Vacation rentals with a pool in Greater Carrollwood

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Greater Carrollwood

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

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Guest favorite

Tiny home in Tampa

4.95 out of 5 average rating, 207 reviews

Amalie Arena 10 min! Armature and Downtown 5 min!

Cabana Haya is a renovated 200 sq foot TINY pool/guest house featuring a queen-sized memory foam mattress, mini split heat/ac unit, smart TV, large bathroom, kitchenette stocked with cups, dishes, a microwave, a coffee pot and a single burner cook top and tiny deck for outdoor relaxation by the pool (not heated). Cabana Haya is located in Historic Seminole Heights just minutes to Raymond James Stadium, Amalie Arena, The Tampa Riverwalk, Busch Gardens, The MidFlorida Amp , and all thing Tampa!

Guest favorite

Home in Tampa Heights

4.95 out of 5 average rating, 164 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).

Guest favorite

Rental unit in Tampa

4.91 out of 5 average rating, 142 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

Guest favorite

Home in Tampa

4.98 out of 5 average rating, 124 reviews

Tropical Getaway, Perfect Home & Great Location

Whether you're on vacation with family, or traveling for work, this is your perfect home away from home! A short drive to Walmart, the mall and numerous restaurants and shops. Just 10 minutes away from Tampa International Airport. Also, 15 minutes away from Bush Gardens, Adventure Island, Downtown Tampa, Raymond James Stadium, Amalie Arena, Channelside, and Cruise Ports. 30-45 minutes drive to Clearwater Beach, St. Pete Beach or Epperson Lagoon. One hour drive to Disney, Universal & lego land

Superhost

Rental unit in Tampa

4.79 out of 5 average rating, 270 reviews

Cozy Studio in Citrus Park

A private cozy studio in a great and safe location. Westfield mall 1 mile away, walking distance to a pharmacy, banks, liquor store, grocery store. Within 1 mile radius several restaurants. Conveniently next to Veteran expressway. Tampa airport is 11 miles away, Channelside, Downtown, and Busch Gardens less than 20 miles aways. A queen size bed, tv, wifi, kitchenette, full bathroom with a standing shower. Towels, linens, coffee, tea (upon request), iron, blow dryer available. Community pool.

Superhost

Condo in Paradise Lakes

4.8 out of 5 average rating, 113 reviews

Be One with Nature Clothing Optional Premium Condo

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!

Guest favorite

Home in Tampa

4.92 out of 5 average rating, 117 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.

Guest favorite

Tiny home in Tampa

4.91 out of 5 average rating, 147 reviews

"sensation of tampa" near/Busch Gard/usf/casino

Experience the challenge of an adventure in a different style THE TAMPA FEEL is a 60×12 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.

Guest favorite

Condo in Tampa

4.94 out of 5 average rating, 149 reviews

Waterfront condo with sunset views of Tampa Bay.

DUE TO HURRICANES HELENE&MILTON, DECK, ELEVATORS, TIKI HUTS, VOLLEYBALL, AND PIER ARE UNAVAILABLE FOR USE. The pool is now open! Waterfront views of Tampa Bay and amazing sunsets. Includes on-site laundry. Just minutes from Tampa International Airport. Near Clearwater and other desirable beaches. Nearby attractions include Busch Gardens, Adventure Island, the Port of Tampa, Historic Ybor City, Tampa Bay Performing Arts Center, Tropicana Field, Amalie Arena and Raymond James Stadium.

Guest favorite

Guest suite in Lutz

4.94 out of 5 average rating, 127 reviews

Lakefront Retreat w/Pool-Views-Elegant Furnishings

Private UPSTAIRS GUEST SUITE comfortably accommodates 3 guests. Features an elegant bedroom, a combo bedroom/entertainment room with kitchenette; plus a full bath & work station. Enjoy a beverage overlooking the lake; relax and swim in the pool. Located just north of Tampa, midway between Orlando & the Gulf Beaches. Just minutes by car to I-75, I-275, outlet mall, ice hockey complex & restaurants. 7 miles to USF/Moffitt/Busch Gardens; 20 to Airport; 30 to Beaches; 60 to Disney.

Superhost

Home in Tampa

4.85 out of 5 average rating, 100 reviews

Family Friendly Oasis Heated POOL - Ace Location

NEW NEW! SPACIOUS ! HEATED POOL. Perfect for longer Stay! Stunningly 2022 renovation. Pool Table, Corn holes, King Bed. Nestled in the quaint Lake Magdalene Carrollwood neighborhood! Located 15 Min to Busch Garden, Downtown Tampa. 45 min to FL best beaches. Enjoy best of both worlds! Grocery and Restaurants within 3 min from the home. Large deep pool and nice backyard space perfect for entertaining! Optional Pool Heater available Oct - April for a small fee

Guest favorite

Guesthouse in Old Seminole Heights

4.87 out of 5 average rating, 868 reviews

Seminole Heights Riverside Paradise at Isla de Dij

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.