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Here is a quick list of Vacation Rentals in Kissimmee, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Villas At Seven Dwarfs - Close To Disney |
7.8 / 10 (414 Reviews) |
From 108$ | |
| Welcome To Villa Azul, Your Home Away From Home! |
8.6 / 10 (45 Reviews) |
From 176$ | |
| Wonderful Villas 18 Minutes Away From Disney! |
8.5 / 10 (94 Reviews) |
From 134$ | |
| Family Friendly Disney Villa |
9.7 / 10 (24 Reviews) |
From 231$ | |
| Gorgeous 5Bd With Pool At Champions Gate 1125 |
9.6 / 10 (20 Reviews) |
From 238$ |
### Why Choose Vacation Rentals When Traveling to Kissimmee in the United States
When planning a getaway to Kissimmee, Florida, the heart of family-friendly adventure and fun, travelers often face a critical decision: where to stay. While hotels have long been the traditional choice for lodging, more vacationers are discovering the myriad advantages of opting for vacation rentals. From spacious accommodations to the comforts of home, vacation rentals present a compelling case for those looking to make the most out of their Kissimmee experience.
One of the standout benefits of choosing a vacation rental is the sheer space and flexibility it provides. Unlike standard hotel rooms, vacation rentals come in all shapes and sizes, from cozy cottages to sprawling villas, accommodating families and groups with ease. This extra room is invaluable for those traveling with children or extended family, allowing everyone to unwind together without being confined to cramped quarters. Kitchens enable you to prepare meals and snacks on your schedule, enhancing convenience and saving money on dining out.
In addition to comfort, vacation rentals often offer a more authentic experience of local life. Many properties are nestled in residential neighborhoods, giving visitors a chance to experience Kissimmee from a local’s perspective. You can wake up each morning in a home that reflects the charm of the area, rather than a cookie-cutter hotel environment. This neighborhood feel extends to nearby amenities, such as farmers' markets and local shops, allowing travelers to immerse themselves in the vibrant culture and community of Kissimmee.
Finally, vacation rentals frequently come packed with unique perks that hotels may not provide. Many rentals feature amenities like private pools, game rooms, and outdoor spaces that enhance your stay. Whether you're looking to relax after a day at the theme parks or enjoy a leisurely breakfast on the patio, these bonuses make vacation rentals an attractive option. With all these advantages, choosing a vacation rental for your Kissimmee adventure opens the door to a more personalized and enjoyable travel experience.
Kissimmee Luxury Vacation Rentals
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Villas At Seven Dwarfs - Close To Disney
From 108$
Villas At Seven Dwarfs - Close To Disney Kissimmee is located nearly a 25-minute walk from the Dare 2 Escape|the Dare 2 Escape escape room, giving access to various tourist spots nearby. The property offers guests a relaxing experience with a Jacuzzi.
This Kissimmee villa is within 35 km of Orlando International airport and 2.6 km from such cultural points of interest as the Osceola County Welcome Center and History Museum. Also, Villas At Seven Dwarfs - Close To Disney is approximately 10 minutes by car from the outlet mall "Lake Buena Vista Factory Stores" and approximately 15 minutes by car from Old Town Shopping Mall. The Kissimmee property is 3.3 km from family-friendly places such as Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks. Thanks to West Irlo Bronson Memorial Highway and Interior Street bus stop, located a few moments from the villa, guests can easily explore Kissimmee.
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Welcome To Villa Azul, Your Home Away From Home!
From 176$
Nestled in the West Kissimmee district of Kissimmee, the 3-bedroom Welcome To Villa Azul, Your Home Away From Home! Kissimmee is approximately a 25-minute walk from The Legends Golf Course and offers a hot tub.
Guests will find Mystic Dunes Golf Course 4.1 km from this villa, and the Pandora is 4.2 km away. Located within a few blocks of the 3-bathroom villa, West Irlo Bronson Memorial Highway and Secret Lake Drive bus station provides transportation alternatives in the vicinity.
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Wonderful Villas 18 Minutes Away From Disney!
From 134$
Situated about 10 minutes' drive from Mystic Dunes Golf Club, Wonderful Villas 18 Minutes Away From Disney! Kissimmee provides access to numerous tourist attractions in the area. This Kissimmee villa offers guests a relaxing experience with a Jacuzzi.
Highlands Reserve Boulevard is nestled 3.4 km from the accommodation, and Orlando Tree Trek Adventure Park|the Orlando Tree Trek Adventure Park is 4.6 km away. The nearest airport is Orlando International airport, located 50 km from Wonderful Villas 18 Minutes Away From Disney!, and Kissimmee train station is approximately a 50-minute drive away.
Cheap Kissimmee Vacation Rentals
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Family Friendly Disney Villa
From 231$
During the stay at the 3-bedroom Family Friendly Disney Villa Kissimmee, guests can indulge in tennis, bike riding, and pool or visit Disney's Blizzard Beach Water Park, located 4.9 km away. Offering free private parking as well as Wi-Fi, this villa is situated in the West Kissimmee district.
Orlando Tree Trek Adventure Amusement Park Zip Line is within a 10-minute drive of the accommodation, while the Emerald Island Boulevard is approximately 15 minutes away by car. Family Friendly Disney Villa is 30 km from Kissimmee train station, which makes tourist attractions in Kissimmee easily accessible.
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Gorgeous 5Bd With Pool At Champions Gate 1125
From 238$
Located 4.5 km from Tuscan Hills Boulevard, the 5-bedroom Gorgeous 5Bd With Pool At Champions Gate 1125 Villa Kissimmee features a private pool, a sauna, ensuring a relaxing stay. Featuring access to a patio, this accommodation is located within 10 minutes' drive of Highlands Reserve Boulevard.
The villa is situated 3.3 km from Highlands Reserve GC. Orlando International airport is a 44-minute ride away, while Kissimmee train stop is about a 50-minute drive from Gorgeous 5Bd With Pool At Champions Gate 1125 Villa.
Hotels in Kissimmee
| Best mid-range Hotel 🌴 | Villas At Seven Dwarfs - Close To Disney |
| Hotel with balcony 🌤️ | Welcome To Villa Azul, Your Home Away From Home! |
| Top Hotel for couples 💑 | Wonderful Villas 18 Minutes Away From Disney! |
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Florida Villa
From 168$
Located around a 15-minute walk from Lake Davenport, Florida Villa Kissimmee invites guests to unwind in a private swimming pool with a patio. Situated in the West Kissimmee district, this 2-bedroom villa features a patio overlooking the pool.
The Paradise Palms Boulevard|the Paradise Palms Resort can be found 2.3 km from the villa and the Rum Run is 2.4 km away. Florida Villa is 10 minutes' drive from Highlands Reserve Boulevard. Orlando International airport is 50 km from this Kissimmee property, and Town Center Bv bus stop is about 900 metres away.
Pet Friendly Vacation Rentals Kissimmee Florida
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Fabulous Villas 5 Minutes Away From Disney!
From 256$
Fabulous Villas 5 Minutes Away From Disney! Kissimmee, located within 20 minutes' walk of Capone's Dinner and Show, invites guests to relax in a Jacuzzi. Featuring a terrace, this Kissimmee villa is situated within reach of the adventure-themed Congo River Golf.
The accommodation is 4.5 km from the Old Town. Kissimmee railway station is about a 20-minute ride away, while Orlando International airport is 30 km from Fabulous Villas 5 Minutes Away From Disney!.
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Lake Berkley Family Resort: Quiet Getaway with Pool Near Disney
From 171$
The 3-bedroom Lake Berkley Family Resort: Quiet Getaway with Pool Near Disney Kissimmee villa is located about 3 km from Medieval Times Dinner & Tournament and provides hiking, mini golf, and ping-pong for active guests.
Kissimmee train station is 10 minutes by car from the villa, and Kissimmee Sports Arena and Rodeo is approximately 10 minutes away by car. This accommodation is a 32-minute drive from Orlando International airport and 3.3 km from Fun 'n Wheels Family Fun Park|the Fun 'n Wheels Family Fun Parks.
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Family Villa With Private Pool Near Disney Parks
From 175$
During the stay at Family Villa With Private Pool Near Disney Parks Kissimmee, guests can indulge in fishing or visit the Rum Run, located 25 minutes' walk away.
The Emerald Island Boulevard can be found 4.2 km from this 2-bedroom villa and Highgate Park Boulevard is 2.8 km away. The villa is 70 minutes' drive from Kissimmee train station, which makes tourist attractions in Kissimmee easily accessible.
Kissimmee Vacation Rentals Oceanfront
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4 Bedroom Sunhaven Townhouse With Pool Near Disney
From 227$
During the stay at the 3-bedroom 4 Bedroom Sunhaven Townhouse With Pool Near Disney Kissimmee villa, guests can indulge in mini golf and fishing or visit the air mall "Lake Buena Vista Factory Stores", located nearly 25 minutes' walk away. Featuring a Jacuzzi, the property is 2.7 km from the Old Town.
This Kissimmee villa is situated not far from Fantasy Surf, while West Irlo Bronson Memorial Highway and North Poinciana Boulevard bus station is 800 metres away. 4 Bedroom Sunhaven Townhouse With Pool Near Disney villa offers access to Kissimmee railway station, 14 km away.
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Tranquility Hut, Spacious 4-Bedrooms, 4-Bathrooms, Pools, Free Parking
From 257$
Situated 25 minutes' walk from Capone's Dinner and Show, Tranquility Hut, Spacious 4-Bedrooms, 4-Bathrooms, Pools, Free Parking Kissimmee invites guests to relax at a terrace. The 4-bedroom villa offers a private pool as well as a hot tub to unwind after a busy day.
The mile-long Kissimmee Go-Karts is located within a few blocks of the 4-bathroom villa, and West Irlo Bronson Memorial Highway and Interior Street bus station is 1 km away. Tranquility Hut, Spacious 4-Bedrooms, 4-Bathrooms, Pools, Free Parking is a 10-minute drive from Medieval Times Dinner & Tournament. Guests can easily reach Kissimmee train stop, which is 9 km away.
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Luxury Villa Inside Storey Lake, Kissimmee - No Extra Fees
From 422$
Luxury Villa Inside Storey Lake, Kissimmee - No Extra Fees is located 4.9 km from the World of Disney and provides pool for active guests. Offering a hot tub, this family-friendly property is approximately 10 minutes' drive from Medieval Times Dinner & Tournament.
The villa is situated within a few blocks of the themed Give Kids The World Village Resort, while West Irlo Bronson Memorial Highway and Lawton Drive bus station is merely 0.8 km away. The 6-bedroom Luxury Villa Inside Storey Lake, Kissimmee - No Extra Fees offers access to Kissimmee railway station, around 20 minutes' drive away.
Kissimmee Vacation Rentals with Private Pool
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Cheerful 4Bed 3Bath With Pool Home Near Disney
From 134$
Situated in the West Kissimmee district of Kissimmee, around 7 km from the Avatar Flight of Passage, the 3-bedroom Cheerful 4Bed 3Bath With Pool Home Near Disney Kissimmee comes with an indoor pool for guests to unwind. The villa offers guests a relaxing experience with an indoor pool.
This 3-bathroom villa is approximately 15 minutes by car from the 145-foot Tree of Life Sculpture, and the Emerald Island Boulevard is approximately 10 minutes' drive away. Cheerful 4Bed 3Bath With Pool Home Near Disney is also 50 km from Orlando International airport.
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4814 Lullaby Lane
From 159$
Featuring a private swimming pool for guests' relaxation, the 3-bedroom 4814 Lullaby Lane Villa Kissimmee is located nearly a 10-minute ride from Hawks Landing Golf Club.
The mile-long Kissimmee Go-Karts can be found 2.2 km from the accommodation, and the adventure-themed Congo River Golf is 2.6 km away. The Kissimmee villa is also not far from West Irlo Bronson Memorial Highway and Lawton Drive bus station.
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Perfect Vacation Gated Resort With Private Pool
From 139$
Located approximately 7 km from the Falcon's Fire Golf Course, the 3-bedroom Perfect Vacation Gated Resort With Private Pool Kissimmee villa boasts an indoor pool with an indoor pool. Featuring a terrace, this property is situated within 10 minutes' drive of Kissimmee Golf Club.
The Kissimmee villa is 2.4 km from the nonprofit Give Kids The World Village Resort. Perfect Vacation Gated Resort With Private Pool villa offers access to Kissimmee railway station, around 10 minutes' drive away.
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Gorgeous Fully Furnished 2-Bedroom Luxury Villa
From 173$
Located 4.5 km from Crystalbrook Golf Course, the 2-bedroom Gorgeous Fully Furnished 2-Bedroom Luxury Villa Kissimmee includes a quiet garden with a patio area for a more entertaining stay. Featuring a patio, this property is situated approximately 10 minutes' drive from Remington Golf Club.
The villa is within a 7-km distance of the Silver Spur Rodeo. Gorgeous Fully Furnished 2-Bedroom Luxury Villa is also 25 km from Orlando International airport.
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Marvel Luxury Villa, 6Bed 5Bath With Private Pool
From 220$
During the stay at the 5-bedroom Marvel Luxury Villa, 6Bed 5Bath With Private Pool Kissimmee, guests can indulge in a Jacuzzi or visit Tuscan Hills Boulevard, located 4.5 km away. This villa includes complimentary private parking and a patio with views of the lake.
The 5-bathroom villa is approximately 10 minutes by car from Highlands Reserve Boulevard, while Highlands Reserve GC is nearly 15 minutes away by car. Marvel Luxury Villa, 6Bed 5Bath With Private Pool is situated about 30 km from Kissimmee train station, providing transportation options in the area.