Vacation rentals with a pool in Carrollwood

4.98 out of 5 average rating, 186 reviews

Home in Clearwater

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

4.9 out of 5 average rating, 253 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).

4.88 out of 5 average rating, 180 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

Guesthouse in Tampa Heights

A serene pool area features a shimmering blue pool surrounded by lush greenery, including tropical plants. Two lounge chairs are positioned nearby on a brick patio, providing a comfortable spot for relaxation. A detached structure is visible in the background, set amongst a canopy of trees.

4.88 out of 5 average rating, 394 reviews

Pool Side Getaway, Walk/Bike Tampa River Walk

Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

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, 111 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

4.83 out of 5 average rating, 151 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!

4.9 out of 5 average rating, 222 reviews

The interior showcases a modern living area featuring a blue sofa and two coordinating chairs. A round area rug with a compass design sits on the floor. The kitchen has contemporary cabinetry and stainless steel appliances, with bar stools positioned at the counter. Natural light filters in through a window.

Tiny home in Tampa

"sensation of tampa" jacuzzi, private, and Pool,

Experience the challenge of an adventure in a different style THE TAMPA FEEL is a 50×12 HeartLand Shed in the side yard of my house. It is completely private since it has its own patio divided by a 6' fence, made inside with a unique style, it has a wonderful living room, shared Pool, a fully equipped modern kitchen for your comfort, a bathroom, it will also have a nice gazebo with plants that You will enjoy the atmosphere for any picnic or grill event, and you have a space to do BBQ.

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, 115 reviews

Villa Paradise

Relájate con la familia en este tranquilo lugar para quedarse. Casa espaciosa para disfrutar en familia y amigos, disfrutar de una hermosa piscina y patio trasero bien grande, cocina también en el exterior( solamente para 6 personas) NO MÁS DE 6 PERSONAS, no tienen acceso al garage, yo vivo en un apartamento que tengo en el garage, que no tengo acceso a el alojamiento por ningún lugar, mientras esté la casa reservada, esto se los informo para mi seguridad y confianza, Gracias

Guesthouse in South Seminole Heights

4.87 out of 5 average rating, 955 reviews

Seminole Heights Riverside Paradise w/Pool

Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is 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.

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.

4.96 out of 5 average rating, 359 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.

4.95 out of 5 average rating, 294 reviews

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

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.

Apartment in Tampa Downtown

4.83 out of 5 average rating, 101 reviews

Downtown Views | Saltwater Pool | Free Parking!

Step into our serene studio in North Downtown Tampa, where tranquility meets convenience. Centrally located minutes away from Downtown, Channelside, Hyde Park, Ybor City, and Tampa Heights. Enjoy a peaceful retreat with cozy furnishings, a well-equipped kitchenette, and modern amenities including a serene saltwater pool, rejuvenating gym, blissful yoga studio, and comfortable clubroom. Experience the idyllic side of Tampa Bay.

Popular amenities for Carrollwood rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 146 reviews

A spacious living area features a sectional couch and a decorative area rug, enhancing the inviting ambiance. A dining table with modern chairs is positioned against a striking patterned accent wall, while natural light filters through the nearby windows, casting a warm glow over the space.

Home in Pinellas Park

Insta Worthy Retreat -Arcade Games- Htd Pool- Golf

4.98 out of 5 average rating, 104 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 Oasis Heated Pool-Hot Tub-Waterfront- Kayaks

A bright living area features a plush, mustard-colored sofa adorned with colorful cushions. In the background, a modern kitchen is visible, equipped with stainless steel appliances and white cabinetry. Pendant lights hang above the kitchen island, enhancing the open-concept layout.

4.94 out of 5 average rating, 141 reviews

3/2, 3 miles to Busch Gar *Pool, Game,CoffeeBar*

4.99 out of 5 average rating, 144 reviews

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

Tropical Oasis Retreat w/ Heated Pool

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, 181 reviews

Tropical Getaway, Perfect Home & Great Location

A private pool is surrounded by a spacious concrete deck, featuring several lounge chairs and tropical landscaping. The clear blue water is set against a backdrop of a blue sky and a white fence, creating an inviting outdoor retreat.

4.86 out of 5 average rating, 111 reviews

Luxurious House with private Pool.

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, 188 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.

4.92 out of 5 average rating, 208 reviews

Waterfront Condo - Sunset View of Tampa Bay

4.89 out of 5 average rating, 103 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, 416 reviews

Tampa Events & Suite w/WtrFrt 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, 521 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, 112 reviews

Tampa Bay Waterfront Views Voted Best Sunsets

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, 252 reviews

Rocky Point paradise

A modern living area features a gray sofa adorned with colorful pillows. A white coffee table is placed on a soft area rug. Large sliding glass doors provide direct views of the waterfront, while palm trees can be seen just outside, enhancing the tropical ambiance.

4.89 out of 5 average rating, 178 reviews

Luxury Blue Haven - Stunning Tampa Bay Views!

4.81 out of 5 average rating, 124 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

Other vacation rentals with a pool

A serene outdoor space features a sparkling pool under a screened enclosure, complemented by comfortable seating and dining areas. An elegant interior showcases a pool table and modern decor. A well-maintained putting green with flags invites practice, while a hammock provides a cozy spot for relaxation.

4.95 out of 5 average rating, 78 reviews

Upscale Tampa Dream Home Pool, Golf, Pool Table

4.81 out of 5 average rating, 53 reviews

A spacious living area is showcased with a modern gray sofa and a bright yellow accent chair. A decorative rug in shades of yellow and gray is positioned under a coffee table. Light enters through sliding glass doors, enhancing the open feel of the room.

Townhouse in Tampa

Sunshine Retreat Minutes From Moffitt and USF

A modern kitchen features sleek white cabinetry and black countertops. Stainless steel appliances are visible, alongside a spacious island with four stylish bar stools. Ample natural light enters through a window, enhancing the clean and contemporary design.

4.95 out of 5 average rating, 95 reviews

Sea Breeze

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.

4.93 out of 5 average rating, 40 reviews

¡23% off! Eco Lake Magdalene - Pool House

5 out of 5 average rating, 71 reviews

A serene poolside area showcases natural landscaping featuring various cacti and tropical plants. Two wicker chairs are positioned around a small fire pit under a shaded umbrella, providing a relaxing outdoor space. The glistening pool reflects the greenery and enhances the tranquil atmosphere.

Home in Forest Hills

The Coastal Casita- Private Pool Home in Tampa, FL

4.93 out of 5 average rating, 92 reviews

Guest suite in Tampa

West Tampa Villas 1 With Pool Oasis-Near Stadium

4.93 out of 5 average rating, 59 reviews

A spacious sleeping area features a tufted bed topped with soft pillows and neatly arranged towels. A large mirror reflects the light from the window, while a potted plant adds a touch of greenery. Soft lighting is provided by ceiling fixtures and bedside lamps.

Home in Seffner

Dariana kuan