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Vacation rentals in Kissimmee

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Kissimmee

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

Superhost
Hotel room in Orlando
PentHouse Suite with 2X View
Located at the gates of Walt Disney World, this Awesome PentHouse Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Amazing Restaurants, Shopping and many more. Best of all wonderful views with 2 Large Balcony's, 1 for Sunrise @ East Side and 1 for Sunset @ West side overlooking Disney World with amazing fireworks every night, Enjoy! **Security camera for safety @ Entry door only!
Superhost
Condo in Kissimmee
54A DISNEY-STAR ISLAND-1 BR SLP 4-TENNIS/POOLS/SPA
An Orlando Adventure with All the Extras. Parking & resort fees included. Star Island, a 5 star resort located Just 10 minutes from Walt Disney World® in popular Kissimmee. It offers so many fun on-site amenities & activities, it actually rivals the magic of Orlando itself. Enjoy the resort at a fraction of the parks. amenities : 2 pools, SPA's, Fitness center, Golf-Driving range, Tennis and Basketball Courts, Pickle Ball courts, Volleyball courts, Water sports, Pool Bar, Ping Pong, Game Room
Superhost
Guest suite in Kissimmee
Fully independent guest suite
Relax in this quiet, sleek space. Located in Kissemee, it is a cozy and comfortable space for spend a few unforgettable days of vacation. Our private space has a spacious bedroom and it has a bed in the, bathroom,kitchen and a large patio where you can share with your friends and loved ones. Guests have free access. This is also close to major Disney parks and other Orlando attractions.

Stay near Kissimmee's top sights

Medieval Times Dinner & Tournament347 locals recommend
Walmart Supercenter44 locals recommend
Silver Spurs Arena9 locals recommend
FantasyWorld Resort7 locals recommend
Give Kids The World Village7 locals recommend
Osceola Heritage Park12 locals recommend

Other great holiday rentals in Kissimmee

Superhost
Loft in Orlando
Contemporary Loft Near Downtown
Superhost
Apartment in Orlando
Calena Romantic, Contemporary Studio W/Terrace ❤️❤️
Superhost
Tiny home in Kissimmee
Small Cottage - clean, cozy and safe
Superhost
Apartment in Orlando
LUXURY RESORT STUDIO NEAR UNIVERSAL - Contactless
Superhost
Townhouse in Davenport
No Airbnb Fees! Private Pool in Resort /Clubhouse!
Superhost
Guest suite in Kissimmee
Luxury Studio Near Parks // Perfect Location
Superhost
Condo in Orlando
Last minute discount - Studio close to Universal
Superhost
Townhouse in Kissimmee
Modern & Cozy Townhome at Storey Lake
Superhost
Apartment in Davenport
Modern Resort 1BDApt near Disney
Superhost
Apartment in Kissimmee
Boho Style Studio Apartment
Superhost
Condo in Orlando
Wyndham Bonnet Creek ツ 1 Bedroom Deluxe!
Superhost
Condo in Kissimmee
A1 POOL VIEW-By Disney/Universal/Balcony view

Quick stats about holiday rentals in Kissimmee

Total rentals

7.2K properties

Rentals with dedicated workspaces

3.6K properties have a dedicated workspace

Rentals with a pool

6.4K properties have a pool

Pet-friendly rentals

1K properties allow pets

Family-friendly rentals

6.2K properties are a good fit for families

Total number of reviews

187K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Osceola County
  5. Kissimmee