getaway awaits!

Superhost
A clear view of a sparkling infinity pool featuring a hot tub. Refreshments are arranged on a textured stone surface, with colorful cans and a towel displayed. A playground set and lounge area are visible in the background, surrounded by lush greenery and a shaded seating area.
Home in Town 'n' Country
4.86 out of 5 average rating, 103 reviews

Modern Boutique House/Heated Pool/Clearwater/Tampa

Escape to your private haven in the heart of Tampa with this exquisite modern retreat. Step outside to a private oasis. The beautifully landscaped backyard is designed for both relaxation and entertainment. Dive into the sparkling infinity pool, soak in the hot tub, or lounge on the sun-soaked deck. Enjoy alfresco dining with a fully equipped outdoor bbq/grill and dining area, perfect for sunset dinners and starlit gatherings. Heated Infinity Pool, Kids Playground, 5 mins from TPA Airport.

Top guest favourite
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.
Apartment in Tampa
4.95 out of 5 average rating, 378 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.

Guest favourite
A serene outdoor space features a rectangular swimming pool, surrounded by a spacious paved area. Two chairs are positioned near the pool. A white fence provides privacy, while trees line the background, enhancing the tranquil setting.
Home in Town 'n' Country
4.8 out of 5 average rating, 138 reviews

Villa Paradise

Relax with family in this quiet place to stay. Spacious house to enjoy with family and friends, enjoy a beautiful pool and a very large backyard, outdoor kitchen (only for 6 people). NO MORE THAN 6 PEOPLE. I do not allow events. You do not have access to the garage. I live in an apartment that I have in the garage. I do not have access to the accommodation from anywhere while the house is reserved. I am informing you of this for my safety and peace of mind. Thank you.

Guest favourite
A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.
Home in Tampa
4.93 out of 5 average rating, 136 reviews

Private House with Pool and Cabana

Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

Guest favourite
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.
Home in Town 'n' Country
4.91 out of 5 average rating, 235 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 favourite
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
5.0 out of 5 average rating, 169 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

Superhost
Home in Town 'n' Country
4.82 out of 5 average rating, 103 reviews

Tampa | Heated Pool • Waterfront • Pet Friendly

Discover our quiet oasis nestled in Tampa minutes from top dining, beaches, and nightlife. Retreat to your private waterfront paradise with a pool and outdoor tiki bar with plenty of space to relax. Perfect for families, or small groups, offering relaxation and adventure. Ideal for unforgettable Florida vacations in the heart of Tampa Bay. ***Recently added a pool heater! Heating options & disclosure is in our description below.***

Top guest favourite
Home in Town 'n' Country
4.99 out of 5 average rating, 116 reviews

Tampa Escape - Heated Salt Pool - Beaches

Unwind in a Tampa escape featuring a heated saltwater pool, screened patio and quiet cul-de-sac comfort—only minutes from gulf beaches and downtown fun. • The Space: 3 bedrooms, open living area, smart TVs and fast Wi-Fi. • 1706 sq. ft. • Private heated salt pool • Grill & screened patio • Fully stocked kitchen • 8 min to TPA Airport • 9 min to Ben T. Davis Beach • 15 min to Downtown. Book now and make Tampa memories!

Guest favourite
Home in Town 'n' Country
4.88 out of 5 average rating, 128 reviews

Luxurious House with private Pool.

Welcome to your Tampa getaway! This vibrant home is your own personal slice of paradise with a large private pool and spacious yard. Perfect for families, couples, or remote workers looking to relax after a long day in a quiet, safe environment, and just 12 minutes from the airport.

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

When is the best time to visit Town 'n' Country?

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Avg. price$320 SGD$333 SGD$400 SGD$372 SGD$342 SGD$347 SGD$351 SGD$309 SGD$267 SGD$269 SGD$296 SGD$322 SGD
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Destinations to explore