Find and Book Top Vacation rentals in Kissimmee

Search among 56 available vacation rentals in Kissimmee from 50+ providers

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22 Guests, 1 Room
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9.0
Perfect13 reviews
9 adults
4 bedrooms
4 beds
MapView on map6.3 mi from City Center500 yd from Orange World
From   US$ 144 /nightSelect
7.6
Very good2 reviews
6 adults
2 bedrooms
3 beds
MapView on map15.6 mi from City Center
From   US$ 197 /nightSelect
4.0 mi from City Center1.2 mi from Capone's Dinner and Show
From   US$ 941 /nightSelect
3.7 mi from City Center400 yd from Medieval Times
From   US$ 178 /nightSelect
12.6 mi from City Center
From   US$ 153 /nightSelect
5.2 mi from City Center1.1 mi from Capone's Dinner and Show
From   US$ 229 /nightSelect
3.6 mi from City Center1000 yd from Kissimmee Value Outlet Shops
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11.6 mi from City Center
From   US$ 103 /nightSelect
8.8
Great15 reviews
15.7 mi from City Center
From   US$ 130 /nightSelect
15.0 mi from City Center
From   US$ 225 /nightSelect
4.2 mi from City Center600 yd from Capone's Dinner and Show
From   US$ 185 /nightSelect
9.2
Perfect4 reviews
4.9 mi from City Center1600 yd from Kissimmee Go-Karts
From   US$ 95 /nightSelect
12.6 mi from City Center
From   US$ 94 /nightSelect
3.1 mi from City Center1.1 mi from Osceola County Stadium
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5.0
Guest rating1 review
4.0 mi from City Center
From   US$ 297 /nightSelect
5.2 mi from City Center1700 yd from Capone's Dinner and Show
From   US$ 204 /nightSelect
5.0 mi from City Center1700 yd from Capone's Dinner and Show
From   US$ 389 /nightSelect
3.3 mi from City Center700 yd from Medieval Times
From   US$ 358 /nightSelect
5.4 mi from City Center1.2 mi from Capone's Dinner and Show
From   US$ 248 /nightSelect
5.1 mi from City Center1400 yd from Capone's Dinner and Show
From   US$ 178 /nightSelect

Best vacation rentals in Kissimmee

Why visit?

Kissimmee, Florida, is a charming town known for its proximity to world-famous attractions such as Walt Disney World Resort, Universal Studios, and SeaWorld Orlando. Visitors can explore the vibrant Old Town area with its classic car shows and unique shops, or take a leisurely stroll around Lakefront Park. The town also offers access to natural wonders like the Everglades and the beautiful beaches of the Gulf Coast, making it an ideal destination for both families and solo travelers.

Why is choosing vacation rentals in Kissimmee better than staying in a hotel?

Space and Privacy: Vacation rentals offer more space and privacy compared to hotel rooms, ideal for families and groups.

Cost-Effective: Rentals can be more cost-effective, especially for extended stays, as they often include fully equipped kitchens and amenities.

Home-Like Atmosphere: Vacation rentals provide a home-like atmosphere, making it easier to relax and unwind after a day of exploring.

Location Variety: Kissimmees vacation rentals are available in diverse neighborhoods, allowing visitors to choose the best location for their needs.

Local Experience: Renting a vacation home immerses visitors in the local community, offering an authentic experience of Kissimmee living.

Vacation rentals in Kissimmee

Apartments:

Lucaya Village Resort: A gated community with 3-bedroom apartments, close to Disney World and featuring amenities like a clubhouse and pool.

Coral Cay Resort: Offers spacious 2-bedroom apartments with a private patio and access to a fitness center and game room.

Windsor at Westside: Luxurious 4-bedroom apartments with a modern design, pool access, and proximity to attractions and dining options.

House:

Paradise Palms: A 5-bedroom house with a private pool, game room, and access to clubhouse amenities in a gated resort community.

Storey Lake Resort: Modern 4-bedroom house with a private splash pool and access to resort amenities, close to Disney and shopping areas.

Bella Vida Resort: A 6-bedroom house with a private pool, spa, and game room, located in a secure gated community near attractions and restaurants.

Townhouse:

Regal Oaks: 3-bedroom townhouses with private hot tubs and access to on-site amenities, just minutes away from Disney World.

Encantada Resort: Offers 4-bedroom townhouses with a private plunge pool, clubhouse access, and a tranquil setting near attractions and entertainment.

Luxury rentals:

Reunion Resort: Luxurious 5-bedroom rentals with private pools, golf course views, and access to exclusive resort amenities.

Solterra Resort: Elegant 6-bedroom rentals featuring spacious layouts, game rooms, and lavish outdoor living spaces with a private pool and spa.

Homes with a pool:

ChampionsGate: Stunning 7-bedroom homes with private pools, game rooms, and access to a water park and golf courses.

Emerald Island Resort: Offers 5 to 7-bedroom homes with private pools, spa tubs, and access to resort-style amenities and conservation views.

Waterfront/Near beachfront:

Margaritaville Resort: Stylish cottages with access to a beach, dining, and relaxation amenities in a vibrant resort community.

Bahama Bay Resort: Waterfront condos and townhouses near the beachfront, featuring scenic views, pools, and easy access to area attractions.

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