Holiday rentals with a pool in Carrollwood

4.9 out of 5 average rating, 248 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, 178 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

4.8 out of 5 average rating, 318 reviews

A tranquil outdoor space features a private pool surrounded by lush greenery and lounge chairs. The vibrant sunset casts pink and orange hues over the water, with a boat docked in the background. Potted plants add a touch of nature to the serene setting.

Guest suite in Riverbend

The Riverfront Suite at Casa del Soul

The riverfront suite @ Casa Del Soul has something for everyone. Whether you’re traveling for business, on vacation exploring Tampa Bay, or wanting to get out of the house for a weekend stay-cation look no more. Casa del Soul is centrally located in trendy/ eclectic neighborhood of Seminole Heights just minutes away from Ybor, Hard Rock, Downtown, South Tampa, Hyde Park , Lowry Park Zoo, Busch Gardens, Adventure Island, the Amphitheater, Arena, International Mall, Stadium, Restaurants & More.

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, 110 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

4.96 out of 5 average rating, 112 reviews

Guest suite in Tampa

West Tampa Villa 2 With Pool Oasis- Near Stadium

Come enjoy this newly renovated apartment with a full kitchen. You will love it !! This apartment is clean, cozy and quite to have a wonderful vacation with the benefits of a private suite it comes with queen size bed, smart tv, wifi access, closet, iron and iron tablet, full size shower, hair dryer, desk, kitchen full with coffee maker, microwave. Full size fridge and with a beautiful pool to relax. The pool area is shared!!! The pool has no heating!!! hours 8:00am to 8:00 pm

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.

Don't miss out on the experience of booking this cozy house with a private pool and an excellent promotion, just 12 minutes from Tampa International Airport. Laundry facilities and parking are included. Conveniently located near RJ Stadium, amusement parks like Busch Gardens, Adventure Island, and shopping centers, and in the heart of Tampa Bay, it offers all the amenities to make you feel comfortable and at home and enjoy a pleasant stay. You will be most welcome.

Guesthouse in South Seminole Heights

A screened-in pool area features a clear turquoise pool bordered by a tile deck. Floating loungers rest on the water's surface. Simple poolside furniture is arranged for relaxation, with lush greenery and scenic views of the Hillsborough River visible through the screens.

4.87 out of 5 average rating, 947 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.

A spacious living area is presented, featuring a large sectional sofa and a coffee table. Bright natural light enters through sliding glass doors leading to the outdoor space, while a ceiling fan adds comfort. The flooring is finished in a warm wood tone, enhancing the cozy atmosphere.

4.82 out of 5 average rating, 138 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.

4.91 out of 5 average rating, 183 reviews

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

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

5 out of 5 average rating, 146 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

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.

4.84 out of 5 average rating, 175 reviews

A private entrance is visible, featuring a clean white gate that leads into the apartment area. A paved walkway of gray stones is bordered by white gravel and greenery, creating an inviting access point. Nearby structures can be seen, emphasizing the neighborhood's quiet environment.

Apartment in Tampa

Private apartment perfectly located in Citrus park

A comfortable, quiet, and private apartment located in the Citrus Park area. A private entrance to a fully furnished apartment; includes a small kitchen, washer and wifi. The veterans expressway is 1.5 miles away, that can get you anywhere in Tampa within 15 minutes! Citrus Park mall 1.7 miles away. Several eateries, shops, and Tampa trail within a 1 mile radius. Tampa internal airport 12 miles away.

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, 118 reviews

Hacienda Hideaway w/ heated pool

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, 104 reviews

Family Friendly Oasis Heated POOL - Ace Location

5 out of 5 average rating, 69 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

4.98 out of 5 average rating, 102 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 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.

4.88 out of 5 average rating, 57 reviews

tu hogar cerca de todo

Home in South Seminole Heights

A screened lanai surrounds a clear salt-water pool, featuring a floating pink flamingo. Colorful lounge chairs are positioned nearby on a sunlit deck, with tropical greenery visible in the background, enhancing the private outdoor space.

4.99 out of 5 average rating, 291 reviews

Pool + Park + Private = Perfect Place

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, 224 reviews

Rooms with a Pool

4.86 out of 5 average rating, 109 reviews

A serene view of the waterfront home, featuring a clear blue pool and well-maintained lawn. Two bright green jet skis are docked at the wooden pier, which extends into the calm canal. The house's backyard is framed by palm trees, creating a relaxed outdoor environment.

Home in Dana Shores

Boaters Paradise- Waterfront Heated Pool King Beds

Condo rentals with a pool

4.89 out of 5 average rating, 101 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, 415 reviews

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

A stylish living area features an entertainment unit with a mounted television. A cocktail bar set is displayed on a metal cart, accompanied by a cocktail shaker and utensils. Tall bar stools invite seating at a nearby table, while glass doors provide a view of the balcony.

4.83 out of 5 average rating, 30 reviews

Bayview Balcony, Heated Pool, Bar/Grill

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, 520 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!

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 Near by Airport & Stadium

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.

4.85 out of 5 average rating, 13 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, 250 reviews

Rocky Point paradise

Other holiday 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.

4.96 out of 5 average rating, 76 reviews

Upscale Tampa Dream Home Pool, Golf, Pool Table

4.94 out of 5 average rating, 35 reviews

Apartment in Westchase

Stylish 2BR/2BA w/ Pool, Gym Near Airport #3

5 out of 5 average rating, 22 reviews

A modern guest room is shown, featuring a spacious bed with neatly arranged bedding. A cozy seating area with a chair and ottoman complements a small desk. A television is mounted on the wall, and sliding glass doors offer views of the outdoor area.

Condo in Paradise Lakes

Vacation Nude! N5 Studio @ Paradise Lakes

4.94 out of 5 average rating, 85 reviews

A comfortable gray sofa is positioned against a light wall, accented by two orange cushions. Framed artwork featuring botanical designs is hung above the sofa. A small side table with a lamp is beside the seating area, complemented by a decorative plant.

Apartment in Tampa

Contemporary 1/1 King APT | Saltwater Heated Pool

The modern kitchen features sleek white cabinetry and stainless steel appliances, including a large oven and refrigerator. A spacious island with seating is centered in the room, complemented by a dining area visible in the background. Natural light filters through a window, enhancing the inviting atmosphere.

4.81 out of 5 average rating, 80 reviews

Cozy Hideout w/ pool ~ Close to everything

4.93 out of 5 average rating, 57 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

A spacious living area features a large, curved sectional couch adorned with dark cushions. A round black coffee table sits at the center, complemented by a textured area rug. Large windows allow natural light to fill the space, providing a bright and inviting atmosphere.

4.95 out of 5 average rating, 39 reviews

Big Beautiful Luxury Modern Pool Home & Hot Tub!

A spacious outdoor area is showcased with a swimming pool and spa, surrounded by a sun patio made of light-colored stone. The enclosure features a canopy structure, and seating areas are visible nearby. A barbecue area and dining table are also included in the background.