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.

4.95 out of 5 average rating, 147 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

Flat in East Lake Woodlands

The exterior of a two-story condo is showcased, featuring a well-maintained entrance with a concrete pathway bordered by lush green grass. The building has multiple windows and a combination of beige and brown siding, along with a row of palm trees enhancing the tropical setting.

4.91 out of 5 average rating, 22 reviews

Cozy Private 2BR FL condo

Experience ultimate relaxation in this perfectly located private home away from home. Relax on your enclosed lanai overlooking your wooded backdrop. Second floor condo with vaulted ceilings in pristine condition and complete with all furnishings & living essentials! Community Pool And close to Westfield Countryside Mall, area shopping, restaurants, public golf courses, entertainment, plus the sandy beaches of Honeymoon Island or Clearwater. located in the gated community-East Lake woodlands

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, 197 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, 117 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

A comfortable gray sectional couch is adorned with decorative pillows in various colors and patterns. A vibrant piece of artwork is displayed on the wall, along with a lush green plant nearby. A dining area with round table and bright orange bar stools is visible in the background.

4.83 out of 5 average rating, 145 reviews

Zen Holistic Retreat by Carrollwood/Westchase

Holistic sustainable wellness centered spaces that are comfortable, memorable and inspiring. Welcome to Serenity...Enjoy your time in Tampa in premium accommodations! King Casper luxury memory foam mattress's. Spa quality toiletries, amenities and linens. Located less than 20 minutes from ALL the following locations...Busch Gardens, Adventure Island, Lowry Park Zoo, Tampa International Airport (TPA), International Plaza, Raymond James Stadium, Amalie Arena and the Tampa Convention Center.

Home in Carrollwood Village

A spacious outdoor area is showcased with a swimming pool and spa, surrounded by a sun patio made of light-colored stone. The enclosure features a canopy structure, and seating areas are visible nearby. A barbecue area and dining table are also included in the background.

4.79 out of 5 average rating, 38 reviews

Just 15 min Aiport-Luxury house, new pool, BbQ wif

Florida Enjoy the modern and luxury home.wonderful house to fully enjoy with family and friends,we offer our guests a beautiful home which we hope our valued guests treat as if they were theirs.we hope they enjoy it and keep it clean and do not smoker or use drugs inside it.we have key systems which you will have access to the code when you start your self check-in process,unfortunately we do not accept pets..We appreciate you coming to the sunshine house..No -Garage available studio

A vibrant red flower stands in the foreground, drawing attention to the tranquil blue pool beyond. The pool area, enclosed by white fencing, is set against a backdrop of green foliage, complementing the peaceful outdoor setting.

4.8 out of 5 average rating, 110 reviews

Getaway & Golf- Heated Pool Home

HEATED POOL HI OUSE. Enjoy the total renovated heated pool, deck and patio in the entire cozy house NOT shared, 4 bedr, 2 Pack N Play, 2 bathr, 2 kitch, 2 living rooms and laundry. Private 4-6 cars parking. Large covered porch excellent for board games w/nice view of the pool area, lake & nature reserve. Total privacy & fenced patio w/lounge chairs & hammock for total enjoyment.Comfortable sofabeds to enjoy SMART TV FREE WiFi & HIGHEST Internet.Bikes available.

A spacious screened patio features a glistening pool surrounded by tropical plants. A pink flamingo float and two beach balls add a playful touch to the water. Two lounge chairs are situated nearby, perfect for relaxation under the bright blue sky.

4.92 out of 5 average rating, 102 reviews

The Breeze-private (optional) heated pool house.

Quieres viajar con tu familia / amigos o quieres disfrutar de tu escapada privada, ¡este es el lugar para ti! L La casa esta cerca del aeropuerto, a 20 minutos de las playas y Busch Gardens, a 5 minutos del centro comercial, restaurantes, supermercados, gasolineras y muchas más tiendas. Esta casa privada definitivamente se adaptará a sus necesidades y expectativas. Tiene capacidad para un máximo de 8 personas (2 en cada habitación y 2 en una cama de aire).

4.93 out of 5 average rating, 148 reviews

Home in New Port Richey

Luxury Private Pool House ! Mackarosa ! Tampa Bay.

If you are used to traveling in comfort,then this is best choice for you.House after renovation.High ceilings and beautiful decor will give you a pleasant feeling of comfort.The king bed,will give you pleasant sleep after an active day or a long trip.The kitchen has everything.The pool has a solar panel heated.Airport(35 min)Beaches(19min) Smoking in the house and living with animals are prohibited.After each gust the house is disinfected.Enjoy your stay

5 out of 5 average rating, 154 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

4.95 out of 5 average rating, 132 reviews

An outdoor area features a heated pool surrounded by a screened enclosure, providing a bright and airy setting. Comfortable lounge chairs are positioned nearby, with greenery visible outside the enclosure. Natural light filters through the screens, creating a serene space for relaxation.

Home in Palm Harbor

Heated Pool* 8.5 miles to Honeymoon Island. 4 bdr

This stylish place featuring a heated pool upon request is perfect for groups, family vacation or work trip. Has an open layout nice kitchen all furniture and appliances brand new. We are walking distance to Lake Tarpon-Bring your boats and jet skiis! Honeymoon Island is 8.8 miles Tampa, Dunedin Causeway only 7.6 miles . Tarpon Springs sponge docks 5.8 miles .St. Pete & Clearwater beach are not to far by car.

4.96 out of 5 average rating, 192 reviews

An outdoor tiki hut porch is illuminated by soft string lights. Comfortable seating creates a cozy gathering area, surrounded by lush greenery. A wooden dining table sits in the center, offering a relaxed space for meals or conversation.

Guest house in Dunedin

Tiki Hut Cottage

This unit private vacation rental is privately located on the property, plenty of space for 4 quest, 2 bedroom, upper bedroom has a half bath, toilet and sink, lower bedroom has a walk in shower with stack washer and dryer. Spacious living area with a kitchenette. The property is an acre of lush tropical plants Conveniently located to the downtown & beach.All our units are non-smoking and vaping.

Popular amenities for Keystone rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.8 out of 5 average rating, 45 reviews

A modern kitchen features white cabinetry and granite countertops, with stainless steel appliances including a refrigerator and stove. Natural light filters through the window treatments, illuminating the space. The adjoining area leads to a door, providing access to the rest of the home.

Home in New Port Richey

Pool Home in New Port Richey

4.99 out of 5 average rating, 271 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/Coffee Bar/Fully Stocked

A vibrant outdoor oasis features a cozy plunge pool surrounded by sun loungers. A shaded seating area includes a table with four chairs. The space is enhanced by decorative elements, including a pergola with hanging egg chairs, all set against a lush green lawn.

4.97 out of 5 average rating, 95 reviews

Cozy Family Retreat, Tampa: Private Pool Oasis

4.92 out of 5 average rating, 92 reviews

A screened patio surrounds the inviting pool, providing views of the waterfront. Sunlight glimmers on the clear water, and grassy areas border the pool deck. Nearby boat docks are visible, enhancing the serene atmosphere by the water.

Home in Ozona

Luxe Private Waterfront Getaway with Pool in Ozona

4.99 out of 5 average rating, 81 reviews

An outdoor space is showcased, featuring a manicured lawn bordered by pathways and illuminated by string lights. A screened patio encloses a heated spa pool, while lounge chairs are positioned nearby, creating a welcoming area for relaxation and enjoyment.

Home in Clearwater

Luxury Clearwater Home • Heated Pool + Near Beach

4.96 out of 5 average rating, 49 reviews

A shaded tiki hut with a thatched roof sits by the water, featuring a seating area and colorful lounge chairs. The scene is complemented by a private pool and lush greenery, with the bayou visible in the background under a blue sky dotted with clouds.

Home in Port Richey

Paradise on the bayou

A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.

4.97 out of 5 average rating, 109 reviews

Lakeview Retreat with Private Pool Perfect Getaway

4.88 out of 5 average rating, 147 reviews

A spacious outdoor area features a heated private pool surrounded by a screened lanai. Lounge chairs are positioned nearby, and a dining set provides a space for meals. Lush greenery is visible in the background, enhancing the tranquil atmosphere.

Home in Tarpon Springs

Pelican House: Game Room, Pool, 5 min to Beaches!

Apartment rentals with a pool

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.

4.93 out of 5 average rating, 228 reviews

Waterfront Condo - Sunset View of Tampa Bay

4.98 out of 5 average rating, 153 reviews

A modern kitchen features white cabinetry and sleek stainless steel appliances. A central island with two wooden stools invites gatherings. Natural light spills through a nearby doorway, illuminating decorative greenery and tasteful textures along the walls.

Apartment in Clearwater

Ocean Breeze • Easy - Heated Pool Access

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, 532 reviews

Tropical Waterfront Escape

Apartment in St. Pete Beach

A wooden walkway leads directly to a sandy beach, framed by tall grasses on either side. The beach stretches out under a clear sky, with gentle waves visible in the distance. A sign is positioned to the left, indicating the beach entrance.

4.91 out of 5 average rating, 109 reviews

Comfortable 2BR condo, walk to all sand beach

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.

4.76 out of 5 average rating, 268 reviews

Rocky Point paradise

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.

4.79 out of 5 average rating, 131 reviews

Beautiful and spacious condo centrally located

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, 356 reviews

Modern Waterfront Condo - Captivating Sunset Views

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.

4.85 out of 5 average rating, 127 reviews

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

Other holiday rentals with a pool

The pool area is illuminated by soft blue lighting, enhancing a sense of tranquility. Comfortable outdoor seating is arranged under the protective canopy, surrounded by potted plants. A dining table is positioned adjacent to the pool, creating a welcoming space for relaxation and gatherings.

4.87 out of 5 average rating, 61 reviews

Yuri’s House/salty heated pool/near beaches

Flat in West Park Village

4.93 out of 5 average rating, 45 reviews

Stylish 2BR/2BA w/ Pool, Gym Near Airport #3

A serene outdoor space features a clear pool surrounded by spacious stone tiles. Lounge chairs in bright fabric are positioned nearby, inviting relaxation. A shaded area with overhead covering provides a comfortable spot to enjoy the surroundings, complemented by a glimpse of a wooden structure in the background.

4.92 out of 5 average rating, 24 reviews

Family House for Vacations

5 out of 5 average rating, 41 reviews

A charming exterior of a townhome is presented, featuring a bright red front door. Lush greenery and colorful plants frame the pathway leading to the entrance, with a well-maintained lawn inviting guests to explore. The surrounding area is dotted with additional townhomes.

Villa in Fox Chase

Coastal Cottage

4.88 out of 5 average rating, 16 reviews

Home in Odessa

The Manor at Stark Farms

4.61 out of 5 average rating, 28 reviews

An outdoor area features a well-maintained swimming pool surrounded by elegant stone decking. Tall palm trees provide shade, while a natural stone fireplace adds a rustic touch. A white fence encloses the space, offering privacy and a sense of tranquility against a fading sunset sky.

Flat in Tampa

Manglares apartment

A cozy living room features a sectional sofa with soft cushions, paired with two accent chairs. A coffee table sits at the center, and a television is mounted on a console. Large sliding glass doors lead to a view of greenery, allowing natural light to fill the space.

4.96 out of 5 average rating, 25 reviews

Cozy condo with golf course views!