
Vacation 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.

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 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.

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.

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.

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.

VIP Tampa Stay w/ Concierge, Pool & Backyard Oasis
🌴☀️ Welcome to The Saint Airbnb — your private Tampa resort getaway! 🏡💫 This stylish and colorful 4BR, 2BA retreat brings together everything you love about Florida living — sunshine ☀️, palm trees 🌴, and poolside fun 🏖️ — all just minutes from Hyde Park 🍸, Amalie Arena 🎶, Raymond James Stadium 🏈, and St. Pete’s beaches 🌅! Whether you’re here for a game day 🎉, a weekend escape 🧳, or a family vacation, The Saint is where good vibes ✨ and great memories 💕 meet!

Cozy Palma Ceia Cabana close to Westshore & TIA [Airport]
As you walk through tropical palm trees and flowery shrubs to this quiet cabana, you won't believe that you are just minutes to Tampa International Airport, Hyde Park Village and Downtown Tampa. The spacious cabana has a large desk for working remotely, a king size bed and cozy sitting area. The beautiful patio area is perfect for a morning cup of coffee or a sunset glass of wine. There is a large walk-in shower and a well-equipped kitchenette.

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.

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.

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.

Historic Bungalow with Private Pool in Ybor City
Enjoy the historic details that define Ybor City while indulging in contemporary comforts. The bungalow’s thoughtful restoration preserves its rich history, while offering the luxury of today’s amenities. A perfect getaway for immersing yourself in local culture while relaxing in your own private oasis. !! Events must be approved by hosts prior to stay.

Stylish Studio | Downtown Views | Saltwater Pool!
Discover comfort and convenience in our unique, centrally located apartment in North Downtown Tampa. With easy access to Downtown, Channelside, Hyde Park, Ybor City, and Tampa Heights, our cozy space boasts a saltwater pool, gym, yoga studio, and clubroom for your enjoyment. Experience the best of Tampa Bay during your stay with us.
Popular amenities for Harbour Island rentals with a pool
House rentals with a pool

Zen Holistic Retreat by Carrollwood/Westchase

Unique and Private Oasis w/ Heated Pool and More

Private House with Pool and Cabana

Tampa Retreat with Heated In-Ground Pool & Spa

Pool + Park + Private = Perfect Place

North Ybor escape with Private POOL and POOL TABLE

Private Oasis w/ Heated Pool and Arcade!

The T and C Club
Condo rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Tampa Winter Stay w/Waterfront Bay & Sunset Views

Tropical Waterfront Escape

Waterfront Resort Condo w/ Pool

Waterfront condo with sunset views of Tampa Bay.

Tampa Bay Waterfront Views Rocky Point

Rocky Point paradise

The Starfish Suite 𓇼 Pool & Bay Views
Other vacation rentals with a pool

Welcome to The Plaza Tampa

• Casa De Belen • Bungalow in Ybor City!

Stylish 2BR w/ Pool + Pet-Friendly | Unit #13

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Lux 2BR/2BA Channelside Condo | Pool, Sauna, Gym

Luxury Pool House

Urban Loft in Heart of Tampa Heights!

Private Balcony Condo on the Bay & Heated Pool!
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Weeki Wachee Springs
- Dunedin Beach
- Coquina Beach
- Vinoy Park
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- Amalie Arena
- Cortez Beach
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- Jannus Live
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