
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.

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.

Cozy Casita in NE St. Petersburg
Our Cozy Casita is located adjacent to the main house in a quiet residential neighborhood with a separate entry and fenced in parking space for our Guests. Enjoy our tropical garden and beautiful pool area. The pool is not heated. Small kitchen with Whirlpool electric stove, microwave and mini-fridge. 40” Samsung Smart HDTV and WIFI. Located within minutes of great restaurants, craft breweries, and local museums. Lots of great outdoor activities along St. Pete’s beautiful waterfront.

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

West Tampa Villa 2 With Pool Oasis- Near Stadium
Come enjoy this newly renovated apartment with a full kitchen. You will love it !! This apartment is clean, cozy and quite to have a wonderful vacation with the benefits of a private suite it comes with queen size bed, smart tv, wifi access, closet, iron and iron tablet, full size shower, hair dryer, desk, kitchen full with coffee maker, microwave. Full size fridge and with a beautiful pool to relax. The pool area is shared!!! The pool has no heating!!! hours 8:00am to 8:00 pm

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. Laundry and dryers are coin operated located at third floor. Guests are allowed to use resort’s common areas like heated pool, fire pit bar/ restaurant. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

Luxury Blue Haven - Stunning Tampa Bay Views!
Experience breathtaking waterfront views from your private balcony at Sailport Waterfront Suites, Tampa. This stunning 1BR/1BA condo is beautifully renovated and offers direct water views, providing the perfect balance of relaxation and adventure for you and your group. Enjoy easy access to exciting local attractions while indulging in the peace and tranquility of this desirable location. With an array of amenities, your stay is sure to be comfortable and memorable.

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.

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.

Tampa Waterfront Pool/ Hot Tub Oasis with 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 Hillsborough County rentals with a pool
House rentals with a pool

Hibernate in our Bear Creek Home

Insta Worthy Retreat - Heated pool-putt putt | Bar

CANAL Oasis Heated Pool-Hot Tub-Waterfront- Kayaks

Private House with Pool and Cabana

Beach Vacation Dream Pool Home-5 Mins to Beach

Rooms with a Pool

Pool + Park + Private = Perfect Place

NEW Heated Salt Pool & Spa on Waterfront Canal
Condo rentals with a pool

2 BR/2 BA Key West Retreat, A+Pool, 3m to Beach

Lux Condo w/ 2 balconies, Ocean & Marina views

Tropical Waterfront Escape

Sea La Vie- Studio by the bay!

Spectacular beach to bay views from this resort.

By the POOL, Ground floor, King bed, NO PETS

Waterfront condo on top floor @ Boca Ciega Resort

Literally: 15 steps to the Pool, GroundFloor Condo
Other vacation rentals with a pool

Bayshore Beautiful Retreat

Tropical 3bd bungalow with pool! Walk to Bayshore!

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

The Sea Turtle Suite 𓆉 Corner Unit with Bay Views

MainCasa- Plunge Pool+Dog Run

Tulum Oasis Near Busch Gardens

Lakeview Retreat with Private Pool Perfect Getaway

Luxary top floor 1BR w/ Resort Pool, Gym+
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- Anna Maria Island
- Weeki Wachee Springs
- John's Pass
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- Raymond James Stadium
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- Reunion Resort Golf Courses - Palmer & Watson
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