
Vacation rentals with a pool in Harbour Island
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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).

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.

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor
Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

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.

Work & Vacay suite | King+Full Bed sleep four
Your chill Tampa base! The condo is located in Tampa’s Westshore area! Walk to International Mall shops, dining & stadiums. Double room with a King bed + Full bed, balcony, fast 5G WiFi, fully equipped kitchen, A/C, 24/7 Gym, and tropical-style saltwater pool. We are across Intl Plaza, a few blocks to Yankees & Bucs stadiums, 5min to the airport, 30min to the beaches. Ideal for couples, small families of 4, biz trips, or game-day stays. Modern, comfy & perfectly located for work or play.

Tiny House: Walk to coffee, beer and pizza!
Cabana Haya is an adorable 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 Keurig, 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

Apollo Beach Waterfront • Pool, Kayak & Sunset
Relax at your waterfront oasis in Apollo Beach with a private pool, kayaks, and sunset views. Spot dolphins and manatees from the backyard or unwind on loungers with outdoor dining and games. Inside: full kitchen, dining area, 2 bedrooms, 2 baths, plus an extra living room with sleeper sofa and closet that serves as a 3rd bedroom. Close to Tampa, beaches, dining, and family attractions — ideal for families, friends, or a romantic getaway in a spacious private home. LIC# DWE3913431

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.

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

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.

Workers Paradise | Spacious | Saltwater Pool!
Welcome to our charming 1-bedroom apartment in North Downtown Tampa. Conveniently located within 10 minutes of Downtown, Channelside, Hyde Park, Ybor City, and Tampa Heights, our cozy space offers a comfortable bedroom, fully equipped kitchen, and modern amenities including a saltwater pool, gym, yoga studio, and clubroom. Explore Tampa Bay with ease during your stay with us.

☀️Poolview Retreat☀️ Westshore + King + Heated Pool
Enjoy our luxury fully furnished pool view 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
House rentals with a pool

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

The Great Escape

Stunning Heated Pool House Close to Tampa & Casino

Private House with Pool and Cabana

Luxurious "Riverfront Oasis" - Waterfront w/pool

Rooms with a Pool

Pool + Park + Private = Perfect Place

North Ybor escape with Private POOL and POOL TABLE
Condo rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

MJ’s Condo Minutes from TPA and Busch Gardens

Tropical Waterfront Escape

Tampa Bay Near by Airport & Stadium

Rocky Point paradise

Beautiful and spacious condo centrally located

Tampa Bay Breeze - Gentle Winds, Stunning Views
Other vacation rentals with a pool

lux-2BD-Channelside- DT-tampa-3 BED-free parking

Hurry Up! 20%OFF in September Lk Magda Pool House

NEW-LUX TPA Home w/Pool/Spa & Game Room-Sleeps 16

Luxury home in the heart of South Tampa & POOL!

Tampa Family Fun/ Pool/Spa/ Grill/ Mini Golf/Games

Stylish Urban Modern Home with Rooftop Patio

Lakeview Retreat with Private Pool Perfect Getaway

Casa VM Ybor Clothing Optional Guesthouse
Destinations to explore
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Weeki Wachee Springs
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Dunedin Beach
- Turtle Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
- Adventure Island
- River Strand Golf and Country Club
- Splash Harbour Water Park