Holiday rentals with a pool in Keystone

A heated swimming pool is surrounded by a covered patio. A dark wicker seating area is visible next to the pool, along with a grill and an outdoor projector displaying an image on a wall. String lights create a soft illumination around the space.

4.94 out of 5 average rating, 135 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, 128 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 & playground

★ Close to beaches - Honeymoon Island: just 6 miles away. - Clearwater Beach: 15 miles away - crowned the nation's #1 beach Trip Advisor in 2018 ★ Heated saltwater pool ★ Screened-in lanai ★ BBQ grill ★ Large backyard w/ playground ★ Outdoor dining area ★ 3 bedrooms New Mattresses - California king size bed - Queen size bed - Kid-friendly room w/ two bunk beds ★ Renovated kitchen and bathrooms ★ Open living space - great for family gatherings, movie nights ★ Children toys and games

Guest house in Palm Harbor

A modern bathroom is shown featuring a sleek vanity with a rectangular sink and black fixtures. A round mirror is illuminated by three overhead lights. Storage is provided by wooden drawers beneath the sink, and towels are neatly arranged on shelves.

4.87 out of 5 average rating, 165 reviews

Home away from home

Private unit has designated parking, pool access, its own water heater, water softener, filtration system, 2 ceiling fans, heater, air purifier & a/c. Featuring a queen bed, dresser, 42” tv & fire stick w/ streaming accounts, wifi, full length mirror, recliner, eating table & chairs. The bathroom has a walk-in shower, large vanity mirror, & all the needed bathroom accessories. Full kitchenette w/ microwave, dual burner, air fryer, tea kettle, coffee maker, & more. Owner lives on property.

4.89 out of 5 average rating, 258 reviews

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 Heights

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).

A seating area features a woven bench adorned with tropical-patterned cushions, positioned against a green wall with a neon sign. The inviting pool glimmers in the background, surrounded by a screened enclosure that enhances the outdoor experience.

4.98 out of 5 average rating, 183 reviews

Tropical Getaway, Perfect Home & Great Location

Whether you're on vacation with family, or traveling for work, this is your perfect home away from home! A short drive to Walmart, the mall and numerous restaurants and shops. Just 10 minutes away from Tampa International Airport. Also, 15 minutes away from Bush Gardens, Adventure Island, Downtown Tampa, Raymond James Stadium, Amalie Arena, Channelside, and Cruise Ports. 30-45 minutes drive to Clearwater Beach, St. Pete Beach or Epperson Lagoon. One hour drive to Disney, Universal & lego land

A screened-in pool area features a private pool surrounded by a tiled deck, with ample space for seating and relaxation. The structure provides sun protection and is situated next to the house, blending outdoor and indoor elements.

4.82 out of 5 average rating, 113 reviews

Entire house in Tampa w/ Heated POOL!

Our home is a 3/2. You walk into a open space with the dining room, living room & bright kitchen. The 1st bedroom is the Master Bedroom, equipped with a full bathroom, spacious closet, King Size bed & full body mirror. The 2nd bedroom has a queen bed, closet space, decorated with touches of care & is right next to the bathroom. The 3rd bedroom has 2 twin beds, FL touch vibes & is steps away from the bathroom. Last but not least our beautiful backyard with your own private pool! Pool heated

Apartment in Paradise Lakes

A modern living area features a light-colored sofa and dark accent chairs arranged around a central ottoman. A wall clock complements the artwork displayed above the couch, while the kitchen area is visible in the background, showcasing sleek cabinetry and appliances.

4.83 out of 5 average rating, 152 reviews

Millers, BeOne Naturally Clothing Optional Premium

Relax in your birthday suit in a fun clothing-optional Paradise lakes Resort. Modern furniture sleeps up to 4 People with a King Size Bed and a leather sleeper sofa in living room with Memory Foam mattress. Full kitchen with refrigerator, oven range and microwave for cooking, coffee maker, washer and dryer for laundry, 2 TVs, and a bath tub for relaxing. The clubhouse 2 Swimming Pools, Hot Tub, events like Karaoke, Live Bands and more (fees vary by days of week). Thank you and enjoy!

4.83 out of 5 average rating, 214 reviews

Spacious home with 35 Foot Pool & Patio on park.

Great 4 bedroom 2.5 bath,. 35 foot pool home with covered patio backed up to a beautiful park!! 2 story home.(stairs) Close to airport, amusement parks, restaurants, downtown, stadium and shopping. Parking in driveway. (3 to 4 cars max.) Please know pool is not heated. Also we do not accept pets. No parties or large gatherings are allowed . No motorcycles, campers, RVs or boats allowed. Only 2 to 7 night stays. Garage NOT for use. Thank you for respecting our rules and home! 😃

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.

4.95 out of 5 average rating, 337 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, 150 reviews

A heated saltwater pool and spa are presented, set against a serene waterfront view. Lush palm trees and well-maintained landscaping frame the area, while the tranquil canal reflects the clear blue sky. Comfortable seating is positioned nearby for relaxation.

Home in Tampa Shores

NEW Heated Salt Pool & Spa on Waterfront Canal

*****AVAILABLE TODAY - (DECEMBER 15, 2025) - BOOK NOW!!! 🏠 Welcome to this incredible, stunning & fully updated heated pool & spa home located on a serene waterfront canal of Tampa Bay! Enjoy the dock for fishing & relaxing. Fast WIFI, Samsung Smart TVs, a game room with an air hockey table, ping pong & pool table, and even a Pac-Man machine will make your stay memorable & fun! Most importantly, dive into this amazing heated pool & spa right in front of the canal!

Guest house in South Seminole Heights

4.86 out of 5 average rating, 962 reviews

Seminole Heights Riverside Paradise w/Pool

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.

5 out of 5 average rating, 147 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

Popular amenities for Keystone rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Logan Gate Village

An open living area is showcased with a spacious sectional sofa, a rectangular coffee table, and a soft area rug. A dining table for six sits in the background, with natural light filtering through a large window adorned with sheer curtains.

4.95 out of 5 average rating, 22 reviews

The Gallery - Modern Home

4.97 out of 5 average rating, 167 reviews

A cozy outdoor fire-pit area is surrounded by colorful seating. Decorative stones cover the ground, leading to a grill and the inviting glow of flames. A pool and shaded area can be seen in the background, set against a twilight sky.

Home in Clearwater

Fun, Funky, Pool, Fire Pit! 4 miles to Beach

Home in Logan Gate Village

A modern living area is showcased, featuring a comfortable gray sectional sofa and a matching ottoman. A sleek coffee table sits in the center, with a wall-mounted TV above a stylish electric fireplace. Soft lighting enhances the inviting atmosphere.

4.8 out of 5 average rating, 157 reviews

*1Der Stays* #1 Cozy 3 bedrooms home with pool.

4.99 out of 5 average rating, 261 reviews

A spacious covered screened porch features a heated pool visible nearby. Lounge chairs with cushions are arranged beside the pool. A dining table with chairs is positioned on the porch, alongside a propane gas grill, all set against a backdrop of surrounding greenery.

Home in Port Richey

Heated & Screened in Pool-All Essentials Provided

4.9 out of 5 average rating, 115 reviews

A view of a heated saltwater pool is framed by two lounge chairs, positioned on a grassy area. Red umbrellas provide shade for seating areas, and a spacious patio can be seen in the background, featuring modern outdoor furniture and a neutral-colored house.

Home in Clearwater

Beach or Golf Getaway • Heated Pool/Spa • Pets OK

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.

4.89 out of 5 average rating, 64 reviews

your home close to everything

4.86 out of 5 average rating, 110 reviews

A serene view of the waterfront home, featuring a clear blue pool and well-maintained lawn. Two bright green jet skis are docked at the wooden pier, which extends into the calm canal. The house's backyard is framed by palm trees, creating a relaxed outdoor environment.

Home in Dana Shores

Boaters Paradise- Waterfront Heated Pool King Beds

4.92 out of 5 average rating, 100 reviews

An aerial view captures a cozy lakeside home surrounded by lush greenery and palm trees. The screened-in private pool is visible, along with a nearby dock extending into the water. A fire pit area is seen, providing a space for gatherings. Scenic views enhance the outdoor experience.

Home in Holiday

Lakefront Paradise with Heated Saltwater Pool

Apartment rentals with a pool

4.97 out of 5 average rating, 134 reviews

Apartment in Clearwater

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

A comfortable living area features a neutral-colored sofa, a round dining table, and a ceiling fan. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space and offering views of palm trees outside.

4.92 out of 5 average rating, 213 reviews

Waterfront Condo - Sunset View of Tampa Bay

A modern living area features a sleek futon couch with red cushions, positioned across from a wall-mounted television. Natural light floods in from sliding glass doors, which open to a private balcony with views of the waterway. Potted plants and decorative lighting add subtle accents.

4.92 out of 5 average rating, 522 reviews

Tropical Waterfront Escape

Apartment in Redington Beach

An inviting courtyard area is showcased, featuring a sparkling heated pool surrounded by lounge chairs. Lush greenery and well-maintained gardens add a natural touch, while the two-story yellow building encloses the area, creating a serene and communal atmosphere for relaxation.

4.86 out of 5 average rating, 352 reviews

Royal Orleans at Redington Beach ( Studio )

A wooden pier extends over smooth waters, bordered by rocky outcrops. The sky is painted in vibrant hues of orange and purple as the sun sets on the horizon, casting a tranquil glow across the scene.

4.75 out of 5 average rating, 253 reviews

Rocky Point paradise

Apartment in Clearwater Beach

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

4.9 out of 5 average rating, 402 reviews

Amazing views on beachfront

4.82 out of 5 average rating, 125 reviews

A living room features a comfortable sectional sofa positioned beside a glass coffee table. Natural light enters through large windows, illuminating a cozy reading area with a rocking chair. The walls display a colorful piece of artwork, and a ceiling fan enhances the airy atmosphere.

Apartment in New Tampa

Beautiful and spacious condo centrally located

Lounge chairs are arranged on the sandy beach, accompanied by thatched umbrellas providing shade. The calm waters of the bay are visible in the background, and a multi-story building is situated beyond the beach area.

4.84 out of 5 average rating, 121 reviews

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views

Other holiday rentals with a pool

The backyard features a spacious pool surrounded by a stone patio, offering an area for relaxation. A mini golf green is visible, accompanied by a basketball hoop. The two-story house's exterior is complemented by a gray shed and lush greenery, all under a clear blue sky.

4.86 out of 5 average rating, 73 reviews

“Sunny Retreat”Pool & Mini Golf

4.83 out of 5 average rating, 6 reviews

Relax & Explore in a Private heated pool - hot tub

A tranquil outdoor space is highlighted by a renovated salt-water pool surrounded by paver stones. Seating is available beneath a vibrant red umbrella, with lush greenery in the foreground providing a natural framing of the scene.

4.88 out of 5 average rating, 41 reviews

23% off! Eco Lake Magdalene – Pool House

The exterior view of a three-story condo building is shown, surrounded by lush greenery. Several parked cars are visible in the foreground, with designated spaces and a well-maintained landscape enhancing the inviting atmosphere of the property.

4.96 out of 5 average rating, 23 reviews

MJ’s Condo Minutes from TPA and Busch Gardens

4.95 out of 5 average rating, 96 reviews

Townhouse in Tampa

Colorful, Comfy Townhome - Community Swimming Pool

4.9 out of 5 average rating, 78 reviews

A large heated saltwater pool is framed by tropical palm trees and multiple lounge chairs. The building in the background features beige walls and large windows, creating a welcoming atmosphere. Umbrella-covered tables are visible to one side, providing shaded seating options.

Flat in Tampa

Tampa Tropical-Saltwater Pool-10 Min to TPA

4.91 out of 5 average rating, 22 reviews

Flat in Westchase

Modern 2BR/2BA w/ King Bed, Pools + Gym #1