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Vacation rentals with a pool in Carrollwood

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Carrollwood

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Clearwater

4.98 out of 5 average rating, 173 reviews

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

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

4.92 out of 5 average rating, 237 reviews

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).

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

4.89 out of 5 average rating, 175 reviews

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

4.81 out of 5 average rating, 108 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

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

4.82 out of 5 average rating, 146 reviews

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!

4.86 out of 5 average rating, 132 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.

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.

4.78 out of 5 average rating, 105 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

Top guest favorite

An outdoor seating area features a colorful table surrounded by white and pastel chairs. A fire pit is present nearby, with patio heaters positioned for comfort. The view overlooks a heated pool and blue umbrellas, with lounge chairs arranged around the poolside.

4.95 out of 5 average rating, 316 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.

An outdoor area showcases a spacious pool surrounded by a screen enclosure. The pool's clear water reflects the sky, with a relaxing seating arrangement visible under the covered patio. Lush greenery and a fenced yard enhance the private feel of the space.

4.83 out of 5 average rating, 133 reviews

5 Star Tampa POOL Oasis

Located just a 1/2 mile from 5 Star Tampa Pool Oasis 2 and in the same subdivision this fully renovated 4bed 2bath open concept POOL home with fenced in yard is sure to please! County park 1/4 mile away featuring kids play areas, fitness trail, and basketball courts make this a great family friendly vacation home or long term place to stay. 15 min from TIA, 15 min to Busch Gardens, 20 min to downtown Tampa, 40 minutes to Gulf beaches, 1hr 15 mins to Disney.

A comfortable couch, adorned with navy blue throw pillows, is positioned in front of a large wall mural depicting a grand castle. Natural light streams in through sheer curtains near a small side table topped with a decorative lamp.

4.89 out of 5 average rating, 104 reviews

Downton Blue

Welcome to Downton Blue, a beautifully maintained two bedroom, two bath home, where timeless charm meets modern comfort. Nestled in a quiet neighborhood, your stay here will leave you feeling rejuvenated and relaxed. It offers a private pool- perfect for morning coffee or an afternoon dip. Just minutes from top rated dining, shopping, and local attractions. Whether you are exploring the area or working, you will appreciate the unbeatable convenience.

A heated pool is located in a spacious backyard surrounded by a wooden fence, providing privacy. The pool features a relaxing curved shape and is complemented by a screened-in sitting area, visible in the background with outdoor furniture arranged for comfortable gatherings.

4.82 out of 5 average rating, 152 reviews

*1Der Stays* #1 Cozy 3 bedrooms home with pool.

Relax with the whole family at this peaceful place to stay. Enjoy sunny afternoon in the pool (heated) with plenty of space or a cozy night by the fireplace in our living area. In the heart of the city with shopping mall and restaurants close by. Only 20 minutes away from downtown and about 30 minutes away from the beach. Come enjoy the cool breeze of the bay. Equipped with tankless water heater and a water purification system for the entire home.

A well-equipped kitchen features sleek white cabinetry and countertops. Stainless steel appliances, including a microwave and a gas stove, are present. Decorative elements, such as red kitchenware and glassware, are arranged on open shelves, creating an organized and inviting space.

Guesthouse in Tampa

4.92 out of 5 average rating, 171 reviews

red comfort trip" 5 minutes to Bush gardens

Welcome to Red Confort Trip, your private getaway in Tampa! Enjoy a fully private space with your own patio to relax or smoke in peace. Guests also have access to a lush shared backyard featuring a large pool, pergola, BBQ area, and a variety of fruit trees, flowers, and plants. Perfect for nature lovers! The backyard is shared with the owner and guests from another Airbnb, but each unit has its own private patio for those who prefer quiet time

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Popular amenities for Carrollwood rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

An aerial view captures a spacious backyard featuring a rectangular pool surrounded by lounge chairs. The property is framed by green lawns and trees, with a covered patio area visible nearby. The home is situated in a quiet cul-de-sac.

4.89 out of 5 average rating, 160 reviews

Pool Oasis | Karaoke | 5G | Theater 135" | Grill

A spacious pool area is enclosed by a black screened lanai, featuring a large blue swimming pool. The surrounding pavers provide a clean, open space that enhances the outdoor environment, with lush greenery visible beyond the enclosure.

4.87 out of 5 average rating, 23 reviews

Luxury Stay w/ Pool sleeps 12+

Top guest favorite

A screened-in pool area features a clear, inviting pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, with partial shade provided by an umbrella. Lush greenery is visible in the background, adding to the serene outdoor setting.

4.96 out of 5 average rating, 71 reviews

Upscale Tampa Dream Home Pool, Golf, Pool Table

A screened-in pool area features a spacious swimming pool accompanied by a spa. The surrounding paver deck offers ample space for lounging, with green landscaping visible through the screens. Natural light filters in, enhancing the serene environment.

Home in Seffner

4.87 out of 5 average rating, 142 reviews

Tampa Bay area OASIS

Top guest favorite

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, 55 reviews

NEW Cozy Family Retreat, Tampa: Private Pool Oasis

A dining area is featured with a dark wooden table surrounded by four light-colored chairs. A large artwork depicting a beach scene is mounted on the wall, complemented by ambient lighting. Doorways leading to other rooms are visible, enhancing the space's openness.

4.87 out of 5 average rating, 52 reviews

your home close to everything

Top guest favorite

A playground structure is shown with a slide and a small platform, set on green grass. Beyond the playground, a screened-in pool area is visible, with water reflecting the surrounding trees and sky. The tranquil backyard environment offers space for relaxation.

4.98 out of 5 average rating, 168 reviews

Tropical Getaway, Perfect Home & Great Location

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

4.98 out of 5 average rating, 46 reviews

Designers Villa @ Saddlebrook

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, 198 reviews

Waterfront Condo - Sunset View of Tampa Bay

A spacious sun deck offers lounge chairs and umbrellas overlooking the water. The heated pool is visible alongside the deck, surrounded by lush landscaping. Palm trees line the water's edge, complementing the tranquil environment of the all-water-front resort.

4.92 out of 5 average rating, 516 reviews

Tropical Waterfront Escape

A well-maintained outdoor pool area features lounge chairs with blue umbrellas positioned around a sparkling pool. The pool is surrounded by a paved deck and a poolside bar is visible in the background, along with a multi-story building framed by palm trees.

4.87 out of 5 average rating, 114 reviews

Mangrove Bay | Waterfront Suite w/ Bay Views

Top guest favorite

A clear blue swimming pool reflects sunlight, surrounded by a spacious deck. The poolside bar and restaurant are visible, with people enjoying the outdoor seating. Behind the pool, a three-story building features balconies and palm trees, creating a relaxed beachfront atmosphere.

4.94 out of 5 average rating, 107 reviews

Tampa Bay Near by Airport & Stadium

4.88 out of 5 average rating, 127 reviews

Waterview Private Balcony FirePlace Pool Airport

A tranquil view of a swimming pool is showcased against a vibrant sunset over the water. Poolside loungers are arranged along the edge, providing ample space for relaxation. The surrounding area is landscaped, with a fence framing the picturesque scene.

4.75 out of 5 average rating, 248 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.

Condo in New Tampa

4.81 out of 5 average rating, 119 reviews

Beautiful and spacious condo centrally located

A poolside bar and restaurant is visible adjacent to a heated pool, surrounded by lounge chairs. The building features a modern design, with balconies overlooking the pool area. Palm trees provide shade in the background, enhancing the tropical ambiance.

4.85 out of 5 average rating, 114 reviews

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

Other vacation rentals with a pool

An open living area is showcased with a spacious sectional sofa, a rectangular coffee table, and a soft area rug. A dining table for six sits in the background, with natural light filtering through a large window adorned with sheer curtains.

4.95 out of 5 average rating, 19 reviews

The Gallery - Modern Home

Top guest favorite

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 Heights

5 out of 5 average rating, 62 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.

4.94 out of 5 average rating, 33 reviews

Hurry Up! 20%OFF in September Lk Magda Pool House

A welcoming living room features a gray couch and a vibrant yellow chair, both positioned around a circular coffee table. Natural light filters through sheer white curtains, illuminating the space. Decorative accents include wall art and a plant adding a refreshing touch to the modern decor.

Apartment in Westchase

4.94 out of 5 average rating, 32 reviews

Chic 2BR/2BA- Minutes to Airport & Westchase #3

Top guest favorite

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.

5 out of 5 average rating, 57 reviews

The Coastal Casita- Private Pool Home in Tampa, FL

Top guest favorite

An outdoor area features a private pool surrounded by a concrete deck. Lounge chairs and a dining table are visible beneath a covered patio, while tropical landscaping adds greenery. A path of stepping stones leads toward the pool, inviting relaxation and leisure.

Home in Palm Harbor

4.95 out of 5 average rating, 76 reviews

Private pool, Golf Cart, Completely Renovated!

A peaceful lakeside view features gentle ripples created by ducks gliding across the water. Reflections of nearby apartment buildings are visible on the serene surface, surrounded by lush greenery and a clear sky.

4.78 out of 5 average rating, 18 reviews

Lakeview Apt Close to Beaches, Airport, Downtown!

The exterior of a one-story home is showcased, surrounded by lush grass and tropical plants. A smooth driveway leads to a dark garage door, while a pathway curves towards the entrance. A colorful sky at sunset creates a serene atmosphere in the background.

4.85 out of 5 average rating, 20 reviews

Tampa Oasis: Modern 3&3 w/ Pool

Quick stats about vacation rentals with a pool in Carrollwood

Total rentals
70 properties
Nightly prices starting at
G$4,136 GYD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore