Holiday rentals with a pool in Four Corners

4.93 out of 5 average rating, 104 reviews

A game room features various entertainment options, including a treadmill, exercise bike, and classic arcade machines. The decor showcases a 'Star Wars' theme with vibrant blue lighting and dark walls, creating an inviting atmosphere for guests to enjoy recreational activities.

Villa in Kissimmee

Luxury Villa! /Game Room/ Pool Heater

Luxury Villa on a gated community in Kissimmee (Four Corners). Modern. Situated 10 min. from Disney theme parks. Well decorated and presented. Game Room, Mini Gym, Beautiful, large pool deck which is totally enclosed and secluded. There is a private Pool and Spa. Three Bedrooms and Bedroom one is separate from the main house but still enclosed in the building. This would be ideal for a young couple within the group as it has its own bathroom, small kitchen and also total privacy.

An outdoor area features a private pool surrounded by chaise lounge chairs, with bright cushions for comfort. A spa sits adjacent to the pool, and a basketball hoop is positioned at the edge of the water. The house looms in the background, showcasing large windows.

4.93 out of 5 average rating, 149 reviews

Gorgeous 6EnSuite PetFriendly @Encore Resort - 404

New Modern 3,300sf luxury home with 6 suites, at world's renowned Encore Resort at Reunion. Featuring 6 suites, a game room, a beautiful backyard, a private pool and spa, and a garage. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

4.96 out of 5 average rating, 76 reviews

A view of the private pool is framed by vibrant curtains, with a tray of fresh fruit prominently displayed on a wooden table. The screen enclosure provides an unobstructed view of the surrounding greenery and palm trees, enhancing the outdoor ambiance.

Villa in Four Corners

May Special! Star Wars Game Room Near Disney

May Special! Free Pool Heat for all stays in May 2026. This family friendly resort villa near Disney has everything you need for an epic vacation filled with magic, adventure, and memories that will last a lifetime. Only 8 miles to Walt Disney World Resort, this 6 bedroom vacation villa is the ultimate family retreat. With family-ready amenities, a Star Wars game room, Karaoke, BBQ, resort access, and private pool, Indigo Flamingo Villa is the perfect base for your epic vacation.

4.81 out of 5 average rating, 27 reviews

VillaLumine•PrvtPool•Heater•Aesthetic•NearDisney

Welcome to Villa Lumine, a modern life- changing retreat just a 20-minute drive to Disney! Enjoy spacious living areas, a boho lounge, and a stunning coffee bar. Step outside to your private pool with complimentary BBQ. Every corner is designed for comfort and style. Close to major attractions, dining, and shopping. Whether you’re visiting for a magical Disney vacation, a family getaway, or a relaxing retreat, this villa is your ideal home! Pool Heater available for extra fee $40

4.99 out of 5 average rating, 131 reviews

An expansive pool area is surrounded by lounge chairs and palm trees, featuring a large beach-entry pool sparkling under blue skies. Nearby, a vibrant kids' water play area features a large pirate ship structure. A spacious living area is designed with light furnishings and a large TV, while a children's bedroom showcases Disney-themed twin beds with playful decor.

Townhouse in Davenport

3bd/2.5b Close to Disney °Luxury Paradise Living

Welcome To our beautiful, peaceful piece of paradise. A family friendly home! Enjoy the beautiful views, luxury decor, fine foods near you, and all this home has to offer! This home is all about creating loving memories. This beautiful home is newly built has 3 bedrooms 2.5 bathrooms, over 2,000 sqft, all new furniture, and super fast internet speed. The resort has a large beach-entry pool, kids water park, beach volleyball, mini-golf, arcade, and gym.

5 out of 5 average rating, 7 reviews

Pet-Friendly Pool Home Near Orlando

Welcome to your perfect Orlando retreat! This beautiful and spacious home offers a blend of modern comfort, stylish design, and exceptional amenities — all just minutes from the top parks and attractions. Enjoy a private screened-in pool, elegant interiors, and thoughtfully designed spaces ideal for families, groups, or long stays. Every detail has been curated to provide comfort, relaxation, and an unforgettable vacation experience.

The image features a private pool surrounded by lounge chairs, with a basketball hoop and a lush green backdrop. An entertainment area is visible in the foreground, showcasing a game table, a digital pinball machine, and a large screen for movies and games, including a fun tube slide.

5 out of 5 average rating, 114 reviews

*NEW* Space Odyssey: Pool, Spa, Cinema, Games+PS5

Stylish Design, Luxurious Comfort & Endless Entertainment, with a sprawling 2200 ft2 southwest facing pool deck & outdoor kitchen, no rear neighbors on a beautiful forest in the stunning 3.5 square mile Reunion Resort. You will have your own private pool with overflow spa, movie room, billiards - game room, 4 theme rooms: OUTER SPACE, MARVEL SUPERHEROES with a TUBE SLIDE, FROZEN II, HARRY POTTER CUPBOARD, PS5, within minutes to Disney.

A spacious entryway features a stylish staircase with wooden steps and a glass railing. A large Christmas tree decorated in soft colors stands next to a modern living area displaying a cozy sofa and contemporary artwork. A fireplace adds warmth to the ambiance.

4.87 out of 5 average rating, 68 reviews

The Eights House by Disney. Themed Island Dream

Location can't get better! Next to Disney Parks and Restaurant Row! This Guarded and gated place to stay is perfect for family trips. You will fall in love with our year round 12ft tree tastefully decorated by season. Mickey's Camping room, Frozen themed room, the cabin Christmas year round experience & 2 additional modern king rooms perfect for couples! Did I mention the stunning Avengers Home theater/game room and oversized pool?

Townhouse in Four Corners

A bright and open living space features comfortable seating arranged around a large flat-screen TV. A dining area with a round wooden table is surrounded by woven chairs, while the kitchen showcases modern cabinetry and stainless steel appliances, illuminated by pendant lighting.

5 out of 5 average rating, 88 reviews

New Modern Home near Disney in Orlando

Located only a few minutes from Disney World Orlando, Theme Parks, Disney Springs and unique dining experience, your stay will be one to remember. You will be entertained for days with Orlando’s attractions, parks, golf courses, lakes, trails, malls, restaurants, and nearby cities and beaches With 6 beds and a sofa bed, there's more than enough room for the whole group to get a comfortable night's rest from the day's adventures

The open living area features a round dining table with four chairs, a wall-mounted TV, and a comfortable sofa. Natural light enters through sliding glass doors leading to a scenic outdoor view. A rustic wood accent wall adds texture to the space.

4.88 out of 5 average rating, 182 reviews

"Ocean's Gate" - 2BD/2BA condo near Disney

Welcome to our beautiful ground-level condo! With the prime location at ChampionsGate Resort near Disney World and major parks, this 2BD/2BA condo unit is designed for your best accommodation. Spread out in 1,558 Sq. Ft., the unit offers a fully equipped kitchen, a cozy living room, a working station, and comfortable bedrooms. With access to the Clubhouse and resort amenities, you’ll spend amazing days in our home!

4.96 out of 5 average rating, 78 reviews

A private pool is surrounded by tropical landscaping and lounge chairs, providing a relaxing outdoor space. The two-story condo features a vibrant façade with a welcoming entry pathway. A stylish bedroom is indicated by light decor and a decorative pillow highlighting a positive theme.

Cottage in Four Corners

10 min. to Disney Cottage in Margaritaville Resort

Welcome to "Condo of Chill & Thrill", where the island vibes never end! Nestled in the heart of Margaritaville Resort and minutes from Disney parks, this tropical getaway is the perfect blend of laid-back luxury and non-stop fun. Whether you're sipping a margarita by the private pool or out for adventure exploring the shores of Florida, our stylish condo has everything you need for the ultimate vacation.

A spacious pool area is showcased under a protective screen. A large pool is bordered by a textured deck, with several lounge chairs arranged nearby. Lush greenery is visible in the background, and a covered patio area offers shaded seating.

4.95 out of 5 average rating, 291 reviews

Disney Orlando vacation home with private pool

Great location with private saltwater pool. 5 miles from Disney Parks and Disney Springs. 1.5 miles from Margaritaville Resort, which has the H2O water park, and 1.5 miles from Sunset Walk shopping mall, which there are variety of restaurants and entertainment, including the theater( Studio Movie Grill) and live music on the weekend.

Popular amenities for Four Corners rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A screened-in pool area features a clear blue pool with floatation devices, surrounded by a sunlit deck. A Tiki bar with seating stands to one side, while lounge chairs are arranged along the edge. Lush greenery is visible beyond the enclosure.

4.95 out of 5 average rating, 120 reviews

Disney Retreat | Huge Pool with Spa | 2 King beds

4.82 out of 5 average rating, 22 reviews

The Grand at Windsor Island

A game room is equipped with a full-size pool table as the central feature. Two large flat-screen TVs are mounted on the wall, facing a cozy seating area with blue chairs. A vibrant, fantasy-themed mural enhances the ambiance within this entertainment space.

4.93 out of 5 average rating, 54 reviews

Disney Villa Huge Pool/Spa + Game Room Fun!

5 out of 5 average rating, 16 reviews

Modern 6BR Villa with Pool in ChampionsGate

A multi-colored themed children's treehouse room includes hanging hammocks and soft seating arranged amidst leafy murals. Natural light filters through the screened enclosure, providing a playful environment. In another area, a private pool is visible, surrounded by patio furniture and an enclosure for safety.

4.97 out of 5 average rating, 64 reviews

Disney, Orlando, Treehouse, Arcade, Pool, Hot Tub!

5 out of 5 average rating, 38 reviews

The vibrant Mickey-themed bedroom features a spacious bed adorned with yellow and white bedding, accented by playful green pillows. Wall murals showcase iconic Mickey Mouse imagery, while a colorful area rug adds warmth to the hardwood floor. Two nightstands with lamps provide illumination.

Home in Loma del Sol

Disney 6 bedroom Luxury Villa Arcade Pool Heat bbq

Superhost

5 out of 5 average rating, 5 reviews

6 Bd/ 4.5 Ba Sleeps 15! Windsor Island (1677 KL)

4.98 out of 5 average rating, 83 reviews

The exterior of a large, two-story home is displayed, featuring a light-colored facade and a covered front porch. Lush landscaping surrounds the driveway, which is paved with stone. A garage door is positioned on the right side, complemented by decorative lanterns and palm trees.

Home in Osceola County

Large Private Home on Golf course by Disney

Condo rentals with a pool

The living area features a light-filled open layout with two comfortable sofas facing a wooden coffee table. Colorful artwork adorns the walls, and a ceiling fan provides airflow. The modern kitchen is visible in the background, complemented by a dining area with stylish lighting.

4.89 out of 5 average rating, 132 reviews

Waterpark View, MickeyTheme 3BR Near Disney 1039

A bright living space is showcased, featuring a circular dining table set with four plates. A comfortable teal seating area is arranged against the wall, complemented by a nature-inspired wall art piece and greenery. Large glass doors provide a view of the outdoors and invite natural light.

4.86 out of 5 average rating, 136 reviews

Stylish Condo 20 mins to Disney/King Bed

The living area features a comfortable sofa facing a large smart TV mounted on the wall. Natural light enters through windows, enhancing the space. A round coffee table sits in the center, surrounded by potted plants, with a dining area and a modern kitchen visible in the background.

4.93 out of 5 average rating, 215 reviews

Magical Stay Near Disney & ESPN

A modern living area features a white sectional sofa and a stylish coffee table with gold accents. A flat-screen television is mounted on the wall, complemented by minimalist shelving. Large windows dressed with sheer curtains allow natural light to fill the space, creating a bright and welcoming environment.

4.91 out of 5 average rating, 111 reviews

Resort Style Sunshine Oasis near Theme Parks

4.89 out of 5 average rating, 100 reviews

Condo in Davenport

The thrill of luxurious living just 15 min/Disney!

A modern dining area features a glass-top table surrounded by sleek white chairs. Elegant artwork adorns the brown accent wall, while natural light fills the space from sliding glass doors leading to a patio with a view of the golf course.

4.96 out of 5 average rating, 250 reviews

Luxury 3 Bedroom Home at ChampionsGate Golf Resort

5 out of 5 average rating, 104 reviews

Cozy Condo at Secret Lake near Disney

An aerial view of a resort area displays a large swimming pool surrounded by umbrellas and lounge chairs. Nearby, tennis courts and a basketball court are visible, along with landscaped green spaces. Ample parking spaces and palm trees are present in the vicinity.

4.98 out of 5 average rating, 163 reviews

Resort Style get away Near Disney World!

Other holiday rentals with a pool

5 out of 5 average rating, 36 reviews

The resort-style pool area features a tranquil setting surrounded by lush greenery. Sun loungers are positioned along the water's edge, inviting relaxation under clear skies. The townhouse exterior showcases a contemporary design, complemented by a welcoming front entrance.

Townhouse in Davenport

Modern 3BR Home Luxury Resort Near Disney Orlando

4.72 out of 5 average rating, 43 reviews

A private pool area is framed by a black fence, with lounge chairs positioned nearby for relaxation. The pool is surrounded by palm trees and colorful cottages in the background, reflecting a vibrant and inviting atmosphere.

Cottage in Four Corners

Cottage Retreat! 2BR w Pvt Pool & Balcony near WDW

Superhost

Apartment in Four Corners

4.85 out of 5 average rating, 41 reviews

Modern Condo in Reunion Resort Near Disney

5 out of 5 average rating, 6 reviews

Disney World Epic Luxury Marvel Superhero Haven

5 out of 5 average rating, 36 reviews

Townhouse in Davenport

Amazing 3 bedroom getaway

4.98 out of 5 average rating, 56 reviews

A modern living room is depicted with a full sofa, coffee table, and a smart TV. Natural light enters through the sliding glass door leading to the balcony. Three framed botanical prints decorate the wall, while a floor lamp adds soft illumination.

Apartment in Kissimmee

Modern Condo: 10 Min to Disney + Fireworks Views!

A collage showcases the inviting condo and resort amenities. The private balcony features outdoor seating, while the community pool sparkles under clear skies. The spacious living room, kitchen with modern appliances, and stylish dining area enhance comfort and convenience throughout the space.

5 out of 5 average rating, 14 reviews

Spacious 3-Bedroom Condo in Windsor Palms Resort

A residential street showcases a two-story house painted in light blue, featuring a front porch and landscaping with tropical plants. Nearby, two additional houses with porches are partially visible, while the well-maintained lawns enhance the welcoming atmosphere of the neighborhood.