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

Cottage in Kissimmee

4.98 out of 5 average rating, 134 reviews

Runaway Beach Club Private Patio:Disney, Universal

Welcome to our 2/2 PET FRIENDLY villa just 8 minutes to Disney! Nearby you will find Lake Buena Vista Outlets, Universal Studios, Disney Springs, Old Town, restaurants and more! Stay includes: Disney Costumes Wi-Fi Washer/Dryer Free Parking Access to shuttle to Disney 4 pools including kids area/Calypso Cay Pools withTiki Bar 24 HR Gym, Volleyball/Basketball Court Mini Putt Putt Kids items available upon request. Strollers, etc. Small Pet Fee added for fur friends with complimentary pet food.

11–18 Sep

$175 SGD per night
Guest favourite

Guest suite in Kissimmee

4.83 out of 5 average rating, 501 reviews

Private 2 bedroom w/bathrm in portion of POOL home

Hello travelers, we offer a portion of our home with a private entrance off the pool area. Your area has 2 bedrooms with queen beds and internet TVs and a private bathroom. The mini kitchen has a small refrigerator, a coffee maker, microwave and a bread toaster. Please note the pool is shared with my family and another set of travelers. We are happy to continue offering our apartment with a 5-star cleanliness rating. We offer our home to travelers only-we do not accept local reservations.

29 Dec – 5 Jan

$92 SGD per night
Guest favourite

Serviced apartment in Kissimmee

4.92 out of 5 average rating, 200 reviews

Modern APT W/ Patio 15 mins from Theme Parks & MCO

Beautiful space where you can spend a beautiful vacation with your loved ones, the space is created with immense love and for you to feel at home. El acceso será autónomo, con llavín inteligente y una entrada completamente independiente y sin restricción de horario . Ofrecemos un patio exterior diseñado para tiempo de descanso,para compartir un café y también para fumar si fuera de su agrado El parqueo está concebido para dos autos y tenemos cámara de seguridad las24h Todo climatizado

8–15 Aug

$169 SGD per night

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

4.9 out of 5 average rating, 290 reviews

Family Home minutes from Disney!

4–11 Aug

$166 SGD per night
Guest favourite

Guest house in Kissimmee

4.93 out of 5 average rating, 135 reviews

Stylish guesthouse close to Disney

10–17 May

$124 SGD per night
Guest favourite

Tiny home in Kissimmee

4.95 out of 5 average rating, 142 reviews

Disney Tiny House Getaway!

2–9 Oct

$125 SGD per night
Guest favourite

Home in Kissimmee

4.84 out of 5 average rating, 204 reviews

3 bedroom Villa in Kissimmee

9–16 Mar

$162 SGD per night
Guest favourite

Cottage in Kissimmee

4.94 out of 5 average rating, 451 reviews

JU Super Duper Tiny House, 15 minutes to Disney

18–25 Nov

$131 SGD per night
Superhost

Home in Kissimmee

4.82 out of 5 average rating, 28 reviews

3bd/2ba King and Queen Bed, Bunk Beds, Near Disney

26 Sep – 3 Oct

$137 SGD per night
Superhost

Cabin in Kissimmee

4.83 out of 5 average rating, 29 reviews

Romantic Cabin w/ Balcony + Tub + Hammock + Grill

15–22 Sep

$207 SGD per night
Guest favourite

Flat in Kissimmee

5.0 out of 5 average rating, 26 reviews

*New Discount*Disney+Lazy River+TikiBar+Balcony

13–20 May

$177 SGD per night
Guest favourite

Apartment in Kissimmee

4.85 out of 5 average rating, 48 reviews

Modern Storey Lake Resort Disney Orlando 3180-104

19–26 May

$184 SGD per night
Guest favourite

Guest house in Kissimmee

4.9 out of 5 average rating, 86 reviews

Cozy 1BR apt-Pool/Tennis/Gym/Near attractions

16–23 Mar

$139 SGD per night
Superhost

Flat in Kissimmee

4.82 out of 5 average rating, 85 reviews

A Pleasant Stay Near Disney

10–17 May

$152 SGD per night
Guest favourite

Townhouse in Kissimmee

5.0 out of 5 average rating, 9 reviews

Summer Studio at Kissimmee

22–29 Aug

$113 SGD per night

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