Holiday rentals with a pool in Town &#x27;n&#x27; Country

A screened-in patio features a heated swimming pool, surrounded by white decking. The pool offers a view of the canal with palm trees and neighboring properties beyond. The tranquil outdoor space is complemented by a backyard with swings and a dock visible in the background.

4.93 out of 5 average rating, 152 reviews

Waterfront Resort with HEATED POOL!

🌴 Escape to this luxurious waterfront retreat in the peaceful community of Tampa Shores ☀️ an outdoor lover’s dream with direct bay access to the Intracoastal. Enjoy fishing, dolphin 🐬and manatee 🌿🦭 watching, or simply relax on your private dock surrounded by nature. Start your morning with coffee ☕️ on the second-story screened patio, offering breathtaking canal views and overlooking the heated private swimming 🏊‍♀️ pool below. The possibilities are endless! Lay back and enjoy your stay!

ValueLocationTV

4.95 out of 5 average rating, 102 reviews

Paradise Retreat | HeatedPool, Pickleball, Playset

✨ Stylish 7BR Tampa Retreat | Sleeps 18 | Pickleball • Playground • Game Room • Private Outdoor Oasis ✨ Welcome to your ultimate Tampa group getaway—a spacious, design-forward 7-bedroom home for families, friend groups, and memorable celebrations (minus the parties 😉). Located in a convenient and family-friendly Tampa neighborhood, this expansive retreat combines modern comfort with nonstop entertainment, all just minutes from Downtown Tampa, Tampa International Airport, and top attractions.

LocationValueWalkability

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.

4.98 out of 5 average rating, 211 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!

ValueLocationComfort

4.99 out of 5 average rating, 106 reviews

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.

Guesthouse in Westchase

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.

FamilyValueAmenities

4.98 out of 5 average rating, 164 reviews

Pickleball · Heated Pool · Hot Tub · Game Room

Fall football weekends, Friendsgiving, and holiday gatherings live here. Your own rental-sized 20x44 pickleball and basketball court (paddles included), a heated pool and hot tub running all year, a fire pit under string lights, and a Pac-Man game room. 5 bedrooms, 13 beds, sleeps 16, just 15 min to Raymond James Stadium and 12 to the airport. A Guest Favorite in the top 10% of homes on Airbnb; guests say they never needed to leave the house. Your Tampa home base is ready when you are!

FamilyValueBathroom

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.

4.8 out of 5 average rating, 142 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.

ValueFamilySleep quality

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.

4.91 out of 5 average rating, 236 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.

ValueLocationLaundry

A well-maintained private pool area is enclosed with a screened lanai, offering protection from insects. The pool's clear water reflects the blue sky with scattered clouds, while the surrounding patio features an outdoor table, creating an inviting space for relaxation and enjoyment.

4.88 out of 5 average rating, 116 reviews

Tampa Getaway Pool Home

Escape to paradise in this stunning and spacious 4 bedroom home with a private pool. Inside, you'll find endless entertainment options with smart TVs, a pool table, foosball table, indoor basketball arcade, and dart game. Centrally located, this home is just a short drive to some of Florida's top attractions including golf courses, the airport, Raymond James Stadium, Busch Gardens, the aquarium, downtown, the convention center, and popular beaches.

ValueFamilyDecor

4.82 out of 5 average rating, 104 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.***

ValueFamilyBathroom

A foosball table occupies the foreground with a clear view of the private pool shimmering in the sunlight. The surrounding area is enclosed with mesh screens, featuring lush greenery in the background, complementing the inviting water and a beach ball floating on the surface.

4.85 out of 5 average rating, 115 reviews

Ultimate Getaway: w/ Pool, Patio, Pool Table & BBQ

Discover your next ultimate retreat in Tampa. Lounge on leather sofas in the living room, your entertainment hub with a 65” HDTV & pool table. Step outside to a private backyard oasis, complete with a refreshing pool shining in the sun. Grill up delights on the BBQ, challenge friends to a lively game of Foosball, or test your aim in a game of cornhole. ✔ Private Pool and Spa ✔ Pool Table ✔ Cornhole Pool/Spa heating is $25/day

FamilyValueBarbecue

4.99 out of 5 average rating, 119 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!

ValueFamilyOutdoor spaces

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.

4.96 out of 5 average rating, 171 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!

FamilyValueAccess

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

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor area features a private hot tub and a spacious pool, surrounded by sun loungers and palm trees. A wooden deck and exterior seating create a welcoming space for relaxation. Clear skies are visible above, contributing to an inviting atmosphere.

4.91 out of 5 average rating, 160 reviews

Luxury Waterfront Home Dock*Pool*Jacuzzi*Kayaks

FamilyValueDecor

4.98 out of 5 average rating, 234 reviews

Home in Clearwater

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

LocationFamilyQuiet

4.94 out of 5 average rating, 140 reviews

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 Tampa

The Jungalow SOHO - Pool/Hot Tub

ValueFamilyLayout

4.85 out of 5 average rating, 136 reviews

16 Guest Retreat Near Tampa International Airport

ValueLocationKitchen

4.92 out of 5 average rating, 189 reviews

Luxury Home/Heated Pool/TPA Airport/Disney

ValueLocationHospitality

4.99 out of 5 average rating, 171 reviews

A covered patio area features a built-in seating arrangement with soft cushions, accompanied by a round coffee table. The space opens to a sparkling pool surrounded by wooden decking and lush greenery, offering a serene outdoor experience.

Home in Tampa

Hacienda Hideaway w/ heated pool

LocationFamilyCleanliness

4.97 out of 5 average rating, 93 reviews

Traditional Home in Tampa

FamilyLocationComfort

5.0 out of 5 average rating, 6 reviews

The Happy Palms Retreat/ Saltwater Pool

LocationFamilyAccuracy

Condo rentals with a pool

A comfortable living area features a neutral-colored sofa, a round dining table, and a ceiling fan. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space and offering views of palm trees outside.

4.93 out of 5 average rating, 251 reviews

Waterfront Condo - Sunset View of Tampa Bay

ValueFamilyParking

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.

4.95 out of 5 average rating, 385 reviews

Modern Waterfront Condo - Captivating Sunset Views

LocationValueBreakfast

4.9 out of 5 average rating, 233 reviews

Top Floor | Mangrove Bayview + Pool at Tampa Bay

ValueLocationWalkability

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, 142 reviews

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

FamilyValueOutdoor spaces

4.95 out of 5 average rating, 127 reviews

Tampa Bay Waterfront Views Rocky Point

LocationFamilyKitchen

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.

4.76 out of 5 average rating, 284 reviews

Rocky Point paradise

ValueLocationSolo travel

4.83 out of 5 average rating, 158 reviews

Luxury Waterfront Balcony, Heated Pool and more

FamilyValueWalkability

A modern living area features a sleek futon couch with red cushions, positioned across from a wall-mounted television. Natural light floods in from sliding glass doors, which open to a private balcony with views of the waterway. Potted plants and decorative lighting add subtle accents.

4.92 out of 5 average rating, 550 reviews

Tropical Waterfront Escape

FamilyValueCheck-in

Other holiday rentals with a pool

4.94 out of 5 average rating, 33 reviews

Kings Place | Heated Pool Luxury Home

FamilyLocationAmenities

4.96 out of 5 average rating, 23 reviews

Stylish FL Escape | Pool*Workspace*Outdoor Oasis

LocationFamilyAccuracy

5.0 out of 5 average rating, 20 reviews

Amazing Experience Imperial Key - Tampa FL

LocationFamilyCheck-in

4.9 out of 5 average rating, 29 reviews

Waterfront Villa by the Sea - Dock Pool Kayaks

LocationFamilyHeating

A heated pool, featuring clear blue water, is surrounded by a screened enclosure. Colorful pool floats rest on the surface, while a palm frond adds a touch of greenery to the scene. The area is well-lit, inviting relaxation and enjoyment.

4.92 out of 5 average rating, 62 reviews

Heated Pool home Tampa Gulf access Airport-Beaches

ValueFamilyComfort

5.0 out of 5 average rating, 33 reviews

Poolside Oasis | Canal | 5 Min to TPA | Sleeps 12

LocationFamilySleep quality

An outdoor space features a heated pool illuminated in blue under twilight, surrounded by plush lounge chairs and shaded by an umbrella. Softly glowing orbs float in the water, while the house’s large windows offer glimpses into the inviting interior.

4.87 out of 5 average rating, 67 reviews

The Grand Oasis, Tampa's Best

LocationFamilyPool

An outdoor setting showcases a backyard space with a sparkling in-ground pool and a fire pit surrounded by four chairs. Warm string lights hang overhead, and a tiki bar with seating is visible, enhancing the area for relaxation and entertainment.