Vacation rentals with a pool in Carrollwood

An open concept living space features a spacious kitchen with dark wood cabinetry and stainless steel appliances. Connection to a cozy seating area is provided by a light-colored sofa adorned with decorative pillows. A dining area with a red tablecloth and seating for six enhances the welcoming atmosphere.

4.83 out of 5 average rating, 133 reviews

5 star Tampa Pool Oasis 2

Fully renovated 3bed 2bath open concept home with beautiful pond view and brand new POOL! Luxurious Travertine floors and handscraped wood floors throughout the home and beautifully modern renovated bathrooms. Large county park just 75 steps from the front door featuring kids play areas, fitness trail, and basketball courts make this a great family friendly or long term place to stay. 15 minutes to Busch Gardens, 20 minutes to downtown Tampa, 40 minutes to Gulf beaches, 1hr 15 mins to Disney.

A screened-in pool area features a private pool surrounded by a tiled deck, with ample space for seating and relaxation. The structure provides sun protection and is situated next to the house, blending outdoor and indoor elements.

4.82 out of 5 average rating, 116 reviews

Entire house in Tampa w/ Heated POOL!

Our home is a 3/2. You walk into a open space with the dining room, living room & bright kitchen. The 1st bedroom is the Master Bedroom, equipped with a full bathroom, spacious closet, King Size bed & full body mirror. The 2nd bedroom has a queen bed, closet space, decorated with touches of care & is right next to the bathroom. The 3rd bedroom has 2 twin beds, FL touch vibes & is steps away from the bathroom. Last but not least our beautiful backyard with your own private pool! Pool heated

4.98 out of 5 average rating, 190 reviews

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 Bay Crest Park

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!

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.

4.85 out of 5 average rating, 142 reviews

Zen Holistic Retreat by Carrollwood/Westchase

Holistic sustainable wellness centered spaces that are comfortable, memorable and inspiring. Welcome to Serenity...Enjoy your time in Tampa in premium accommodations! King Casper luxury memory foam mattress's. Spa quality toiletries, amenities and linens. Located less than 20 minutes from ALL the following locations...Busch Gardens, Adventure Island, Lowry Park Zoo, Tampa International Airport (TPA), International Plaza, Raymond James Stadium, Amalie Arena and the Tampa Convention Center.

4.71 out of 5 average rating, 110 reviews

A serene backyard is featured, highlighting a sparkling pool surrounded by a spacious deck. Several lounge chairs are positioned nearby for relaxation. Lush artificial grass complements the outdoor space, while wooden fencing provides privacy.

Home in Oldsmar

Private Pool Home Near Clearwater & Tampa

Only 25 minutes from Clearwater Beach and Tampa, 33 minutes from Buch Gardens, 1.5 hrs from Disney, 18 minutes from Tampa International Airport. This house is completely renovated with a lot of space for you, family and/or friends. The entire house for you and your family. We have a beautiful pool with a Grill for your convinience and a garage for your car. 3 bedrooms for up to 7 persons. A 65" TV in the living room. Wi-Fi. The house has everything you need to have a relaxing time.

4.95 out of 5 average rating, 135 reviews

A spacious outdoor area showcases a heated saltwater pool surrounded by lounge chairs and shaded seating under a bright parasol. The tranquil space is framed by lush greenery and features large sliding glass doors leading into the home.

Home in Beach Park Isles

Private Oasis w/ Heated Pool and Arcade!

-9FT DEEP *HEATED* SALTWATER POOL ($25 / day) AT 85 DEGREES UPON REQUEST -COMMERCIAL ARCADE WITH >4500 GAMES 4 PLAYERS! -NBA JAM, GOLDEN TEE, THE SIMPSONS, NFL BLITZ, MUCH MORE! -MASTER KING BEDROOM -FULLY FENCED BACKYARD -OUTDOOR FIRE PIT -WEBER GRILL (Kamado Joe Smoker broke) Stay comfortably in this quiet, 4/3 pool home, with a commercial family arcade! Enjoy a staycation at this tastefully updated home or take a quick ride to one of the many local Tampa area attractions!

The living area features a wall-mounted TV displaying a scenic landscape. A round coffee table sits at the center, surrounded by a gray couch and a single chair. Natural light enters through sliding glass doors, illuminating the neutral-toned walls and contemporary decor.

4.84 out of 5 average rating, 123 reviews

Home Away From Home Minutes From Moffitt and USF

2-bedroom, 2-bath townhome . Located near the University of South Florida and Busch Gardens, this unit comes with a 58" Roku TV in the living room and a 32" Roku TV in the master bedroom. Enjoy Prime Video on us! You'll also have free parking with this unit. Additionally, You'll also have access to the community pool, game room, and gym located in the complex. There is a designated work space in the unit for those who need to get some work done while away from home.

Apartment in Tampa Downtown

4.83 out of 5 average rating, 100 reviews

Bright, Spacious 2BD in heart of Tampa | Free Prkg

Discover our cozy 2-bedroom apartment in North Downtown Tampa, where ease and comfort meet. Perfectly located near Downtown, Channelside, Hyde Park, Ybor City, and Tampa Heights, our inviting space offers a warm welcome. This home away from home includes two bedrooms, a fully-equipped kitchen, and contemporary facilities such as a saltwater pool, fitness center, yoga studio, and clubroom. Explore the finest attractions of Tampa Bay just moments from your front door.

The collage showcases various areas of the villa. The spacious living room features comfortable seating and ample natural light. A game room with a pool table is visible alongside the outdoor pool and spa area, surrounded by lush greenery. A dining area with a large table is also included.

4.97 out of 5 average rating, 113 reviews

Luxury Heated Pool/Spa Villa w/ Game Room & More!

5⭐⭐⭐⭐⭐ Luxury Service & Accommodations You've seen the rest but why not book the best? No expense has been spared in this one-of-a-kind, opulent & completely unique vacation rental. The sprawling villa bolsters over 3,700 sq foot of living space featuring 4 bedrooms, 2.5 bathrooms, a living room, a game room, an office room, and so much more. This is one of the BEST vacation rentals Tampa Bay has to offer, and now you can enjoy it all for yourself!

A spacious outdoor area features a heated saltwater pool and hot tub surrounded by lush greenery. A fire feature adds warmth to the setting. The enclosure allows for comfortable relaxation while enjoying an inviting atmosphere.

4.99 out of 5 average rating, 112 reviews

Heated Salt Pool & Spa | Near Airport & Downtown

Tampa Oasis - 3BR/2BA(Half Bath with outdoor shower with hot water), Heated Pool, and Hot Tub (Saltwater) Welcome to convenience and relaxation near Tampa Airport! This 3-bed, 2 bath home comfortably sleeps 8 with a pullout bed. Enjoy a heated pool, hot tub, and outdoor shower + TV. Proximity to the airport, Tampa's attractions, and more. Amenities include Wi-Fi, washer/dryer, and smart home tech. Book now for a memorable Tampa stay!

Guest suite in Old Seminole Heights

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.

4.95 out of 5 average rating, 304 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 serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.

4.97 out of 5 average rating, 103 reviews

Lakeview Retreat with Private Pool Perfect Getaway

Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

Popular amenities for Carrollwood rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor space features a sparkling inground pool surrounded by a concrete deck. Several lounge chairs are positioned nearby, offering relaxation by the water. The fenced area is bordered by greenery and a grill is placed strategically for outdoor cooking.

4.83 out of 5 average rating, 208 reviews

Walk to Stadium • Pool • Grill • Arcade •75"TV•FUN

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, 123 reviews

Villa Paradise

A spacious screened patio features a glistening pool surrounded by tropical plants. A pink flamingo float and two beach balls add a playful touch to the water. Two lounge chairs are situated nearby, perfect for relaxation under the bright blue sky.

4.92 out of 5 average rating, 101 reviews

The Breeze-private (optional) heated pool house.

4.98 out of 5 average rating, 111 reviews

A serene waterfront view captures a canal lined with homes and docks. The still water reflects the soft hues of the sunset, while palm trees and boats add to the tranquil atmosphere.

Home in Bay Crest Park

Canal views, weekly and monthly Discounts

4.83 out of 5 average rating, 217 reviews

Spacious home / 35 Foot Pool/Patio on park

The outdoor area features a spacious heated pool surrounded by a lush green lawn. Colorful lounge chairs are arranged along one side, with a hammock set up for relaxation. Soft lighting is strung above an entertainment area, creating an inviting ambiance in the evening sky.

4.86 out of 5 average rating, 105 reviews

Lux Modern Villa | Pool, Spa & More Fun -Sleeps 19

4.98 out of 5 average rating, 55 reviews

A spacious living area features high ceilings and natural light, with a comfortable seating arrangement that includes a gray sectional and armchairs. A modern coffee table sits at the center, complemented by a decorative lamp and plants. The area seamlessly connects to a dining space with a large table.

Home in Wesley Chapel

Designers Villa @ Saddlebrook

4.75 out of 5 average rating, 125 reviews

Walk to Raymond James Stadium! Pool/ Hot Tub Home!

Condo rentals with a pool

4.9 out of 5 average rating, 110 reviews

A spacious living area features a large sectional sofa with a pullout bed and a circular rug placed beneath a coffee table. Two framed artworks adorn the wall, while light floods in through the window, complementing the warm wood flooring.

Condo in Riverview

Spacious 2/2 ResortStyle Condo near Downtown Tampa

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, 426 reviews

Tampa Winter Stay w/Waterfront Bay & Sunset Views

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

4.97 out of 5 average rating, 207 reviews

Tiki Themed Waterfront Condo on Tampa Bay

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, 530 reviews

Tropical Waterfront Escape

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.

4.95 out of 5 average rating, 115 reviews

Tampa Bay Waterfront Views Rocky Point

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, 266 reviews

Rocky Point paradise

A living room features a comfortable sectional sofa positioned beside a glass coffee table. Natural light enters through large windows, illuminating a cozy reading area with a rocking chair. The walls display a colorful piece of artwork, and a ceiling fan enhances the airy atmosphere.

4.79 out of 5 average rating, 131 reviews

Beautiful and spacious condo centrally located

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, 354 reviews

Modern Waterfront Condo - Captivating Sunset Views

Other vacation rentals with a pool

4.79 out of 5 average rating, 19 reviews

A modern living area showcases a large flat-screen TV mounted on the wall, displaying a serene beach scene. A comfortable, light-colored sofa is positioned in front of a stylish wooden media console. Decorative plants and artwork add a contemporary touch to the neutral-toned space.

Home in West Riverfront

West River Hyde-Out

4.5 out of 5 average rating, 4 reviews

Tampa Oasis: Pool & Hot Tub Retreat for Families

Bungalow in Riverside Heights

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.

5 out of 5 average rating, 83 reviews

Welcome to The Plaza Tampa

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.

4.86 out of 5 average rating, 44 reviews

Eco Lake Magdalene - Pool Home

4.98 out of 5 average rating, 52 reviews

A cozy living area showcases a blue sofa paired with a decorative pillow and a wooden coffee table. Sliding glass doors lead to a bedroom. A wall-mounted television is positioned above an electric fireplace, contributing to a comfortable setting.

Guesthouse in Odessa

Breathtaking Lakefront Glass Cottage

A spacious backyard features a heated saltwater pool surrounded by a tiled patio. Two lounge chairs sit beside a small table with drinks, inviting relaxation. The home is visible in the background, with large glass doors leading to the interior, offering a blend of indoor and outdoor living.

4.87 out of 5 average rating, 15 reviews

Paradise Pool & Golf Retreat - Carrollwood Tampa

4.88 out of 5 average rating, 41 reviews

An outdoor view showcases a private heated pool surrounded by eight lounge chairs, situated on green turf. To the right, a putting green offers additional recreational space. The home features large glass doors that open to the inviting outdoor area, framed by mature trees.

Home in Sunset Park

Luxury Sunset Park Escape w/ Pool & Putting Green