Vacation 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!

4.95 out of 5 average rating, 60 reviews

Apartment in Orlando

Epic stay at Vista Cay!

This 2-bedroom, 2-bathroom apartment at Vista Cay Resort, Orlando, offers an exceptional location for enjoying the best of the city. Just minutes from Orlando International Airport and Walt Disney World, it provides unparalleled convenience for both travelers and residents. Additionally, its proximity to the Convention Center, Universal Studios, SeaWorld, and International Drive grants easy access to major attractions, dining, and shopping, offering a complete experience in the heart of Orlando.

4.9 out of 5 average rating, 126 reviews

Encanto at Emerald Island-Pool House by Disney

POOL HEATER OPTION!! Make some memories at this unique and family-friendly place. A guarded Resort- neighborhood awaits! As you enter this magical place you will fall in love with the unique landscaping full of palm trees surrounding the neighborhood. This secluded place has everything you need! 5 star location, security, private pool, and also a clubhouse with many activities for the young ones. You will be next to restaurants, shopping and more. Only 3 miles aways from Disney's exit & parks!

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, 111 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 single-story home showcases a well-maintained front lawn with lush green grass. The house features a welcoming entrance with a central door, flanked by large windows. A driveway leads to a two-car garage with decorative doors, while a fenced yard adds privacy.

4.94 out of 5 average rating, 108 reviews

Sunny-All-Day Pool Vacation Home

Welcome to our Sunny 3-Bedroom Retreat! This inviting home features 3 spacious bedrooms, a south-facing pool for all-day sun, and a private fenced yard. Enjoy the bright living space, modern kitchen, and outdoor oasis with comfortable seating. Conveniently located near local attractions, dining, and shopping. Additional amenities include high-speed Wi-Fi, smart TV, air conditioning, washer and dryer, and free parking. Book now for a perfect getaway! **No parties ($500 fine) and no smoking**

4.99 out of 5 average rating, 159 reviews

10 Minutes to Disney | Heated Pool, Arcade, Kings

🏡 Tucked inside a gated community near Kissimmee’s top attractions, this bright, themed home is made for memorable family getaways. Enjoy friendly competition in the game room, unwind in the heated private pool (available upon request), or relax on the covered patio beneath the Florida sun. Just 11 minutes to Fun Spot America, 11 minutes to Old Town, and 12 minutes to Disney World, it’s the perfect home base for your Florida adventure. Book now and start creating unforgettable memories!

4.85 out of 5 average rating, 321 reviews

Townhouse in Kissimmee

6 miles from Disney ! Private pool

This Beautiful newly renovated 3 bedroom 2.5 bathroom luxury townhouse has a private pool with complimentary resort facilities. The house is close to the Resort and Clubhouse, which has a lobby/reception, snack bar, all-year heated pools, training facilities, and a game room. It is 15 minutes from all Disney parks and close to Orlando attractions. Orlando International Airport is just 40 minutes from the home. Very relaxing and cozy. Newly renovated with new appliances and furniture.

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 :)

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.

4.96 out of 5 average rating, 119 reviews

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!

4.94 out of 5 average rating, 135 reviews

A spacious dining area features a long glass table surrounded by white chairs, set for a large meal with blue and gold accents. A striking blue wall with geometric gold patterns creates a modern backdrop, while contemporary light fixtures illuminate the space.

Villa in Davenport

Blue Paradise 15BR 11BA, Sleeps 36, Theater/GameRm

Welcome to Blue Paradise Villa! This stunning 6,800 sq. ft. retreat features 15 bedrooms and 11 full bathrooms, comfortably accommodating up to 36 guests. Located in Solterra Resort, the villa offers a private pool and spa, a game room, and a theater room for endless entertainment. Enjoy resort amenities including a lazy river, beach-entry pool with water slide, fitness center, tennis courts, and more—perfect for an unforgettable getaway!

4.93 out of 5 average rating, 149 reviews

Cottage in Clermont

Private Country House | 16 Guests | Gatherings

Bring the whole family to this private 5-acre retreat, situated in one of the few hilly regions of Florida. Enjoy privacy, nature, spectacular sunsets, and starry nights—perfect for relaxing or enjoying outdoor activities. ⚠️ Gatherings require prior approval—please contact us before booking. Note: There is another house on the property that may be rented by other guests. Both are completely private, with no shared areas or parking.

Popular amenities for Orlando rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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.

4.86 out of 5 average rating, 125 reviews

Comfy Family Villa|5min->Disney!

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!

4.75 out of 5 average rating, 4 reviews

NEW 2026 Themed 9BR| Racing Simulator |Solara

4.97 out of 5 average rating, 101 reviews

12BR Disney Beach house 34 ppl Pool Theater Arcade

5.0 out of 5 average rating, 5 reviews

Remodeled 5BR | Pool, Theater & Themed Rooms

An aerial view of the house shows a spacious home with a landscaped yard, palm trees, and a brick pathway leading to the entrance. Lake Giles stretches behind the property, reflecting a colorful sky during sunset, while the downtown Orlando skyline is faintly visible in the distance.

4.9 out of 5 average rating, 86 reviews

Lakefront House with private Pool. Lake sunsets

5.0 out of 5 average rating, 23 reviews

4BR Disney & Universal Themed Villa Reunion Resort

4.82 out of 5 average rating, 60 reviews

Disney's Pool House

Condo rentals with a pool

4.84 out of 5 average rating, 159 reviews

Cozy space 5/10 universal & epic

4.97 out of 5 average rating, 266 reviews

Condo in Kissimmee

Near Disney • 4BR • Perfect for Families

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.

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

A cozy living area features a grey sofa with decorative cushions, complemented by two accent tables with lamps. A wooden coffee table rests in front, while a round dining table is visible nearby. Warm lighting from the wall and natural light enhance the welcoming atmosphere.

4.99 out of 5 average rating, 115 reviews

Disney, free shuttle, full kitchen

4.89 out of 5 average rating, 172 reviews

A cozy bedroom features a spacious bed adorned with light-colored linens, complemented by decorative pillows. The living area offers comfortable seating arranged around a flat-screen TV, while soft natural light filters through sheer curtains. The Mickey-themed room presents vibrant wall art and two plush beds with coordinating bedding.

Condo in Kissimmee

207_ Sparkle Apartment Close to Disney Free Waterp

A spacious living area features a large sectional sofa adorned with decorative pillows, positioned opposite a flat-screen TV on a modern console. Natural light enters through large windows, highlighting the open kitchen with wooden cabinetry and dining space. Decorative artwork adds a touch of color to the neutral walls.

4.95 out of 5 average rating, 110 reviews

Renovated Condo 2 miles away from Disney Pool view

A decorative display featuring a Mickey Mouse-shaped shelf with a deck of Bicycle playing cards. The shelf is flanked by two potted green plants, placed on a textured runner that complements the natural elements of the arrangement.

4.99 out of 5 average rating, 108 reviews

Classy Disney Themed Condo with FREE shuttle!

Other vacation rentals with a pool

5.0 out of 5 average rating, 8 reviews

Apartment in Orlando

Top1| Villa MontBlanc BohoLuxe|OrlandoEyeView&Pool

5.0 out of 5 average rating, 4 reviews

Villa in Orlando

Amazing 11 bedrooms - Paradiso Grande 5 Location

4.91 out of 5 average rating, 86 reviews

Condo in Horizon West

2BR Modern Pet-Friendly Condo 6 mins from Disney

4.93 out of 5 average rating, 15 reviews

Villa in Kissimmee

6BR Home w/ Priv Pool Near Disney Gated Resort

5.0 out of 5 average rating, 3 reviews

Townhouse in Kissimmee

Themed Stay with PS5 + Poolside TV | W. Westside

4.89 out of 5 average rating, 53 reviews

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney

4.96 out of 5 average rating, 83 reviews

A spacious living area features a comfortable sectional sofa facing a large window that opens to a view of palm trees. A modern kitchen with a large island and bar stools is positioned adjacent to a dining space with a table and chairs.

Townhouse in Kissimmee

Peaceful 5BR/5.5BA just minutes to Disney!