Villa holiday rentals in Kissimmee

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Top-rated villa rentals in Kissimmee

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Top Guest favourite
The villa features a distinct architectural style with a terracotta roof and a landscaped front yard. Lush palm trees are positioned around the entrance, while a spacious driveway leads to a three-car garage, all set against a tranquil evening sky.
Villa in Kissimmee
5 out of 5 average rating, 123 reviews

Villa Sol Quite Family Pool/Hot tub Home

Close to all major attractions, and airport sits this private villa. It has a little something for all ages! Your family can play in the pool or relax in the hot tub. Enjoy fun game nights with a cabinet full of games, or play a game of basketball, pickleball, or tennis right outside our pool. Fun on the playground or enjoy the clubhouse gym. All of your needs for the beach trips or the ball games. All of your baby's needs are covered as well. Ask about Stroller and cart rentals. We have it all

Superhost
A spacious living area features a modern sectional sofa, complemented by a circular coffee table and decorative plant. Bright natural light enters through window slats, enhancing the contemporary aesthetic, while the kitchen area is visible in the background with sleek cabinetry and appliances.
Villa in Kissimmee
4.87 out of 5 average rating, 104 reviews

Charming 4 Bdr~ Villa near Disney

We offer a Luxurious Villa with the things you need to enjoy your stay in the most wonderful experience possible. 4 bedrooms, 3 bathrooms,dedicated game room and private pool you will be able to enjoy all day fun while still having space to relax after a long day at Disney World. Brand new Villa extremely comfortable and well-equipped for up to 8 people, free parking,free wifi and more make it a great choice for families or groups of friends. Have fun with the whole family at this stylish place.

Guest favourite
A private pool is framed by a screened enclosure, featuring a gentle waterfall and bordered by comfortable lounge chairs. The serene lake view is visible beyond the pool, complemented by lush greenery lining the shore.
Villa in Kissimmee
4.86 out of 5 average rating, 198 reviews

Near Disney Gated LakeView Pvt Heated Pool

FREE CLEANING FEE FOR BOOKING 2 WKS OR MORE! LOWEST CLEANING FEE! Military dscnts. New Pool Heatr, Dolby ATMOS, wall mnt 65" LED TV w/ Airplay. Remote office setup. Sunset Lakes a secure gated comnty ~12 min from Disney & other parks. Villa offers Lake View pvt pool, gorgeous sunset, Playroom, Fishing dock. Fully furnished & sparkling clean w/ 5 beds - 1 King, 2 Queens, 2 Twin beds w/ 3 baths, kitchen & laundry. Come & enjoy your next trip to Disney & leave everything to a fantastic experience!

Top Guest favourite
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, 430 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 favourite
An entertainment area is visible with a pool table positioned under a modern light fixture. Nearby, a cozy seating arrangement surrounds a circular table, while large windows offer natural light. A vibrant themed room is accented with bunk beds, sporty decor, and a bold area rug.
Villa in Championsgate Village
4.96 out of 5 average rating, 157 reviews

Luxury Fun Stay w/Pool/Spa/WaterPark

This stunning 5BR pool home is in the sought-after Champions Gate resort. Just 12 miles to Disney and 19 miles to Universal Studios, it's a short 9-min walk to the clubhouse, offering free access to the lazy river, fitness center, water park, movie theater, and more. With exceptional facilities, the villa comfortably accommodates up to 14 guests, making it perfect for family fun and gatherings. Enjoy a relaxing retreat near top restaurants, attractions, landmarks, and the famous Disney World!

Top Guest favourite
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, 121 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!).

Top Guest favourite
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, 151 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 favourite
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, 149 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

Guest favourite
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
4.92 out of 5 average rating, 121 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**

Guest favourite
A modern coastal farmhouse is pictured, featuring a light-colored exterior with a covered porch. Lush green lawns surround the home, and a spacious driveway provides access to a two-car garage. Trees in the background add a natural touch to the setting.
Villa in Davenport
4.92 out of 5 average rating, 118 reviews

Modern Coastal Farm House/Pool+Jacuzzi/near Disney

Welcome to Florida!!! Have fun with the whole family at this stylish place, equipped with everything you need for your staying. Our gorgeous modern coastal farm house is sitting in one of the most desirable communities for those wishing to vacation around the Disney and Kissimmee/Orlando areas. Drive time to Disney is 10 to 15 minutes and the community is also nearby Hwy 192 with a variety of shopping, dining, and entertainment.

Top Guest favourite
Villa in Davenport
4.99 out of 5 average rating, 102 reviews

Amazing Villa near DisneyWorld FREE heated-pool

Have fun with the whole family at this stylish place. Our home has everything you will need for you and your guest to have a great experience. This home is a short drive from Walt Disney World and Orlando Attractions!! Don’t wait book with us now and give you and your family the vacation you all deserve. We can’t wait to welcome you . BBQ ( free to use ) Heated pool (free) Dogs friendly! Extra fee $120 per stay

Guest favourite
An enclosed patio area surrounds a swimming pool, featuring several lounge chairs spaced evenly around the deck. Lush greenery is visible beyond the screen enclosure, offering a view of the tranquil outdoor setting.
Villa in Kissimmee
4.75 out of 5 average rating, 119 reviews

Disney area 4-bedrooms spacious villa for rent

Our villa offers a pleasant and relaxing place for families at an affordable price. Rent a private villa with a gorgeous swimming pool in a family-oriented residential neighbourhood. It has an excellent conservation view and outdoor space with a small pond. This home is in Eagle Point, Poinciana Blvd. in Kissimmee, near the Walt Disney World Resort.

Popular amenities for Kissimmee villa rentals

When is the best time to visit Kissimmee?

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Avg. price$330 AUD$354 AUD$341 AUD$335 AUD$296 AUD$341 AUD$364 AUD$298 AUD$274 AUD$289 AUD$330 AUD$379 AUD
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Quick stats about villa rentals in Kissimmee

  • Total holiday rentals

    Explore 760 holiday rentals in Kissimmee

  • Nightly prices starting at

    Kissimmee holiday rentals start at $44 AUD per night before taxes and fees

  • Verified guest reviews

    Over 21,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    750 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 90 rentals that welcome pets

  • Holiday rentals with a pool

    710 properties feature pools

  • Rentals with dedicated workspaces

    490 properties have a dedicated workspace

  • Wi-Fi availability

    760 of Kissimmee holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Kissimmee rentals

  • 4.6 Average rating

    Kissimmee stays receive an average rating of 4.6 out of 5 from guests

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