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Holiday rentals with a pool in Harbour Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Harbour Island

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

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Superhost
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
4.89 out of 5 average rating, 273 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).

Top Guest favourite
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 Tampa
4.94 out of 5 average rating, 108 reviews

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.

Guest favourite
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.
Guesthouse in Tampa
4.88 out of 5 average rating, 409 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.

Top Guest favourite
A contemporary saltwater pool is surrounded by lush tropical foliage and tall palm leaves, providing a serene setting. The pool area features lounge chairs and a view of the bungalow, blending indoor and outdoor spaces beautifully.
Bungalow in Tampa
4.99 out of 5 average rating, 316 reviews

Saltwater Pool Oasis ⭐ 1925 Bungalow in ❤ of Tampa

1925 Bungalow, 3 bedrooms, saltwater pool, private backyard/large deck. In the perfect location to explore the best of Tampa, including: Tampa International Airport-4.7 miles Armature Works/Riverwalk-.9 of a mile University of Tampa-1.5 miles Downtown Tampa-2.1 miles Raymond James Stadium-2.4 miles Ybor City Historic District-2.3 miles Amalie Arena/Channelside-2.6 miles USF-9.2 miles Clearwater Beach-25 miles Disney World-1 hour The Bungalow is on a busy main road & the pool is not heated.

Guest favourite
Home in Tampa
4.83 out of 5 average rating, 224 reviews

Single Family Pool Home, Close to Downtown Tampa!

Cypress House is conveniently located to explore the best of Tampa Bay, including Downtown, South Tampa, USF, University of Tampa, other Universities, Busch Gardens, the zoo, aquarium, restaurants, walking distance to University Of Tampa and River Walk, & much more! Situated in an upmarket family-friendly residential neighborhood, this 3 bed/4 full bath luxury single-story home boasts a large outdoor pool, outdoor gas grill, outdoor table, laundry, full kitchen gas stove and oven.

Top Guest favourite
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.
Guest suite in Tampa
4.97 out of 5 average rating, 388 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.

Guest favourite
Bungalow in Tampa
4.92 out of 5 average rating, 181 reviews

Boutique Bungalow with Private Saltwater Pool

Relax in a crisp Florida bungalow with a private saltwater pool set in a fully private backyard oasis. Whether you are coming to Tampa for an event, extending your cruise vibe, or coming to Tampa for work, this home has got you covered. You’ll be 15 minutes from the Tampa Convention Center and the Port Tampa Bay Cruise Terminal, close to South Tampa dining and nightlife, 10 minutes to TPA, and an easy drive to award-winning Gulf beaches.

Guest favourite
A spacious outdoor area features a heated saltwater pool and hot tub surrounded by lush greenery. A fire feature adds warmth to the setting. The enclosure allows for comfortable relaxation while enjoying an inviting atmosphere.
Home in Tampa
4.99 out of 5 average rating, 109 reviews

Heated Salt Pool & Spa | Near Airport & Downtown

Tampa Oasis - 3BR/2BA(Half Bath with outdoor shower with hot water), Heated Pool, and Hot Tub (Saltwater) Welcome to convenience and relaxation near Tampa Airport! This 3-bed, 2 bath home comfortably sleeps 8 with a pullout bed. Enjoy a heated pool, hot tub, and outdoor shower + TV. Proximity to the airport, Tampa's attractions, and more. Amenities include Wi-Fi, washer/dryer, and smart home tech. Book now for a memorable Tampa stay!

Guest favourite
A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.
Home in Tampa
4.97 out of 5 average rating, 103 reviews

Lakeview Retreat with Private Pool Perfect Getaway

Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

Superhost
Apartment in Tampa
4.81 out of 5 average rating, 118 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.

Guest favourite
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.
Home in Tampa
4.99 out of 5 average rating, 133 reviews

Hacienda Hideaway w/ heated pool

Welcome to the Hacienda Hideaway: a stunning Mediterranean-style retreat in historic West Tampa, Florida! Immerse yourself in the charm of this fully renovated and expertly designed home, boasting high-end finishes and luxurious touches throughout. Perfectly situated for convenience, the house is centrally located within ten minutes from the airport, stadium, downtown, shopping, restaurants, and the famous Riverwalk.

Top Guest favourite
A spacious bed with a textured white coverlet is flanked by wooden nightstands. Two decorative emerald green pillows rest against the headboard, which features a herringbone pattern. Framed botanical prints hang above the bed, adding subtle decoration to the wall.
Apartment in Tampa
4.96 out of 5 average rating, 101 reviews

Westshore 2BR Apt | Pool View, Kings, Free Parking

Enjoy your pool view, top floor, 2 bedroom 2 bath apartment located in beautiful Westshore minutes away from some of the best dining, shopping, & sports experiences Tampa has to offer. Westshore Tampa is minutes away from the Airport, Raymond James Stadium, Steinbrenner Field & more!

Popular amenities for Harbour Island rentals with a pool