Holiday 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.

4.82 out of 5 average rating, 129 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 heated swimming pool is surrounded by a covered patio. A dark wicker seating area is visible next to the pool, along with a grill and an outdoor projector displaying an image on a wall. String lights create a soft illumination around the space.

4.94 out of 5 average rating, 139 reviews

Cozy Tampa Home with Large Heated Pool

“No Cleaning Fee, No Chores” Your family will be close to everything when you stay at this centrally-located home. This home is located 5-10 mins from shopping centers, restaurants, gyms, pet and child daycares, community sport courts, local parks and hospitals. 20-30 mins from Bush Gardens, Downtown, ZooTampa, Tampa Airport, Cruise Port, Ben T Davis Beach, Raymond James Stadium, Hard Rock Casino, Hillsborough State Park and more. Only 1hr 30min from Disney, Universal, Sea World, Lego Park

4.9 out of 5 average rating, 264 reviews

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

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).

4.89 out of 5 average rating, 184 reviews

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

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

4.95 out of 5 average rating, 104 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 Palma Ceia

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

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

4.82 out of 5 average rating, 126 reviews

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.

Condo in New Tampa

Beautiful and spacious condo centrally located

As proven by the many reviews, we take cleanliness very seriously. To further insure the cleanliness of the property, we thoroughly disinfect frequently used areas such as: Doorknobs, switches, handles, bedside tables, bathroom sinks, toilets, counters, TV remotes, and thermostat. Condo is walking distance to shopping, food, and entertainment. Within minutes to beaches, Moffit, VA hospital, USF, downtown, Ybor, Malls, Bush Gardens, Zoo, Museums, and more. Orlando is within an hour drive.

4.83 out of 5 average rating, 153 reviews

A modern living area features a light-colored sofa and dark accent chairs arranged around a central ottoman. A wall clock complements the artwork displayed above the couch, while the kitchen area is visible in the background, showcasing sleek cabinetry and appliances.

Condo in Paradise Lakes

Millers, BeOne Naturally Clothing Optional Premium

Relax in your birthday suit in a fun clothing-optional Paradise lakes Resort. Modern furniture sleeps up to 4 People with a King Size Bed and a leather sleeper sofa in living room with Memory Foam mattress. Full kitchen with refrigerator, oven range and microwave for cooking, coffee maker, washer and dryer for laundry, 2 TVs, and a bath tub for relaxing. The clubhouse 2 Swimming Pools, Hot Tub, events like Karaoke, Live Bands and more (fees vary by days of week). Thank you and enjoy!

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, 138 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.

Guesthouse in South Seminole Heights

4.86 out of 5 average rating, 968 reviews

Seminole Heights Riverside Paradise w/Pool

Our stunning waterfront views, pool, kayaks, paddle boards, and beach cruisers are a few of the many amenities that make our property perfect for your Florida vacation. Our convenient proximity to downtown Tampa, air & sea ports, beaches, and parks make the guesthouse at Isla de Dij the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

4.83 out of 5 average rating, 215 reviews

Spacious home / 35 Foot Pool/Patio on park 10% off

Great 4 bedroom 2.5 bath,. 35 foot pool home with covered patio backed up to a beautiful park!! 2 story home.(stairs) Close to airport, amusement parks, restaurants, downtown, stadium and shopping. Parking in driveway. (3 to 4 cars max.) Please know pool is not heated. Also we do not accept pets. No parties or large gatherings are allowed . No motorcycles, campers, RVs or boats allowed. Only 2 to 7 night stays. Garage NOT for use. Thank you for respecting our rules and home! 😃

Guest suite in Ridgewood Park

A spacious sleeping area features a dark quilted bedspread and a ceiling fan providing airflow. Natural light enters through the nearby windows, illuminating the decor. The kitchen area is visible in the background, with dark cabinetry contrasting against lighter walls.

4.97 out of 5 average rating, 372 reviews

The Pearl at Ridgewood Park

Enjoy this stylish and specail studio located in the most desired area of Tampa!! Walk or bike to Armature Works, The River Walk, Downtown Tampa, Ulele Restaurant and so many more cool and trendy places in the area. This studio is located less than 5 mins from our unique ans historic Ybor City! We are just 10 mins from Tampa International Airport so convenient for business trips. Pool area is available from 9 Am to 9 Pm No glass in pool area.

Popular amenities for Carrollwood rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.99 out of 5 average rating, 127 reviews

Hacienda Hideaway w/ heated pool

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.

4.87 out of 5 average rating, 102 reviews

Tampa Getaway Heated Pool House

A comfortable living area is highlighted by a plush sofa and a modern coffee table, with a 75-inch Smart TV mounted on the wall. Natural light floods the room through sliding glass doors that provide a view of the outdoor pool area.

4.85 out of 5 average rating, 105 reviews

Family Friendly Oasis Heated POOL - Ace Location

A vibrant outdoor oasis features a cozy plunge pool surrounded by sun loungers. A shaded seating area includes a table with four chairs. The space is enhanced by decorative elements, including a pergola with hanging egg chairs, all set against a lush green lawn.

4.96 out of 5 average rating, 78 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

4.95 out of 5 average rating, 129 reviews

A collection of four images showcases various areas of the property. The first features a cozy living room with a sectional couch and a dining area. The second highlights a modern kitchen with a breakfast bar. The third image presents a spacious backyard with a pool surrounded by greenery. The fourth displays a well-furnished bedroom with a large bed.

Home in Sulphur Springs

Contemporary & Fully Updated Heated Pool Home

A seating area features a woven bench adorned with tropical-patterned cushions, positioned against a green wall with a neon sign. The inviting pool glimmers in the background, surrounded by a screened enclosure that enhances the outdoor experience.

4.98 out of 5 average rating, 187 reviews

Tropical Getaway, Perfect Home & Great Location

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, 225 reviews

Rooms with a Pool

The kitchen features wooden cabinetry, a central island with seating, and modern appliances. Natural light enters through the glass doors, illuminating the granite countertops. A coffee maker and dishwasher are visible, and the tiled floor adds a polished finish to the overall space.

4.87 out of 5 average rating, 192 reviews

Entire residential home, Tampa. 3/2, Pool.

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, 219 reviews

Waterfront Condo - Sunset View of Tampa Bay

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, 419 reviews

Tampa Winter Stay w/Waterfront Bay & Sunset Views

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, 522 reviews

Tropical Waterfront Escape

A welcoming living area features a modern sectional sofa facing a sleek coffee table. A simple artwork hangs on the wall above a dark fireplace, while large windows allow natural light to brighten the space. The room connects to a dining area visible in the background.

4.84 out of 5 average rating, 82 reviews

USF Moffitt, Advent Health, B. Gardens, Golfing!

4.88 out of 5 average rating, 176 reviews

Waterfront condo with sunset views of Tampa Bay.

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, 113 reviews

Tampa Bay Waterfront Views Rocky Point

A spacious living area is bathed in natural light from large windows overlooking the bay. A comfortable gray sofa and decorative pillows invite relaxation, while a wooden coffee table sits at the center. A cozy dining area for two is positioned nearby, enhancing the coastal ambiance.

4.83 out of 5 average rating, 24 reviews

The Sea Turtle Suite 𓆉 Corner Unit with Bay Views

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, 256 reviews

Rocky Point paradise

Other holiday rentals with a pool

A tranquil outdoor pool area is highlighted, surrounded by lush greenery and palm trees. The pool's clear blue water reflects the sky, which features vibrant hues of pink and purple at sunset. Comfortable lounge chairs are positioned poolside for relaxation.

4.9 out of 5 average rating, 77 reviews

Tropical Haven: Private Pool, Hot Tub, and Bliss

4.95 out of 5 average rating, 81 reviews

Private Pool and Mini Golf Tampa Getaway

4.86 out of 5 average rating, 99 reviews

Spacious 4/2 Pool Home-Prime Location-Large Yard

An aerial view of the property showcases a spacious layout, highlighting a private pool surrounded by lounge chairs. Lush greenery and palm trees are observed throughout the fenced backyard, with additional outdoor seating visible near the pool. A screened enclosure is present in the background.

4.82 out of 5 average rating, 28 reviews

Tampa Oasis: Modern 3&3 w/ Pool

4.76 out of 5 average rating, 46 reviews

Guesthouse in Tampa

The Pelican Cove - guest house

4.6 out of 5 average rating, 58 reviews

Tropical Tampa Oasis ~ Heated Pool

4.91 out of 5 average rating, 32 reviews

Home in Forest Hills

Cozy home near Busch Gardens

A spacious outdoor area features a stone-paved patio surrounding a large swimming pool. A hot tub is integrated on one side, and covered seating options are visible. The space is enclosed by a screened structure, with a few trees providing partial shade in the background.