Vacation rentals with a pool in Hillsborough County

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Top-rated rentals with a pool in Hillsborough County

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

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Guest favorite

Home in Tampa

4.97 out of 5 average rating, 111 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! 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, W/D & Everything you need provided for a NO stress stay!

Dec 19 – 26

ﺩ.ﺇ497 per night

Guest favorite

Condo in Tampa

4.94 out of 5 average rating, 147 reviews

Lovely Waterview Condo/ heated pool

Entire suite waterfront condo. Quiet peaceful place with an amazing front waterview is very central to access the entire Tampa Bay area. Just 5 mins from Tampa International Airport10 mins to Raymond James stadium, 10 mins to International Mall , 15 mins to downtown Tampa , Ybor city and more, We are located in Tampa Bay in a condominium ( but we are not part of it) Private balcony, unit is equipped and accommodated with the essentials to provide you a great stay during visit in Tampa FL.

Mar 31 – Apr 7

ﺩ.ﺇ630 per night

Guest favorite

Guesthouse in Tampa

4.88 out of 5 average rating, 321 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.

Aug 4 – 11

ﺩ.ﺇ452 per night

Guest favorite

Condo in Ruskin

4.93 out of 5 average rating, 111 reviews

Beach Condo with water view!

Bright, updated, sunrise and canal view unit located in the fabulous Resort Community of Little Harbor. This unit is perfectly placed and close to everything you need. Unit features 2 queen beds, a full size handicap accessible bathroom w/walk in shower with spa jets and handrails. Free wifi, large screen HDTV, and while there are no kitchen facilities; there is a mini fridge, coffee maker, microwave and airfryer/toaster. Unit is next to restaurants, pools and tiki bar (live music daily)

Jan 30 – Feb 6

ﺩ.ﺇ406 per night

Guest favorite

Guesthouse in St. Petersburg

4.98 out of 5 average rating, 133 reviews

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL NEW HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. DEI honored here. Come & enjoy!

Jul 31 – Aug 7

ﺩ.ﺇ453 per night

Guest favorite

Condo in Tampa

4.96 out of 5 average rating, 179 reviews

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.

Apr 24 – May 1

ﺩ.ﺇ446 per night

Guest favorite

Condo in Tampa

4.95 out of 5 average rating, 131 reviews

Waterfront condo with sunset views of Tampa Bay.

This newly furnished condo features a balcony with waterfront views of Tampa Bay and amazing sunsets. Includes a heated pool, volleyball court, BBQ and fire pit as well as on-site laundry. Just minutes from Tampa International Airport. Near Clearwater and other desirable beaches. Nearby attractions include Busch Gardens, Adventure Island, the Port of Tampa, Historic Ybor City, Tampa Bay Performing Arts Center, Tropicana Field, Amalie Arena and Raymond James Stadium.

Oct 22 – 29

ﺩ.ﺇ551 per night

Guest favorite

Condo in Tampa

4.94 out of 5 average rating, 217 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Guests will have full access to the resort where they can enjoy the side pool bar, heated pool, fire pit, coin operated laundry and dryers. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

Jul 17 – 24

ﺩ.ﺇ608 per night

Guest favorite

Guesthouse in Tampa

4.87 out of 5 average rating, 830 reviews

Seminole Heights Riverside Paradise

Whether you're traveling for business, seeking a FL adventure or a short getaway staycation, the stunning waterfront views, pool & incredible amenities with convenient proximity to downtown Tampa, airport & area attractions, the guesthouse at Isla de Dij is the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

Oct 23 – 30

ﺩ.ﺇ412 per night

Guest favorite

Tiny home in Tampa

4.9 out of 5 average rating, 105 reviews

"Red comfort trip" 5 minutes to Bush gardens

In the parking lot of the main house with an "independent" entrance is the dining room, behind it is another room that is the kitchen At the moment it does not have a stove , but it have a large microwave and a large modern refrigerator, a double sink with a touch faucet, then it has the room with king bed and dresser, has a large modern bathroom and working closet, you will have a small private patio to relax and smoke to your liking, parking for two cars

Jun 7 – 14

ﺩ.ﺇ324 per night

Guest favorite

Guesthouse in Tampa

4.91 out of 5 average rating, 128 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.

Aug 27 – Sep 3

ﺩ.ﺇ492 per night

Guest favorite

Guest suite in Tampa

4.96 out of 5 average rating, 266 reviews

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.

Jul 11 – 18

ﺩ.ﺇ474 per night