Vacation rentals with a pool in Tampa Bay

An outdoor space features a heated pool enclosed by a screen. Lounge chairs are positioned nearby, surrounded by a fenced backyard with landscaping elements, including palm trees and a hammock. Sunlight reflects off the clear water, enhancing the inviting setting.

4.93 out of 5 average rating, 102 reviews

Cozy Tampa Home with Large Heated Pool

“No Cleaning Fee, No Chores” Your family will be close to everything when you stay at this centrally-located home. This home is located 5-10 mins from shopping centers, restaurants, gyms, pet and child daycares, community sport courts, local parks and hospitals. 20-30 mins from Bush Gardens, Downtown, ZooTampa, Tampa Airport, Cruise Port, Ben T Davis Beach, Raymond James Stadium, Hard Rock Casino, Hillsborough State Park and more. Only 1hr 30min from Disney, Universal, Sea World, Lego Park

5 out of 5 average rating, 104 reviews

The outdoor area showcases a saltwater pool within a screened lanai, surrounded by a patio area with seating. The pool area is illuminated by natural light, enhancing the space's openness. A game room features plush seating arranged for viewing films, with walls designed for a cinematic experience.

Home in Clearwater

Clearwater Gameroom- Pool/Mini golf/Home Theatre

Welcome to Clearwater Hangout- This super unique house was designed to be packed with many amenities. Just 4mi to famous Clearwater Beach! Newly renovated with fresh tiles and quartz counters for a high end trendy design. Inside amenities include- LED vanity, pool tbl/ping pong, wine fridge, dining for 14, and a full transformed game room with a basketball court, Pac-man machine, and a home theatre! Outside is a very private clean space with mini golf, a salt water pool, seating area and firepit

4.77 out of 5 average rating, 212 reviews

A clear swimming pool is set in a well-kept outdoor area, surrounded by lush greenery. The pool is framed by a light-colored deck, enhancing its inviting appearance. A small palm tree adds a touch of tropical ambiance, offering a peaceful retreat.

Apartment in Clearwater

Entire guest home near beach. New floor and shower

Enjoy your spacious private cottage house w/ swimming pool /fire pit in a beautiful tropical garden setting only a short drive to the beaches .We are close to all Pinellas and Hillsborough county attractions. 3 miles to Indian Rocks Beach w/ many restaurants for a locals feel. 5 miles to famous Clearwater Beach for beach fun and Winter the Dolphin. Only 7 miles to idyllic Dunedin downtown for food, live music and breweries. In 25 min you can drive to funky downtown St. Pete or the Tampa airport.

4.9 out of 5 average rating, 168 reviews

The sleeping area features a cozy bed adorned with neutral-toned linens and decorative pillows. Three framed botanical prints are displayed on the wall above the bed. A bedside table with a lamp and a small potted plant is positioned next to the bed.

Apartment in Tampa

Private 1 Bed Apt with Pool and water front.

Enjoy the use of the onsite pool and Private 1-bedroom apartment in a peaceful waterfront community! Equipped with your own kitchenette and separate living area. Enjoy the serenity of swimming in your own pool on your vacation or relaxing work stay. Lounge chairs will make your stay even more relaxing. Close to the Veterans expressway and easy access to local restaurants, beaches, 10 minutes from the airport, 20 minutes from the river walk, and entertainment. This apartment is 300 square feet

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.

4.93 out of 5 average rating, 217 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).

4.88 out of 5 average rating, 369 reviews

A refreshing pool area is surrounded by lush tropical foliage, featuring a treehouse perched above the pool. Lounge chairs are positioned nearby, and the pool water glimmers under dappled sunlight. A wooden fence provides privacy, enhancing the serene atmosphere of the backyard.

Guesthouse in Tampa

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.

A spacious saltwater pool is framed by palm trees and lounge chairs, providing a serene setting for relaxation. The surrounding area features a well-maintained courtyard with bright yellow umbrellas, enhancing the outdoor experience. The building's architecture presents a contemporary style with large windows.

4.9 out of 5 average rating, 140 reviews

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.

5 out of 5 average rating, 163 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

An outdoor seating area features a colorful table surrounded by white and pastel chairs. A fire pit is present nearby, with patio heaters positioned for comfort. The view overlooks a heated pool and blue umbrellas, with lounge chairs arranged around the poolside.

4.95 out of 5 average rating, 302 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.

4.96 out of 5 average rating, 327 reviews

A spacious studio room features a dark wooden bed and a seating area with a gray couch. Natural light filters through several windows, complementing the warm tones of the wooden flooring. A flat-screen TV and a small desk are positioned nearby.

Guest suite in Tampa

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.

4.74 out of 5 average rating, 404 reviews

A clear blue pool is surrounded by a paved deck lined with lounge chairs. Lush palm trees and tropical plants create a vibrant atmosphere. Sunlight reflects off the water, inviting relaxation in this outdoor space.

Apartment in Clearwater

Surf n Sand Studio by the Water 1

Our goal is to preserve the old Florida and to offer you the opportunity to experience a stay at a vintage themed motel. Our Airbnbs are all unique. Some include neon signs, some the original colorful subway tiles, and others terrazzo floors. You will be staying at the exact Airbnb as pictured on the listing. We seek to keep the properties original and authentic by implementing repairs instead of replacements.

The image displays a well-maintained pool area featuring clear blue water surrounded by lounge chairs. Bright blue umbrellas provide shade beside the pool, with palm trees and the resort building visible in the background under a partly cloudy sky.

4.79 out of 5 average rating, 172 reviews

Rays by the Bay- Sunlit Mornings, Peaceful Evening

Tampa's only all-waterfront, all-suite resort is perfectly positioned for those traveling for business or simply to relax. Located on beautiful Rocky Point Island, Sailport Resort is just minutes from Westshore business district, Downtown Tampa, and the Tampa International Airport but without the noise.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Bungalows

Intimate homes. inviting architecture

Villas

Luxurious estates for the ultimate escape

Popular amenities for Tampa Bay rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.94 out of 5 average rating, 77 reviews

The Jungalow SOHO - Pool/Hot Tub

HeatherRating, 5 stars4 weeks ago

A private paradise! This was the best part of our family vacation. The house was immaculate and organized. The outside area was amazing. I loved enjoying morning coffee in the hot tub everyday and listening to all the birds. I will be back.

4.94 out of 5 average rating, 173 reviews

Home in Seffner

Stunning Heated Pool House Close to Tampa & Casino

NellyRating, 5 stars1 month ago

ABSOLUTELY AMAZING!!! What a beautiful home and fully equipped with everything to have enjoyed our stay and time with family. We loved how clean the backyard and pool area was. The house was extremely clean and neat. The bedrooms had super comfortable beds and the linen was fresh and clean. Bathrooms had extras of everything so we wouldn't run out of necessary items. The kitchen was fully equipped with all sorts of gadgets we needed for cooking. Everyone that we communicated with from Emperor Rentals were super quick to respond and were willing to work with our inquiries. We had an absolutely wonderful stay and pleasant experience. We would most definitely come back again.

4.88 out of 5 average rating, 168 reviews

An outdoor bar named Pat's Pub is featured, surrounded by tropical foliage. A pool with a light blue hue is visible in the foreground, complemented by a pink flamingo float. Seating areas include lounge furniture adorned with colorful cushions.

Home in Seminole

*POOL* Bar, Hottub, Central location

DevynnRating, 5 stars3 weeks ago

House was super cute. The hosts thought of everything and had everything labeled as well as a guide book. Everything was clean. The only thing I would say was inconvenient was that we had to clean the pool frequently because of the foliage. A pool guy was supposed to come but we never saw anyone come clean the pool. That’s just a minor thing though and overall we loved our stay and would stay again!

A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.

4.95 out of 5 average rating, 117 reviews

Private House with Pool and Cabana

Patrick Rating, 5 stars3 days ago

We had a great and relaxing week at this home. The pool was used day and night. Our dogs loved the yard. It was all clean and had everything we would need for the stay.

4.97 out of 5 average rating, 167 reviews

A vibrant outdoor area features a saltwater pool surrounded by colorful lounge chairs and a large cabana. The thatched-roof structure includes seating, complementing the tropical landscaping that enhances the inviting space.

Home in St. Petersburg

Beach Vacation Dream Pool Home-5 Mins to Beach

AlisonRating, 5 stars1 week ago

We had a great stay. House had everything we needed and more. Good location to local restaurants and beach access. Loved having beach chairs and cooler/beach bags for use!

A dining area is featured with a dark wooden table surrounded by four light-colored chairs. A large artwork depicting a beach scene is mounted on the wall, complemented by ambient lighting. Doorways leading to other rooms are visible, enhancing the space's openness.

4.85 out of 5 average rating, 41 reviews

your home close to everything

sofiaRating, 5 stars1 week ago

Absolutely loved this booking! Alan was a great and responsive host. We had no issues the whole weekend and felt right at home. Will definitely be booking again :)

Luxe

An inviting outdoor space features a private pool surrounded by a well-maintained lawn and stylish pavers. Comfortable loungers are arranged for relaxation, while a shaded seating area is adjacent, offering a smart TV for entertainment. Lush greenery adds a sense of tranquility to the setting.

5 out of 5 average rating, 11 reviews

Tampa Luxe Waterfront Private Pool, Hot Tub & More

KristyRating, 5 stars1 week ago

This is the best air bnb I’ve stayed had all the amenities and necessities. Things like toilet paper, trash bags, coffee, detergent. It was very nice to get in late and not have to worry about having to try and get things first thing in the morning. We will be back!

5 out of 5 average rating, 103 reviews

A screened-in lanai features a heated saltwater pool surrounded by colorful outdoor furniture. Children’s toys and pool floats are placed nearby, alongside a small bike. The serene space is perfect for relaxation and play, with trees visible beyond the enclosure.

Home in Palm Harbor

Coastal Escape: heated saltwater pool & beaches

MyraRating, 5 stars2 days ago

We had an amazing time at Benji and Kathleen's spot. Our kids, age 6, 3 and 2 were overjoyed with the amenities and toys available. The pool was lovely and I felt confident that my children were safe with the gate around the pool as well as the closed living space on the outdoor patio. We spent a morning at the beach and another morning at the Tampa Zoo but getting back to the house, swimming, relaxing and playing were certainly the memorable highlights of the trip. Benji was also extremely responsive and made sure to check in. We arrived very late from our flight and had no problem finding the house and getting inside. We highly recommend this home for a trip to Palm Harbor/Tampa if you have small children. It was perfect and a great family escape.

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Condo rentals with a pool

4.99 out of 5 average rating, 104 reviews

A spacious heated pool is surrounded by lush palm trees and well-maintained landscaping. Comfortable lounge chairs are positioned along the poolside, providing ample relaxation spots. The pool area is framed by the community buildings, creating a welcoming atmosphere for guests.

Condo in Clearwater

Seasalt Breeze private unit No cleaning fee

NicoleRating, 5 stars1 day ago

Amazing! Enjoyed the apartment along with the pool! Great location and loved the recommendations

A cozy living area features a patterned armchair beside a console table with a television mounted on the wall above. Natural light filters through sliding glass doors, revealing a view of the outdoors. A soft ottoman rests on a textured rug, enhancing the inviting space.

4.88 out of 5 average rating, 170 reviews

Waterfront condo with sunset views of Tampa Bay.

JenniferRating, 5 stars1 month ago

We really enjoyed relaxing by the pool and having the Big Bamboo bar / restaurant on the premises made it so convenient. The bed was comfortable and shower pressure good. We also appreciated the coffee bar.

A clear blue swimming pool reflects sunlight, surrounded by a spacious deck. The poolside bar and restaurant are visible, with people enjoying the outdoor seating. Behind the pool, a three-story building features balconies and palm trees, creating a relaxed beachfront atmosphere.

4.94 out of 5 average rating, 105 reviews

Tampa Bay Near by Airport & Stadium

ColleenRating, 5 stars2 weeks ago

This place was perfect! We found that whatever we needed or forgot was provided in the condo. The beds were comfy, lots of pillows, and loved sitting with our coffees (lots of varieties) on the balcony. Definitely be returning.

4.92 out of 5 average rating, 158 reviews

A serene pool area is highlighted, surrounded by lush palm trees, with views of the intercoastal waterway visible in the background. Lounge chairs are lined neatly along the pool's edge, providing a spot to relax. The clean, blue water invites leisure and enjoyment.

Condo in St. Petersburg

Heron's Hideaway- Studio by the bay!

SaraRating, 5 stars3 weeks ago

What a treasure!! Though small, it completely met our needs. Was clean and homey. Ideal location between downtown Saint Pete and the beaches. Loved the view of the water from the balcony. Kids loved the pool.

A tranquil view of a swimming pool is showcased against a vibrant sunset over the water. Poolside loungers are arranged along the edge, providing ample space for relaxation. The surrounding area is landscaped, with a fence framing the picturesque scene.

4.74 out of 5 average rating, 242 reviews

Rocky Point paradise

GlendaRating, 5 stars2 weeks ago

It was a very clean place and a great location. We were there to attend an event at Raymond James which was only a short drive, and close enough to the beach to enjoy that as well. The balcony was nice and private. We loved being able to just sit and enjoy the peaceful water view!

4.93 out of 5 average rating, 120 reviews

A balcony view features a decorative string of shells and a sign reading 'The Beach.' In the background, well-maintained landscaping and a sparkling swimming pool are visible, with a two-story condo complex providing a pleasant backdrop under a clear blue sky.

Condo in Clearwater

POOL VIEW IN A MODERN CONDO - Feel at Home

CassandraRating, 5 stars3 weeks ago

We loved our stay! The hosts were great at communicating with us. Very clear instructions. Place was just like the photos. Very enjoyable stay!

4.98 out of 5 average rating, 125 reviews

Condo in Treasure Island

Beach, dolphin/manatee sightings, fishing, sunset

KaitlynRating, 5 stars3 weeks ago

Love, love, love this place! Becky and Tyler were super sweet and very responsive! Check-in was smooth, the place was beautiful and comfortable! This is definitely one of our most favorite vacations that we have been on!