Some info has been automatically translated. Show original language

Holiday 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.

Guest favourite
Apartment in Kissimmee
Minutes To Disney World - Sparkling Clean Condo
Super clean newly renovated condo in Kissimmee, FL 🚗 15 minute drive to Walt Disney World 🚗 25 minute trip to Universal Studios 👮‍♀️Gated community with 24/7 security on site. 👨‍🍳 Full kitchen with everything you need 🧺 Washer/dryer in unit 💻 Fast wi-fi and smart tv's with access to netflix/hulu and cable. 🏊‍♂️ Zero entry heated swimming pool 💪🏼 Full Gym, basketball, tennis courts and walking trails. 🥇Airbnb Superhost We would love to have you stay! Book this Orlando condo Today!
2–9 DecIndividual Host,
€ 128 per night
4.91 out of 5 average rating, 203 reviews
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
4–11 JanIndividual Host,
€ 83 per night
4.94 out of 5 average rating, 117 reviews
Guest favourite
Home in Kissimmee
Upscale Contemporary Waterfront 3/2 Heated Pool
Right on water, private freestanding house,screened in pool,close to all attractions, airport.This house is one of a kind,contemporary renovated in European style,full of palm trees,quiet neighborhood,new AC and appliances. Spectacular fireworks:New Year,4th of July over the lake.Enjoy beautiful sunsets every evening at the pool area and listen to your favorite music with Alexa echo dot!Self check in process.Best location!We are close to Disney, Universal,Cocoa beach.Heated pool extra $25/day.
26 Jun – 3 JulIndividual Host,
€ 299 per night
4.97 out of 5 average rating, 259 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

Superhost
Home in Kissimmee
3 bedroom Orlando Florida pool home
7–14 NovProfessional Host,
€ 133 per night
4.78 out of 5 average rating, 253 reviews
Guest favourite
Guest suite in Orlando
Location, Location, Location near all attractions
7–14 Sep
€ 162 per night
4.99 out of 5 average rating, 238 reviews
Guest favourite
Tiny home in Kissimmee
Blue Bungalow Tiny House near all Attractions!!
18–25 NovProfessional Host,
€ 110 per night
4.95 out of 5 average rating, 323 reviews
Guest favourite
Townhouse in Kissimmee
Resort-style home close to Disney with jacuzzi
26 Jan – 2 FebProfessional Host,
€ 174 per night
4.97 out of 5 average rating, 170 reviews
Guest favourite
Guest house in Kissimmee
Cozy 1BR apt-Pool/Tennis/Gym/Near attractions
21–28 Feb
€ 113 per night
4.89 out of 5 average rating, 84 reviews
Guest favourite
Tiny home in Kissimmee
Luxury Tiny Cottage. Only 5 miles from Disney!
29 Aug – 5 SepIndividual Host,
€ 112 per night
4.98 out of 5 average rating, 40 reviews
Guest favourite
Flat in Kissimmee
It's too much like a elegant mini-hotel (6)
7–12 JulIndividual Host,
€ 60 per night
5.0 out of 5 average rating, 19 reviews
Guest favourite
Apartment in Kissimmee
Fabulous location in the world of Disney
12–19 OctProfessional Host,
€ 115 per night
4.93 out of 5 average rating, 14 reviews
Superhost
Guest suite in Orlando
Beautiful Suite, with independent entrance parking
6–13 Feb
€ 71 per night
4.81 out of 5 average rating, 27 reviews
Guest favourite
Place to stay in Kissimmee
Temple+A/C Glamping+Hot Tub, near MCO/PARKS
14–21 May
€ 199 per night
4.94 out of 5 average rating, 89 reviews
Guest favourite
Guest house in Orlando
Guesthouse hosted by Yadier
23–30 May
€ 127 per night
5.0 out of 5 average rating, 44 reviews
Guest favourite
Home in Kissimmee
Tranquil Private Villa * Minutes From Disney
24–31 Aug
€ 132 per night
4.89 out of 5 average rating, 27 reviews

Quick stats about holiday rentals in Kissimmee

Total rentals

7.6K properties

Rentals with dedicated workspaces

3.9K properties have a dedicated workspace

Rentals with a pool

6.8K properties have a pool

Pet-friendly rentals

1.1K properties allow pets

Family-friendly rentals

6.6K properties are a good fit for families

Total number of reviews

197K reviews

Destinations to explore

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