Holiday rentals with a pool in East Lake-Orient Park

4.89 out of 5 average rating, 276 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).

Guest house in Tampa Heights

A serene pool area features a shimmering blue pool surrounded by lush greenery, including tropical plants. Two lounge chairs are positioned nearby on a brick patio, providing a comfortable spot for relaxation. A detached structure is visible in the background, set amongst a canopy of trees.

4.88 out of 5 average rating, 412 reviews

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 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.

4.98 out of 5 average rating, 237 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

4.83 out of 5 average rating, 224 reviews

Home in West Riverfront

Single Family Pool Home, Close to Downtown Tampa!

Cypress House is conveniently located to explore the best of Tampa Bay, including Downtown, South Tampa, USF, University of Tampa, other Universities, Busch Gardens, the zoo, aquarium, restaurants, walking distance to University Of Tampa and River Walk, & much more! Situated in an upmarket family-friendly residential neighborhood, this 3 bed/4 full bath luxury single-story home boasts a large outdoor pool, outdoor gas grill, outdoor table, laundry, full kitchen gas stove and oven.

A bright living area features a plush, mustard-colored sofa adorned with colorful cushions. In the background, a modern kitchen is visible, equipped with stainless steel appliances and white cabinetry. Pendant lights hang above the kitchen island, enhancing the open-concept layout.

4.95 out of 5 average rating, 147 reviews

3/2, 3 miles to Busch Gar *Pool, Game,CoffeeBar*

Welcome to A Little Havana in Tampa Florida! Located just 6 mins from Busch Gardens, 7 mins from the Hard Rock Casino, Florida Fairgrounds and less than 10 miles to downtown Tampa. Easily accesible to the James A Hanley VA Hosp, Moffit Cancer Ctr and USF. Enjoy your unique stay in this one of a kind home. It features a vibrant design, a fully equiped game room with projector, a screened inground pool, a firepit with BBQ grill, outdoor seating and a yoga space for your enjoyment.

4.83 out of 5 average rating, 144 reviews

An outdoor space features a sparkling swimming pool surrounded by a screened enclosure. A hot tub is adjacent to the pool under warm string lights. Various games are available, including a ping pong table and a billiard table, providing entertainment options for guests.

Villa in Brandon

Tampa heat pool /hot tub lake view near airport

Welcome to home away from home! This beautiful 4 bedroom 2 bathroom house is new with modern decor and has everything you need for a comfortable and relaxing stay. The house features a sparkling swimming pool and a hot spa, perfect for unwinding after a long day. Located in brandon, you’ll be just 15 minutes away from downtown, where you can experience the city’s vibrant culture and attractions. Get ready to create some unforgettable memories in this charming abode.

4.92 out of 5 average rating, 213 reviews

Guest house in Tampa

Red Comfort Trip Private Jacuzzi, near Busch Gard

Welcome to Red Comfort Trip – Private Jacuzzi & Pool near Busch Gardens. This cozy and fully private guest suite offers your own entrance, a comfortable bedroom, living area, full bathroom, and a private patio where you can relax after a busy day in Tampa. You’ll also enjoy a private jacuzzi and access to a large shared pool, all in a quiet residential area just a few minutes’ drive from Busch Gardens, the Hard Rock Casino, and other main attractions.

A modern kitchen is equipped with stainless steel appliances and a spacious countertop, with an inviting view of the dining and living areas. The heated pool area outside glistens in blue, surrounded by trees. Comfortable couches and a dining table are filled with fresh fruits and drinks, creating a cozy ambiance.

4.91 out of 5 average rating, 137 reviews

Breathtaking & Renovated Tampa Heated Pool House

Planning a trip to Tampa to relax, recharge, or celebrate something special? 🌴 Whether it’s a family getaway or a friends’ retreat, this beautifully fully renovated home is the perfect fit—comfortably sleeping up to 12 guests. Enjoy the quality craftsmanship throughout, from the stylish finishes to the modern comforts, and make the most of Florida living with your very own heated pool to unwind in, day or night. We’d be honored to host you.

Guest suite in Ridgewood Park

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.

4.97 out of 5 average rating, 393 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.

A spacious outdoor area features a heated saltwater pool and hot tub surrounded by lush greenery. A fire feature adds warmth to the setting. The enclosure allows for comfortable relaxation while enjoying an inviting atmosphere.

4.99 out of 5 average rating, 110 reviews

Heated Salt Pool & Spa | Near Airport & Downtown

Tampa Oasis - 3BR/2BA(Half Bath with outdoor shower with hot water), Heated Pool, and Hot Tub (Saltwater) Welcome to convenience and relaxation near Tampa Airport! This 3-bed, 2 bath home comfortably sleeps 8 with a pullout bed. Enjoy a heated pool, hot tub, and outdoor shower + TV. Proximity to the airport, Tampa's attractions, and more. Amenities include Wi-Fi, washer/dryer, and smart home tech. Book now for a memorable Tampa stay!

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, 103 reviews

Lakeview Retreat with Private Pool Perfect Getaway

Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

An inviting patio features a private pool surrounded by sleek lounge chairs. Light blue doors create a bright atmosphere, while large windows allow natural light to fill the space. A small table with chairs is positioned nearby, enhancing the area for relaxation.

4.82 out of 5 average rating, 171 reviews

Charming 4/3 Lakehouse W/ Pool

Are you looking for a unique Tampa getaway? This gorgeous Tampa Lakehouse is the perfect spot to make unforgettable memories. Spend your days by the pool relaxing and grilling, enjoying the firepit, and canoeing on the lake! This charming, spacious home is centrally located in Tampa, and within two minutes to the Casino! Downtown Tampa and all other attractions are within a 10-20 minute drive.

Popular amenities for East Lake-Orient Park rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 21 reviews

Sun House – Modern Home with Private Pool.

A covered patio area features a built-in seating arrangement with soft cushions, accompanied by a round coffee table. The space opens to a sparkling pool surrounded by wooden decking and lush greenery, offering a serene outdoor experience.

4.99 out of 5 average rating, 136 reviews

Hacienda Hideaway w/ heated pool

4.86 out of 5 average rating, 152 reviews

A screened-in pool area features a spacious swimming pool accompanied by a spa. The surrounding paver deck offers ample space for lounging, with green landscaping visible through the screens. Natural light filters in, enhancing the serene environment.

Home in Seffner

Tampa Bay area OASIS

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.

4.85 out of 5 average rating, 141 reviews

Zen Holistic Retreat by Carrollwood/Westchase

4.85 out of 5 average rating, 72 reviews

An open-concept living area features a light-colored sofa with decorative pillows, positioned in front of a wooden coffee table. A modern kitchen is visible in the background, showcasing stainless steel appliances and a dining area with wooden chairs. Bright natural light enters through large windows.

Home in Tampa Heights

Urban Loft in Heart of Tampa Heights!

4.92 out of 5 average rating, 138 reviews

A refreshing pool area is enclosed by a screen, featuring clear blue water and two colorful inflatable loungers. Sunlight filters through, and two lounge chairs are positioned nearby, offering an inviting space for relaxation.

Home in Brandon

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

4.8 out of 5 average rating, 20 reviews

A row of modern townhouses is displayed, featuring light-colored exteriors and pitched roofs. Lush greenery from palm trees lines the front, while a cobblestone pathway leads to driveways. The inviting architecture is complemented by a clear blue sky with scattered clouds.

Home in Palmetto Beach

Stylish Urban Modern Home with Rooftop Patio

Home in South Seminole Heights

A screened lanai surrounds a clear salt-water pool, featuring a floating pink flamingo. Colorful lounge chairs are positioned nearby on a sunlit deck, with tropical greenery visible in the background, enhancing the private outdoor space.

4.98 out of 5 average rating, 298 reviews

Pool + Park + Private = Perfect Place

Apartment rentals with a pool

4.84 out of 5 average rating, 148 reviews

Luxury Waterfront Balcony, Heated Pool and more

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

The living area showcases a stylish futon, designed to convert into a bed, complemented by a circular coffee table atop a textured rug. A modern kitchen area features a granite countertop, wooden cabinetry and two bar stools, while large windows allow natural light to fill the space.

4.93 out of 5 average rating, 425 reviews

Tampa Winter Stay w/Waterfront Bay & Sunset Views

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, 529 reviews

Tropical Waterfront Escape

4.88 out of 5 average rating, 176 reviews

Waterfront condo with sunset views of Tampa Bay.

A vibrant sunset is captured over the water, displaying hues of orange and yellow in the sky. The sun descends toward the horizon, with silhouettes of distant trees visible along the shoreline.

4.95 out of 5 average rating, 114 reviews

Tampa Bay Waterfront Views Rocky Point

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, 265 reviews

Rocky Point paradise

4.79 out of 5 average rating, 130 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

Other holiday rentals with a pool

4.95 out of 5 average rating, 81 reviews

The charming exterior features a blue wooden house with a welcoming front porch. Two bright yellow chairs sit invitingly on the porch. Lush greenery surrounds the home, and a white picket fence adds to the inviting atmosphere. A decorative plant is positioned beside the door.

Bungalow in Tampa

• Casa De Belen • Bungalow in Ybor City!

An outdoor pool area is enclosed with a screened cage, featuring a large shimmering pool. Comfortable lounge chairs are positioned nearby. The surrounding patio is paved with light-colored stones, and a fire pit is visible next to the pool, enhancing the aesthetic appeal of the space.

4.94 out of 5 average rating, 34 reviews

Dreamy Oasis Heated Pool, Near Hard Rock Casino.

5 out of 5 average rating, 27 reviews

Elysian Villa•Heated Pool•Cinema•Game•Busch Garden

4.93 out of 5 average rating, 15 reviews

A spacious yard is enveloped by lush greenery, accented by a circular flower bed filled with blooming plants. The two-story home features a welcoming balcony and large windows, inviting natural light. A canoe rests near the water's edge, suggesting a serene riverside setting.

Guest suite in Tampa

River Front Estate Busch Grden/USF Downstairs unit

Apartment in Tampa Downtown

The image captures the reflective skyline of downtown Tampa during twilight. Tall buildings with illuminated windows rise above the calm waters of the Hillsborough River, while the distant shoreline features a wooden structure along the water's edge.

4.8 out of 5 average rating, 60 reviews

Sunset Views from a Stylish 1BR High Rise in Tampa

5 out of 5 average rating, 6 reviews

Flat in Tampa

Pool, Waterfront Community, Palmetto Beach #2

5 out of 5 average rating, 51 reviews

A screened enclosure surrounds a swimming pool, providing a safe and serene environment. A large Grandfather Oak tree is visible prominently in the background, adding a natural element to the scene. The area is well-lit, inviting relaxation and enjoyment.

Guest house in Valrico

Little Art Under the Oaks