Holiday rentals with a pool in Brandon

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.

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

4.9 out of 5 average rating, 260 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).

4.95 out of 5 average rating, 101 reviews

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 Palma Ceia

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.

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, 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

4.9 out of 5 average rating, 231 reviews

The interior showcases a modern living area featuring a blue sofa and two coordinating chairs. A round area rug with a compass design sits on the floor. The kitchen has contemporary cabinetry and stainless steel appliances, with bar stools positioned at the counter. Natural light filters in through a window.

Tiny home in Tampa

"sensation of tampa" jacuzzi, private, and Pool,

Experience the challenge of an adventure in a different style THE TAMPA FEEL is a 50×12 HeartLand Shed in the side yard of my house. It is completely private since it has its own patio divided by a 6' fence, made inside with a unique style, it has a wonderful living room, shared Pool, a fully equipped modern kitchen for your comfort, a bathroom, it will also have a nice gazebo with plants that You will enjoy the atmosphere for any picnic or grill event, and you have a space to do BBQ.

4.94 out of 5 average rating, 136 reviews

Home in Apollo Beach

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

4.83 out of 5 average rating, 137 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.

Guesthouse in South Seminole Heights

4.86 out of 5 average rating, 963 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.

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.

4.92 out of 5 average rating, 131 reviews

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

Stay in this waterfront house and live like a true local in Tampa. We're within driving distance to parks, beaches, and casinos. Our rental comes with 3 bedrooms, and a hot tub, pool, and living room that you're free to use any time. Wi-Fi, self check-in, laptop-friendly workspace -- we've got everything you need. * Garage is not accessible to guests. * Pool is NOT heated! The spa is heated, though, please contact host for instructions on how to turn on spa.

4.87 out of 5 average rating, 148 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

This hidden gem is full of mature LIVE OAK trees, azaleas and camellias. RELAX by the pool(POOL AND SPA NOT HEATED), fish in the POND, and expect to see critters or even OWLS hooting at night. A very SPACIOUS and comfortable home! AIRPORT-22 mi.; Ybor/Downtown-14/15 mi.; CASINO-8 mi.; Busch Gardens-14 mi.; Gulf BEACHES-39 mi.; DISNEY-55 mi.; Shopping MALL-9 mi. Locals must contact host before requesting to book. NO PARTIES NO PARTIES NO PARTIES

4.93 out of 5 average rating, 194 reviews

A bright, open living area features modern furnishings, including a comfortable sofa and a sleek coffee table. Large windows provide ample natural light, enhancing the spacious ambiance. The dining area, with a long wooden table, is seen adjacent to a well-equipped kitchen showcasing granite countertops and stainless steel appliances.

Home in Seffner

Stunning Heated Pool House Close to Tampa & Casino

🏡Discover your home away from home at our newly renovated Seffner, FL property, presented by Emperor Rentals! Boasting three spacious bedrooms, two modern bathrooms, and accommodating up to 10 guests, this inviting retreat is perfect for families or groups. Unwind in style with our screened saltwater pool, complete with optional heating for your ultimate comfort. 🌟 For any inquiries, our team is available 24/7 to ensure an exceptional stay. 🌟

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.

4.96 out of 5 average rating, 368 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.

Popular amenities for Brandon rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An open living space features a comfortable sectional sofa arranged around a coffee table, with large windows allowing natural light to fill the area. A spiral staircase leads to an upper level, while a soft area rug complements the hardwood flooring.

4.98 out of 5 average rating, 48 reviews

Heated/private pool- fenced yard-kid/pet friendly!

4.85 out of 5 average rating, 78 reviews

A spacious backyard features a shimmering pool surrounded by lounge chairs and a vibrant orange umbrella. A dining table with four chairs is positioned nearby on the patio, with well-maintained grass and decorative stones accentuating the inviting outdoor space.

Home in Clair Mel City

3 Bedroom w/ Pool-near Downtown/ Bush Gardens

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.

4.94 out of 5 average rating, 142 reviews

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

5 out of 5 average rating, 34 reviews

Huge pool, deck & yard- Sleeps 7- feels like home

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, 98 reviews

Lakeview Retreat with Private Pool Perfect Getaway

4.92 out of 5 average rating, 26 reviews

The exterior of a single-story house is visible, featuring a welcoming entrance with large windows and a landscaped front yard. Lush greenery, including palm trees and vibrant flowers, decorates the area. A two-car garage is seen on the left side, complemented by a concrete driveway.

Home in Providence Lakes

Spacious Home near Tampa- Pool/Hot Tub/Cold Plunge

4.89 out of 5 average rating, 85 reviews

A landscaped outdoor area is featured, featuring a pool surrounded by a wooden deck with sun loungers. A gazebo is positioned adjacent to the pool, and a pathway of stepping stones leads through green grass, enhancing the space's inviting ambiance.

Home in Seffner

Great Patio/Pool/ I-4 & 75 Busch Gardens Sleeps 10

A screened-in pool area features a turquoise pool surrounded by light-colored tile flooring. Two lounge chairs provide seating beside a small table with a red top. Sunlight casts soft shadows, creating a serene atmosphere for relaxation and enjoyment.

4.86 out of 5 average rating, 161 reviews

North Ybor escape with Private POOL and POOL TABLE

Condo rentals with a pool

An open-concept kitchen and living area is highlighted by a marble countertop with modern stools. Glassware hangs above, and a cozy seating area features a light-colored sofa and an accent chair with a playful pattern. Large windows provide a view of the water through sheer blue curtains.

4.88 out of 5 average rating, 141 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, 214 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

4.92 out of 5 average rating, 154 reviews

The sleeping area features two queen beds with soft bedding and decorative pillows. Nightstands with lamps are placed on either side. A neutral color palette enhances the space, complemented by wall art and subtle lighting elements in the room.

Condo in Ruskin

Beach Condo with water view!

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.

4.89 out of 5 average rating, 182 reviews

Luxury Blue Haven - Stunning Tampa Bay Views!

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.

Condo in New Tampa

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, 339 reviews

Modern Waterfront Condo - Captivating Sunset Views

4.86 out of 5 average rating, 123 reviews

A well-lit room features two spacious beds dressed in blue linens. A small table and chairs are positioned nearby, along with a flat-screen television mounted on the wall. Sliding glass doors open to a balcony, inviting natural light and providing views of the surrounding area.

Condo in Ruskin

Oasis at Little Harbor

Other holiday rentals with a pool

4.85 out of 5 average rating, 20 reviews

A bright studio suite features a spacious bed adorned with a vibrant yellow floral blanket. A comfortable seating area includes a brown sofa, while a light fixture and side table enhance the space. Large windows provide natural light, and a ceiling fan adds airflow.

Guesthouse in Riverview

Senda Suite

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, 42 reviews

23% off! Eco Lake Magdalene - Pool House

4.94 out of 5 average rating, 95 reviews

Guest suite in Tampa

West Tampa Villas 1 With Pool Oasis-Near Stadium

The exterior of a two-story house is shown, featuring a light blue facade with white trim. A well-maintained lawn with palm trees and shrubs frames the driveway, which leads to a garage. A clear sky complements the appearance of the home.

4.94 out of 5 average rating, 52 reviews

4bd/2.5ba Heated Pool Home w. Pond View

4.91 out of 5 average rating, 44 reviews

A unique stock tank pool is positioned under a large umbrella, providing shade. Two lounge chairs are arranged nearby on sandy ground, with a white fence enclosing the area. The clear water of the pool reflects the blue sky above, creating a serene atmosphere.

Guest suite in Tampa

Tulum Oasis Near Busch Gardens

4.9 out of 5 average rating, 79 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.

Apartment in Tampa

Tampa Tropical-Saltwater Pool-10 Min to TPA

5 out of 5 average rating, 14 reviews

An aerial view captures the canalfront property, showcasing the large pool and spa surrounded by tropical landscaping. The private dock accommodates a boat, while a beach area is visible with lounge chairs and palm trees enhancing the waterfront setting.

Home in Apollo Beach

*New* Waterfront Retreat: Pool, Spa, Dock & Views