Holiday rentals with a pool in Orlando

This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.

4.95 out of 5 average rating, 113 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

4.96 out of 5 average rating, 176 reviews

A lush outdoor water complex showcases a winding lazy river surrounded by palm trees and landscaped greenery. Lounge chairs are positioned alongside the water, providing ample space for relaxation. In the background, a clubhouse and scenic waterfront can be seen under a bright blue sky.

Townhouse in Kissimmee

Disney 5BR • Private Pool Free Heat • Pet Friendly

Welcome to this gem near all major attractions: Disney (5 miles), SeaWorld (7 miles), Universal (12 miles), Convention Center (9 miles), and Airport (20 miles). Nearby are outlets, restaurants, and supermarkets. This luxurious home features 5 bedrooms, 4 bathrooms, a private heated pool/spa, fully equipped kitchen, laundry, and free stroller, playpen, and highchair. Resort amenities include a water complex, lazy river, bar, fitness center, mini golf, kayaking, and more! Pets friendly & welcome!

5.0 out of 5 average rating, 107 reviews

Home in Oak Ridge

Harmony | Heated Pool | 10 min Universal & Epic.

Welcome to Harmony House: We want to Be your Host in Orlando! Let us show you why you should book with us: 🏡 1800 ft2 ground floor house 🌇 Top Location 🎢10 Min Universal Studios 🎢13 Min Epic Universe 🏰 20 Min Magic Kingdom 🛍️20 MIn Disney Springs 📺 4 Smart TVs 🛜 Fast WIFI 🧑‍🍳 Fully equipped kitchen 💻 Dedicated work space 🅿️ Free Onsite parking 🍗BBQ - Outside dining 🏊‍♀️Heated Private Pool 🗑️Washer & Dryer 👫Kids friendly 🎱⛳️🏓Family games: Pool Table, Golf, Ping PongTable

A spacious outdoor area features a large pool with crystal-clear water, accompanied by a hot tub and a soothing water fountain. Surrounding the pool, a stone patio hosts multiple seating areas beneath a pergola, providing a serene setting for relaxation.

4.96 out of 5 average rating, 112 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

A private pool area is surrounded by a screened enclosure, featuring a well-shaped pool and a jetted hot tub. Lounge chairs are positioned nearby, with a grassy area beyond. The evening sky displays hues of pink, creating a serene atmosphere, enhanced by string lights that illuminate the space.

4.92 out of 5 average rating, 215 reviews

*Luxe Disney Home* Priv Pool/Spa- 6BR Sleeps 15

JUST ADDED! (Check out our other reviews) New Construction!!! 3000ft2! Welcome to our luxury 6-BR private pool home near Disney World, Universal Studios, and Sea World! With 8 beds, it sleeps 15 people comfortably. Enjoy the private heated pool, hot tub, and game room with ping pong, cornhole, and arcade. Located in Veranda Palms community, you also have access to a large pool, clubhouse, gym, and splash pad. Perfect for large families or groups seeking a memorable Orlando stay. Book now!

4.96 out of 5 average rating, 144 reviews

The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.

Villa in Orlando

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

An aerial view of the clubhouse area is displayed, featuring a large pool surrounded by lounge chairs. Palm trees provide greenery around the poolside, while guests can be seen enjoying the water. The architecture of the clubhouse complements the inviting outdoor space.

4.93 out of 5 average rating, 160 reviews

Location,Location 3bd 2bth near parks conv.ct/Int.

Beautiful updated 3bedroom 2 full bathrooms, sleeps 8; only 200 ft from club house. Located near Universal Studios, Sea World and within walking distance to Orange County convention center and International Drive. For your convenience we offer valet wagon for those heavy bags and electronic door lock for easy access. Our club house has a large hot tub, 2 pools ( 1 large adult and 1 large children's pool ), pools are heated during winter, poolside tiki bar, fitness room, gated community .

The image displays the Summerville Resort sign, highlighting its proximity to Disney. A comfortable bedroom is shown, featuring two spacious beds and colorful wall art. An inviting patio area with outdoor seating is visible, alongside a community pool surrounded by lounge chairs and palm trees.

4.87 out of 5 average rating, 126 reviews

Comfy Family Villa|5min->Disney!

Summerville Resort is a new and prestigious collection of town-home villas just 5 miles from the entrance to Walt Disney World! Be among the first to stay in this contemporary vacation rental with pristine finishes & amenities. No need to wait in line to shower here; each of the 4 bedrooms has its own attached bath. After a day exploring the parks, come home to indulgence at the Resort, which features a community hot tub, heated pool, fitness center, playground, and a sleek Clubhouse.

A vibrant living area features a Super Mario-themed mural depicting iconic characters against a blue backdrop. Plush seating surrounds a coffee table styled with bright colors, while a playful rug showcases a character from the Mario universe, creating a fun and inviting atmosphere for relaxation and gaming.

4.95 out of 5 average rating, 194 reviews

Super Mario's Sky Suite - Epic Universe 3 BD SUITE

Welcome to your ultimate Nintendo getaway where every room is artfully and thoughtfully designed with a unique Super Mario theme. From custom decor to playful details, every corner is a tribute to the beloved world of Mario and friends. With classic Nintendo consoles at your fingertips, you’ll have everything you need to relive your favorite gaming memories in style. Unwind, play, and immerse yourself in the colorful world of Nintendo - TRUE SUPER MARIO ENTHUSIASTS ONLY :)

4.84 out of 5 average rating, 159 reviews

Cozy space 5/10 universal & epic

Take it easy at this unique oasis and tranquil getaway that is located in the heart of Orlando!! Want to have fun?! Literally walking distance from Universal Studios, Want to go shopping?! 5 mins from Millenia Mall and Premium Outlets. Want to experience Orlandos hottest nightlife or stroll through the city it’s 15 mins from Downtown , Do you want to meet Mickey Mouse or shamu?! 15 mins from Disney and sea-world. Even take a dip in the complex pool or play tennis!!

4.96 out of 5 average rating, 119 reviews

A unique sleeping area features a round bed designed to resemble a giant clam shell. Vibrant murals depicting underwater scenes adorn the walls, complementing the ocean-themed decor. Soft curtains in shades of green flow down from the ceiling, adding color to the tranquil space.

Home in Davenport

Royal Retreat Disney Themed Pool Home, Arcade, Theater

Welcome to The Royal Retreat. Located just 10 miles away from the entrance of WDW, our rental is the perfect place to stay for your Disney vacation. Our 5 star home features 8 themed bedrooms and 5 bathrooms, a fully-equipped kitchen, private heated pool, private arcade, home theater & BBQ! Free Pool heat & the 1st tank of propane for the BBQ are included. Booking with us includes full access to the Champions Gate Clubhouse, Oasis Resort and Retreat Club!

An outdoor space features a heated pool and a hot tub, surrounded by stone masonry. A custom bar, crafted from wood, is visible alongside tropical plants. Two built-in TVs are fitted above the bar area, enhancing the outdoor living experience.

4.92 out of 5 average rating, 181 reviews

Stunning Orlando Getaway w/Spa & Heated Pool

The whole group will enjoy easy access to everything from this centrally located Orlando location. This 1950s beautifully designed space has all modern amenities with an amazing outdoor living space. Located in College Park situated close to many amenities Orlando has to offer. Only 9 Minutes to downtown Orlando or 15 Minutes to Universal. The Acre & The Cottage Wedding venues are both within Walking Distance. Dubsdread is only 4 Minutes Away.

Popular amenities for Orlando rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.9 out of 5 average rating, 126 reviews

Encanto at Emerald Island-Pool House by Disney

Superhost

A serene pool area is surrounded by lush landscaping and tall palm trees, with sunlight glistening on the clear water. The pool features a gentle curve, and a white fence encloses the backyard, providing privacy and a sense of tranquility.

4.85 out of 5 average rating, 186 reviews

3 BR/2BA Home w Private Pool~12 min to Airport!

An expansive backyard is featured, showcasing a striped hammock stretched between two posts. Lounge chairs are arranged nearby, with a swing set positioned to one side. The heated pool is enclosed within a screened area, providing a view of the clear, blue sky.

4.92 out of 5 average rating, 114 reviews

Kissimmee, Heated Pool, Game Room. Luxury

4.97 out of 5 average rating, 116 reviews

6BR Pool Home, Splash Into Your Vacation (6097PG)

A private outdoor area features a pool with a spa, surrounded by a spacious deck. A basketball hoop is positioned nearby. A large inflatable swan floats in the water, while a hammock provides a cozy spot for relaxation. Lush greenery frames the scene under a colorful sky.

4.94 out of 5 average rating, 167 reviews

Luxury Encore Pool Spa Pets Game Rm Theater Gym

4.9 out of 5 average rating, 177 reviews

Home in Davenport

Magical Pool Villa-close to Disney Game/movie Room

4.89 out of 5 average rating, 111 reviews

A spacious outdoor area is highlighted by a shimmering blue pool surrounded by a stone patio. Lounge beds are placed nearby, and a covered patio area is visible, providing shade for relaxation. Lush greenery frames the setting, enhancing the inviting atmosphere.

Home in Doctor Phillips

Paradise pool home /5 Min Universal /13 min Disney

A spacious living area features a large sectional sofa, paired with a round coffee table. Natural light floods in through sliding glass doors that open to the pool area. Decorative accents include coastal-themed artwork and soft lighting fixtures, enhancing the inviting ambiance.

4.84 out of 5 average rating, 150 reviews

Park Place! 7 Min from Disney, Pool, Theater

Apartment rentals with a pool

4.85 out of 5 average rating, 123 reviews

A master bedroom features a spacious bed with a white quilted coverlet, accented by a blue tufted headboard. Two bedside tables with lamps provide soft lighting. A ceiling fan hangs above, while light-colored walls and flooring enhance the room's bright atmosphere.

Apartment in Kissimmee

Disney Retreat

4.97 out of 5 average rating, 266 reviews

Apartment in Kissimmee

Near Disney • 4BR • Perfect for Families

The living area is brightened by large windows offering views over the lake. A comfortable sofa and seating area complement a dining table set for six. A television is positioned adjacent to a ceiling fan, creating a welcoming space for relaxation and dining.

4.93 out of 5 average rating, 243 reviews

Bird’s-Eye View! 2bd/2 King/2Bath Disney Area

4.95 out of 5 average rating, 139 reviews

Modern Lake view Condo 1 mile from Disney

A cozy living area is presented, featuring a brown sofa adorned with decorative pillows. Colorful wall art, including Mickey Mouse themes, complements the bright space. A stylish dining table and chairs are visible in the background, alongside a well-equipped kitchen with modern appliances.

4.95 out of 5 average rating, 103 reviews

1 Mile Disney Area |EPIC & Universal |Free Shuttle

4.95 out of 5 average rating, 127 reviews

IS1-107 - 2BR Vista Cay Resort condo Orlando

A spacious outdoor area features several palm trees and seating arrangements with turquoise cushions. The backdrop includes a modern multi-story building. A barbecue area is visible, and lounge chairs are positioned around a sparkling pool, creating an inviting environment for relaxation.

4.87 out of 5 average rating, 147 reviews

Luxury Condo On I-Drive & One Mile from Universal

A balcony view captures a vibrant sunset over Lake Bryan, with hues of pink and orange reflected on the water. Outdoor seating includes two chairs and a small round table, inviting relaxation while enjoying the scenic surroundings.

4.98 out of 5 average rating, 264 reviews

Lakefront Resort Condo near Disney and Universal

Other holiday rentals with a pool

4.93 out of 5 average rating, 149 reviews

Cottage in Clermont

Private Country House | 16 Guests | Gatherings

4.83 out of 5 average rating, 320 reviews

A private movie theater features a 150-inch screen displaying a Disney image. Black walls and hardwood flooring create a modern atmosphere. Comfortable reclining seats with cup holders are arranged for a cinematic experience, ensuring a cozy and immersive viewing environment.

Villa in Kissimmee

150 Inch 4K Movie Theater Pool & Spa sleeps 16

4.93 out of 5 average rating, 112 reviews

Townhouse in Kissimmee

4 Bedrooms/ 4.5 Bathrooms/ Magic Village (3082 Rw)

4.95 out of 5 average rating, 60 reviews

Flat in Orlando

Epic stay at Vista Cay!

5.0 out of 5 average rating, 5 reviews

2026 NEW 10 BRD/10BTH At Paradiso Grande

A vibrant collage of themed spaces showcases the enchanting variety within the home. Featured are a luxurious bedroom with a grand bed, a playful winter-themed room, a themed home theater, and a pool area with a spa set against colorful lighting.

4.98 out of 5 average rating, 58 reviews

12BR Disney Luxury Retreat - Pool, Theater & Fun!

5.0 out of 5 average rating, 47 reviews

Townhouse in Kissimmee

Disney Theme Rooms | Private Pool | Storey Lake

Superhost