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Villa rentals near Old Town Kissimmee

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Top-rated villa rentals near Old Town Kissimmee

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A home cinema room features a large flat-screen TV displaying a film scene. The walls are painted blue and red, and plush seating is arranged in front of the screen. Decor includes framed posters and a Mickey Mouse silhouette, creating an engaging entertainment space.
Villa in Kissimmee
4.86 out of 5 average rating, 426 reviews

OMG! Disney Area, Movie Theater, Game Room & Pool!

"Guest favorite" - This home is in the top 10% of eligible listings based on ratings, reviews, and reliability. Comfort and Space in an Elegant home with a lot of amenities, 4Bed/3Bath. Private Movie Theater, Game Room, Pool and Themed Rooms. A well equipped Kitchen, Laundry, 3 parking spaces, WiFi, Smart TVs. Located at Crystal Cove Resort, a gated community, close to Disney. Few minutes to Walmart, Target, Sams Club, Publix, Outlets, Restaurants, Disney, Sea World, OCCC, EPIC and Universal.

Top guest favorite
A spacious themed room is depicted, featuring an imaginative design with a dark, cosmic ceiling. The room includes a large blue slide and a staircase, adjacent to cozy bean bag chairs for seating. Colorful space-themed murals enhance the playful atmosphere.
Villa in Kissimmee
4.98 out of 5 average rating, 120 reviews

4mi to Disney | Games | Private Pool

Get ready to make memories of a lifetime just over 3 miles to Disney when you stay at this newly renovated Star Wars and Lego-themed private pool villa. Located in Formosa Gardens Estates, a prestigious gated community, our home is professionally furnished with multigenerational families in mind and can comfortably sleep up to 15 guests. After a trip to the parks, enjoy a refreshing dip in the private pool and rest those tired feet in the spa (pool heat included in stays after 10 Dec 2025!).

Guest favorite
A private pool deck is enclosed with mesh, providing a clear view of the surrounding greenery. Two comfortable loungers are arranged beside the inviting swimming pool, adorned with orange striped towels. The peaceful outdoor space is well-lit by natural sunlight.
Villa in Davenport
4.87 out of 5 average rating, 120 reviews

Sunny Family Retreat ~ Peaceful Pool ~ Game Room

Unwind in this sunny 4 Bedroom 3 Bath house nestled in a serene family-friendly neighborhood. This prime location allows quick access to nearby restaurants and shops while being just a short drive away from Disney World, Universal, Legoland, and more. The lively pool deck and entertaining game room offer various relaxing and fun amenities. ✔ 4 Comfortable Bedrooms ✔ 3 Large Bathrooms ✔ Fully Equipped Kitchen ✔ Swimming Pool ✔ Game Room ✔ Six TVs w/ Roku ✔ Sun Loungers Learn more below!

Top guest favorite
A private pool area is enclosed by a spacious screen, featuring a clear blue pool with steps leading in. Two white lounge chairs are set beside the pool, offering a relaxing spot under the sun. Lush greenery is visible in the background.
Villa in Kissimmee
4.93 out of 5 average rating, 147 reviews

Beautiful Villa with pool near Orlando attractions

This home with a private pool is just what your family needs for that memorable vacation in Orlando. The privacy fence around the house provides the privacy you deserve to enjoy your private backyard and pool to the max! we focus the design to create the story of a perfect vacation for you, your family, and your friends. Enjoy the game room full of gaming options. Our Home is close to major parks and attractions such as Disney, Universal, Sea World, Gift shop, and Outlets.

Top guest favorite
A recreational game room is presented, featuring an air hockey table and a pool table centered in the space. Two gaming chairs are positioned near flat-screen monitors on the wall. Colorful LED lighting creates an engaging atmosphere in the room.
Villa in Kissimmee
4.96 out of 5 average rating, 147 reviews

Mr. Clean's Cozy Disney Home w/ Luxury Finishes

• Newest house in the #1 resort community in the Disney Area, Windsor Hills • ALL Mattresses & Pillows are encased in waterproof SANITIZED covers. • 2 FUN children themed rooms (Star Wars, & Frozen) • Onsite, driveway parking for 3 vehicles • FREE pool heat + BBQ with ALL rentals • Fully equipped + stocked kitchen; including Keurig machine • Self check-in with digital lock • Super FAST Wi-Fi wireless internet speed at +1,000 Mbps!! • Property is managed directly by owner

Top guest favorite
The image showcases a private outdoor pool with a screened enclosure, surrounded by lush greenery. A cozy children's bedroom features themed bedding with characters from popular movies. A spacious master bedroom is highlighted with a view of the pool through large glass doors. An overhead shot reveals the entire property set within a landscaped community.
Villa in Kissimmee
4.96 out of 5 average rating, 106 reviews

Sunset Villa 4 miles from Disney w/ private pool!

Free pool heat! You and your family will absolutely fall in love with this stunning 4 bedroom 3 bathroom pool home backing onto a beautiful forest for complete privacy. The home is centrally located in the wonderful gated community of Sunset Lakes just a short drive from all of Orlando's world famous attractions! Disney World (4.7 miles), Sea World (13.2 miles), Universal Studios Florida, (18 miles). Not to mention dozens of fabulous restaurants within minutes!

Top guest favorite
A spacious private pool area is showcased, featuring colorful inflatable rafts and lounge chairs. A barbecue grill and outdoor dining set are visible nearby, surrounded by a screened enclosure that enhances the outdoor experience. Sunlight reflects pleasantly on the water's surface.
Villa in Davenport
4.92 out of 5 average rating, 124 reviews

Villa with pool

Fabulous villa with 4 bedrooms, two bathrooms, a game room, BBQ, and private pool. Fully equipped for your convenience! Centrally located. Just minutes from Disney and other amusement parks. 3 minutes from Walmart, Publix, and various restaurants. Come with your family and have an unforgettable vacation!The house also has the enjoyment of an additional area in the area, which has an extra pool, tennis courts, a park for children and a ramp for boats and jet skis.

Guest favorite
A private screened patio features a heated swimming pool and a Jacuzzi surrounded by a spacious deck. Outdoor seating is provided, with a dining table and lounge chairs positioned for relaxation. Sunlight glimmers on the water, creating a serene atmosphere.
Villa in Davenport
4.91 out of 5 average rating, 116 reviews

Gorgeous 3 bed, 2 bath villa w/ pool and jacuzzi

Gorgeous 3 bedroom, 2-bathroom villa set on a 1/4 acre of land, with our own screened, private, heated swimming pool & Jacuzzi, and high speed internet. Situated in a quiet residential community on the sought after Sunridge Woods in Davenport, only 9 miles from Disney. Please note smoking or parties are NOT allowed in house premises. No pool heater available during May through October. **You also MUST be 21 or older to rent this property**

Top guest favorite
Villa in Kissimmee
4.97 out of 5 average rating, 119 reviews

Immaculate 6BR Minutes to Disney & Free Pool Heat

Immaculate and well equipped Stargazer Villas vacation home at Storey Lake Resort! A short drive to Disney & within easy reach of attractions, shopping and dining. This Orlando area vacation home is a guest favorite and has a heated pool (no extra charge) for your family to relax in after a busy day at the parks. Featuring themed Toy Story & Mickey bedrooms, as well as three primary suites, along with Star Wars movie loft & Avatar game room!

Top guest favorite
A vibrant hallway is adorned with deep blue walls, featuring golden stars and a playful Mickey Mouse theme. A picture of Mickey Mouse in a wizard hat is displayed on the wall, complementing the themed decor. A stylish side table is positioned against the wall.
Villa in Four Corners
4.99 out of 5 average rating, 130 reviews

Mickey Fantasia Family Friendly w/accessibility

This home was designed with the idea of imagination in mind. Imagination can take you to places you otherwise could have only dreamt of being in; Walt Disney himself said, "If you can dream it, you can do it". The vibrancy and life that fills this house represents imagination. When you set foot in this house, the real world fades away. Here, life can be a rainbow. People of all abilities are welcome to sing, dance, and have fun here.

Top guest favorite
Villa in Kissimmee
4.98 out of 5 average rating, 105 reviews

Spacious villa w/ pool & hot tub near Disney

Welcome to your family retreat near Disney – where play, rest & togetherness come easy: - Sleeps 14 | 5 bedrooms | 8 beds | 5 baths - Private pool & hot tub (heated, open year-round) - Harry Potter-themed game room w/ arcade & foosball - Access to Storey Lake resort pools, lazy river & gym - Fully equipped kitchen & outdoor BBQ - Family-ready w/ crib, high chair & playroom

Guest favorite
Villa in Kissimmee
4.97 out of 5 average rating, 116 reviews

Close2parks! 9B/Lakeview/Vgames/*Pool heat Promo

Sleeps 20! This luxury 9-bedroom villa in Storey Lake is just 4 miles from Disney, close to the parks without the traffic. Enjoy smart-home features, upgraded hot water, and Sleep Number beds with luxury linens. Designed for fun, comfort, and relaxation, Houz of Bluz is your ultimate “Resort within a Resort” for unforgettable family and group vacations.

Popular amenities for villa rentals near Old Town Kissimmee

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