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Vacation rentals with a pool in Hillsborough County

Find and book unique homes with a pool on Airbnb

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
A resort-style pool is surrounded by vibrant greenery and palm trees. Lounging chairs are arranged beside the water, creating a relaxing outdoor space. The sky is bright with a few clouds, complementing the tranquil atmosphere of the community.
Condo in Tampa
4.73 out of 5 average rating, 415 reviews

SUN/BIZ Getaway/King bed/resort Pool/pickleball

Great business getaway, less then 15min. from downtown! Peaceful quiet relaxing! Modern one bedroom condo for business, pleasure, or getaway. King size bed in private bedroom. Sofa bed, and Queen air mattress, can sleep up to 4 people. Close to all Tampa has to offer, as well as beaches, Busch Gardens Disney World all driving distance Enjoy the Florida sun relaxing in a hammock by the resort style pool! Additional fees $25 to check in 1hr. early $20 if ID not submitted in 2hrs on day of booking

Guest favorite
The spacious studio features a comfortable bed adorned with an elegant blanket and modern throw pillows. A cozy sofa is positioned in front of a glass coffee table. Natural light filters through large windows, highlighting a stylish wall hanging and contemporary decor.
Apartment in Tampa
4.87 out of 5 average rating, 101 reviews

Warm, inviting studio | Location! | Free Parking!

Embrace the charm of our studio apartment in Downtown Tampa, where convenience and comfort blend seamlessly. Positioned centrally to Downtown, Channelside, Hyde Park, Ybor City, and Tampa Heights, our cozy space offers a sanctuary for urban adventurers. Revel in the simplicity of our studio layout, featuring a well-appointed living area, fully equipped kitchenette, and modern amenities such as a saltwater pool, gym, and yoga studio. Discover the vibrant pulse of Tampa Bay right at your doorstep.

Superhost
A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.
Home in Tampa
4.9 out of 5 average rating, 261 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).

Top guest favorite
A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.
Home in Tampa
4.95 out of 5 average rating, 101 reviews

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.

Top guest favorite
A comfortable living space is shown, featuring a light-colored sofa near a large window. The window offers a view of lush greenery outside. A television sits on a wooden console, which holds various books and decorative items.
Condo in Tampa
4.98 out of 5 average rating, 232 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

Top guest favorite
A private backyard features a heated pool surrounded by lush tropical plants and trees. The pool has a gentle curve and is accompanied by stone steps leading into the water. A small seating area is partially visible in the background, set amongst vibrant greenery.
Guesthouse in St. Petersburg
4.98 out of 5 average rating, 229 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. EVERYONE is welcome here. Come & enjoy!

Guest favorite
Guesthouse in Tampa
4.86 out of 5 average rating, 966 reviews

Seminole Heights Riverside Paradise w/Pool

Our stunning waterfront views, pool, kayaks, paddle boards, and beach cruisers are a few of the many amenities that make our property perfect for your Florida vacation. Our convenient proximity to downtown Tampa, air & sea ports, beaches, and parks make the guesthouse at Isla de Dij 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.

Top guest favorite
Home in Apollo Beach
4.94 out of 5 average rating, 136 reviews

Waterfront Pool Oasis •Kayak, Games & Sunset Views

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

Top guest favorite
A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.
Condo in Tampa
4.95 out of 5 average rating, 339 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. 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.

Guest favorite
Home in Tampa
4.99 out of 5 average rating, 149 reviews

Tampa Paradise! Firepit, Golf, Pool, & Games!

🌴☀️ Welcome to The Saint Airbnb — your private Tampa resort getaway! 🏡💫 This stylish and colorful 4BR, 2BA retreat brings together everything you love about Florida living — sunshine ☀️, palm trees 🌴, and poolside fun 🏖️ — all just minutes from Hyde Park 🍸, Amalie Arena 🎶, Raymond James Stadium 🏈, and St. Pete’s beaches 🌅! Whether you’re here for a game day 🎉, a weekend escape 🧳, or a family vacation, The Saint is where good vibes ✨ and great memories 💕 meet!

Guest favorite
A modern living area features a gray sofa adorned with colorful pillows. A white coffee table is placed on a soft area rug. Large sliding glass doors provide direct views of the waterfront, while palm trees can be seen just outside, enhancing the tropical ambiance.
Condo in Tampa
4.89 out of 5 average rating, 182 reviews

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.

Top guest favorite
A spacious sleeping area features a dark quilted bedspread and a ceiling fan providing airflow. Natural light enters through the nearby windows, illuminating the decor. The kitchen area is visible in the background, with dark cabinetry contrasting against lighter walls.
Guest suite in Tampa
4.96 out of 5 average rating, 370 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.

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