
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.

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.

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun
Entire ground floor De Luxe condo with washer/dryer in the unit located within minutes of Tampa Bay's main attractions like Bush Gardens, Hard Rock Casino, Tampa Aquarium, Top Golf, Ybor City, I Fly, shopping and beaches. Enjoy this lovely ground floor Condo with a relaxing community pool and convenient Keyless entry (owner on site if needed). Only 10 min to Downtown Tampa, convention center. Newly Renovated pool, tennis, volleyball, Pickleball, Disc Golf and 24/7 Gym.

North Ybor escape with Private POOL and POOL TABLE
Safe Ybor home with screened in pool featuring a pool table for your entertainment. Located across the street from Al Barns Park which offers a baseball field, tennis & basketball courts, and a playground. Less than 15 minutes from Raymond James Stadium, 10 minutes away from Amelie Arena, 10 minutes away from the convention center and downtown Tampa, and only 4 minutes away from the Histroric Ybor City Strip where you will find restaraunts, cigars, bars, clubs, etc.

The Guest House at Riverbend Retreat Fla.
True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

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.

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.

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.

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock
Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.
Popular amenities for Harbour Island rentals with a pool
House rentals with a pool

Hacienda Hideaway w/ heated pool

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..

Heated Salt Pool & Spa | Near Airport & Downtown

Tampa Retreat with Heated In-Ground Pool & Spa

Heated Pool, Outdoor Kitchen & Game Room!

Luxurious "Riverfront Oasis" - Waterfront w/pool

Rooms with a Pool

Elegant 5BR Historic Gem w/ pool, walk to Bayshore
Condo rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Stunning Waterfront Suite with Bay & Sunset Views

Tropical Waterfront Escape

Waterfront condo with sunset views of Tampa Bay.

Tampa Bay Waterfront Views Rocky Point

Guest Favorite Waterview- 2 bed/2 bath apt w/pool

Rocky Point paradise

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

Welcome to The Plaza Tampa

Relax & Explore in a Private heated pool - hot tub

Mediterranean Villa w/ Beautiful Heated Pool/Spa

Luxury Downtown Tampa Oasis

Modern Beach House! By Deinys SR Properties

Historic Bungalow with Private Pool in Ybor City

Charming 2BR S Tampa Retreat with Heated Pool

Beautiful Tampa Pool/Hot Tub Home-Spacious Yard
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- Key West Holiday rentals
- Rentals with a hot tub Harbour Island
- Fitness-friendly rentals Harbour Island
- Apartment rentals Harbour Island
- Family-friendly rentals Harbour Island
- Rentals with a washing machine and dryer Harbour Island
- Rentals with a patio Harbour Island
- Rentals with pools Tampa
- Rentals with pools Hillsborough County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Dunedin Beach
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- Hard Rock Casino
- River Strand Golf and Country Club
- Tampa Convention Center
- North Beach At Fort DeSoto Park
- Busch Gardens




