Holiday 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.

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Top guest favourite

Home in Tampa

4.98 out of 5 average rating, 218 reviews

Charming, historic home two blocks from Bayshore!

Beautiful South Tampa 5 bedroom, 3.5 bath home built in 1923 and completely renovated in 2019. Enjoy access to everything Tampa has to offer from this perfectly located home. Situated in the Bayshore Gardens neighborhood, just two blocks from the historic Hyde Park neighborhood and beautiful Bayshore Blvd. Close to downtown Tampa, the Riverwalk, and the University of Tampa, the home is a comfortable place to spend a relaxing vacation or a home base to explore the best Tampa Bay has to offer.

Guest favourite

Home in Tampa

4.93 out of 5 average rating, 221 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 favourite

Guest house in Tampa

4.88 out of 5 average rating, 372 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

Apartment in Tampa

4.98 out of 5 average rating, 219 reviews

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

Superhost

Flat in Tampa

4.68 out of 5 average rating, 44 reviews

Stunning 2-Bed Condo with Panoramic DT Tampa Views

This unit is located in the heart of DT and offers a luxurious stay. Our condo boasts stunning city views from the windows of both bedrooms and the living room. The updated kitchen is modern and fully-equipped. After a busy day of sightseeing, take a dip in the community pool and enjoy your private balcony while watching the sun set over the city skyline. With such convenient access to all the amenities DT Tampa has to offer, this condo is the ideal home away from home for your next getaway!

Guest favourite

Apartment in Tampa

5 out of 5 average rating, 18 reviews

Downtown king suite | Work & Play near hotspots!

Whether you're here for business or vacation, this modern Channelside apartment offers the best of both worlds: 🖥️ Fast WiFi & smart TVs – remote work ready 🍳 Fully furnished with a complete kitchen 🛋️ Stylish, cozy setup perfect for relaxing or focusing 🚶 Steps to Riverwalk, Water Street top restaurants, bars & shops 🚗 On-site parking available (low daily fee) 🌆 Ideal for work trips, long weekends, or extended stays Stay productive, unwind in style, and enjoy Tampa like a local.

Top guest favourite

Apartment in Tampa

4.96 out of 5 average rating, 53 reviews

Chic Downtown Condo

Welcome to your chic sanctuary in the heart of Channel District, Tampa! This modern condo offers a perfect blend of comfort, convenience, and style, ensuring an unforgettable stay in this vibrant neighborhood. This modern retreat offers comfort and style in the heart of the city. Enjoy amazing views from the balcony, explore nearby attractions like Sparkman Wharf, the river walk and Amalie Arena, and unwind in the cozy bedroom. Perfect for your Tampa getaway!

Top guest favourite

Home in Tampa

4.95 out of 5 average rating, 111 reviews

Private Oasis w/ Heated Pool and Arcade!

-9FT DEEP *HEATED* SALTWATER POOL ($25 / day) AT 85 DEGREES UPON REQUEST -COMMERCIAL ARCADE WITH >4500 GAMES 4 PLAYERS! -NBA JAM, GOLDEN TEE, THE SIMPSONS, NFL BLITZ, MUCH MORE! -MASTER KING BEDROOM -FULLY FENCED BACKYARD -OUTDOOR FIRE PIT -WEBER GRILL Stay comfortably in this quiet, 4/3 pool home, with a commercial family arcade! Enjoy a staycation at this tastefully updated home or take a quick ride to one of the many local Tampa area attractions!

Guest favourite

Guest house in Tampa

4.93 out of 5 average rating, 189 reviews

Cozy Palma Ceia Cabana close to Westshore & TIA

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.

Top guest favourite

Guest suite in Tampa

4.96 out of 5 average rating, 332 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.

Top guest favourite

Flat in Tampa

5 out of 5 average rating, 43 reviews

Luxe PentHouse Getaway in ChannelSide Tampa

Welcome to the Pent House managed by Mark! This luxurious short-term rental offers stunning views of the city skyline, modern amenities, and a prime location in the heart of ChannelSide/Downtown Tampa. With spacious rooms, a fully equipped kitchen, and a rooftop terrace, this property is perfect for business travelers and vacationers alike. I welcome you to come and experience the best of urban living!

Guest favourite

Bungalow in Tampa

4.76 out of 5 average rating, 324 reviews

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.