Holiday rentals in Kissimmee

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Top-rated holiday rentals in Kissimmee

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

Guest favourite
Guest suite in Kissimmee
Newly renovated near Disney and Universal Orlando
Entire suite , new ultra comfortable king size bed, free wifi, 64"TV with Netflix and Amazon Prime. Private bath, Living room and kitchen, shared laundry room, free parking 13 miles or 21 minutes from Disney World, Disney Springs shops and restaurants and Orlando Premium Outlets 16.6 miles or 23 minutes from Universal Orlando. 12.6 miles or 22 minutes from Aquatica and SeaWorld Orlando 11.6 miles or 22 minutes from Orlando International Airport 15 miles or 25 minutes from the Convention Center
8–15 Jan
₹5,434 per night
4.94 out of 5 average rating, 117 reviews
Guest favourite
Apartment in Kissimmee
One in a Minion condo your kids will love +450Mbps
Enjoy of sophisticated and modern accommodations on your next visit to Orlando. This One in a Minion themed two bedroom condo boasts 1082 SQ FT of living space and it's fully equipped for 6 guests. Conveniently located on the ground floor and a short stroll to the clubhouse, swimming pool and dueling water slides. It features a state of the art intelligent lock (accessible with your unique code), High-speed WIFI Internet +450Mbps, cable TV, telephone line, linens & towels and washer/dryer.
17–24 Sep
₹9,342 per night
4.84 out of 5 average rating, 137 reviews
Guest favourite
Apartment in Kissimmee
Modern Storey Lake Resort Disney Orlando 3150-303
Minutes from Disney, stylish & modern 2bed/2bath fully equipped apartment for up to 6 guests, located in the family friendly Storey Lake Resort. Enjoy our pool view from the balcony. Master suite has a King bed & 65" TV. Second bedroom has a Queen bed & a Twin bunk bed. The open floor plan blends Kitchen, Dining and Living room. Close to outlet malls & retail stores. Great amenities: Pools, Kids Splash Zone, Water Slides, Lazy River, Gym, Mini Golf, Kayak, Tiki Bar & Ice Cream Shop.
14–21 May
₹9,739 per night
4.91 out of 5 average rating, 139 reviews

Popular amenities for Kissimmee holiday rentals

Stay near Kissimmee's top sights

Medieval Times Dinner & Tournament346 locals recommend
Silver Spurs Arena9 locals recommend
FantasyWorld Resort7 locals recommend
Give Kids The World Village7 locals recommend
Osceola Heritage Park12 locals recommend
Walmart Supercenter44 locals recommend

Other great holiday rentals in Kissimmee

Guest favourite
Home in Kissimmee
3 bedroom Villa in Kissimmee
4–11 Feb
₹8,570 per night
4.84 out of 5 average rating, 202 reviews
Guest favourite
Flat in Kissimmee
Spacious Apartment near Disney
29 Sep – 6 Oct
₹9,270 per night
4.81 out of 5 average rating, 108 reviews
Guest favourite
Guest suite in Kissimmee
Little Blue House with private entrance & parking
27 Sep – 4 Oct
₹5,817 per night
4.98 out of 5 average rating, 151 reviews
Superhost
Apartment in Kissimmee
Beautiful Resort-Style Condo with Waterpark!
18–25 Aug
₹10,443 per night
4.85 out of 5 average rating, 151 reviews
Guest favourite
Townhouse in Kissimmee
Beautiful Townhouse Near Disney! Private Hot Tub!
21–28 Aug
₹9,729 per night
4.89 out of 5 average rating, 141 reviews
Guest favourite
Townhouse in Kissimmee
☀️THE☀️SUNSHINE☀️HOUSE☀️(3BD/2BA/3SmartTVs)☀️
6–12 Oct
₹6,548 per night
4.91 out of 5 average rating, 130 reviews
Guest favourite
Cottage in Kissimmee
2/2 Condo with Private Patio:Disney, Pet Friendly
9–16 Jan
₹10,124 per night
4.98 out of 5 average rating, 132 reviews
Guest favourite
Guest suite in Kissimmee
#Awesome Disney Studio Suite in resort setting!
12–19 Aug
₹5,861 per night
4.83 out of 5 average rating, 260 reviews
Guest favourite
Cottage in Kissimmee
Entire Cottage close to Disney, Universal, Airport
19–26 Oct
₹6,400 per night
4.94 out of 5 average rating, 362 reviews
Guest favourite
Guest suite in Orlando
Location, Location, Location near all attractions
4–11 Jan
₹10,551 per night
4.99 out of 5 average rating, 234 reviews
Guest favourite
Guest suite in Kissimmee
Private 2 bedroom w/bathrm in portion of POOL home
9–16 Nov
₹5,067 per night
4.83 out of 5 average rating, 492 reviews
Guest favourite
Cottage in Kissimmee
Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
27 May – 3 Jun
₹13,272 per night
4.99 out of 5 average rating, 132 reviews

Quick stats about holiday rentals in Kissimmee

Total rentals

7.6T properties

Rentals with dedicated workspaces

3.9T properties have a dedicated workspace

Rentals with a pool

6.8T properties have a pool

Pet-friendly rentals

1.1T properties allow pets

Family-friendly rentals

6.6T properties are a good fit for families

Total number of reviews

2L reviews

Destinations to explore

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