Search Holiday Rentals in West Kissimmee

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
13 Jan - 14 Jan
Tomorrow
14 Jan - 15 Jan
This weekend
16 Jan - 18 Jan
Next weekend
23 Jan - 25 Jan

Our top choices for West Kissimmee holiday rentals

Exterior
voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,012 reviews)
"Will definitely stay again!!"
United States
Jessica
The price is 1.654.947 ₫
2.474.672 ₫ total
includes taxes & fees
25 Jan - 26 Jan
voco Kissimmee Orlando by IHG
Exterior
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1,778 reviews)
"Highly recommended the Margaritaville cottages!"
United States
Christine
The price is 5.227.531 ₫
11.191.179 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Interior
Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location

Modern 3 Bed Villa, Newly Renovated, Prime Location
3.0 star property
Kissimmee
The price is 3.047.204 ₫
7.661.617 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Modern 3 Bed Villa, Newly Renovated, Prime Location
4 outdoor pools, pool umbrellas, pool loungers
Bahama Bay Resort

Bahama Bay Resort

Bahama Bay Resort
3.5 star property
Bahama Bay
8.6 out of 10, Excellent, (2,094 reviews)
"Couldn't recommend enough. Absolutely fantastic property for an Orlando vacation."
Ireland
Declan
The price is 6.465.372 ₫
8.830.663 ₫ total
includes taxes & fees
20 Jan - 21 Jan
Bahama Bay Resort
Apartment | 2 bedrooms, Internet
Upstay Amazing Disney Condo w Patio Sleeps 6

Upstay Amazing Disney Condo w Patio Sleeps 6

Upstay Amazing Disney Condo w Patio Sleeps 6
2.0 star property
Winter Garden
The price is 2.185.627 ₫
6.461.734 ₫ total
includes taxes & fees
28 Jan - 29 Jan
Upstay Amazing Disney Condo w Patio Sleeps 6
Indoor pool, pool umbrellas, pool loungers
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
5.0 star property
Lindfields
The price is 2.340.568 ₫
7.516.310 ₫ total
includes taxes & fees
22 Jan - 23 Jan
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
Lobby sitting area
Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
Kissimmee
8.4 out of 10, Very good, (1,410 reviews)
"Our stay was great, and especially Isis at the front desk was super friendly!"
Canada
Melissa Di
The price is 4.066.441 ₫
9.803.275 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Encantada Resort Vacation Townhomes by IDILIQ
Interior
Encore Swanky

Encore Swanky

Encore Swanky
3.0 star property
Kissimmee
The price is 5.820.160 ₫
17.215.846 ₫ total
includes taxes & fees
1 Feb - 2 Feb
Encore Swanky
Lobby sitting area
The Berkley, Orlando

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,043 reviews)
"Facility and staff were excellent "
United States
Travis
The price is 4.465.730 ₫
5.322.101 ₫ total
includes taxes & fees
15 Jan - 16 Jan
The Berkley, Orlando
Private pool
Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (200 reviews)
"Loved our stay here. Would highly recommend "
United States
Walter
The price is 4.161.010 ₫
13.112.254 ₫ total
includes taxes & fees
15 Jan - 16 Jan
Formosa Valley Resort by UNE Homes
Villa | 4 bedrooms
New 4BR Villa Themed Beds Magic

New 4BR Villa Themed Beds Magic

New 4BR Villa Themed Beds Magic
2.0 star property
Davenport
10.0 out of 10, Exceptional, (1 review)
"The house was immaculate and the owners were very responsive to any needs we had."
United States
Kirsten
The price is 4.191.687 ₫
12.489.472 ₫ total
includes taxes & fees
19 Jan - 20 Jan
New 4BR Villa Themed Beds Magic
Villa, 6 Bedrooms | Pool
Sunset Games Retreat At Reunion Resort 6 Bedroom Villa

Sunset Games Retreat At Reunion Resort 6 Bedroom Villa

Sunset Games Retreat At Reunion Resort 6 Bedroom Villa
3.0 star property
Kissimmee
The price is 4.075.898 ₫
25.200.752 ₫ total
includes taxes & fees
21 Jan - 22 Jan
Sunset Games Retreat At Reunion Resort 6 Bedroom Villa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Kissimmee Hotel Reviews

Margaritaville Resort Orlando

Margaritaville Resort Orlando

10/10 Excellent
"Dylan was wonderful at check in. Offered free drink coupons and complimentary cabana to celebrate my husbands birthday. Room was very clean, pool was very nice and food very good. Close to restaurants and shopping. Would recommend to the traveler who does not need to be right at the theme parks."
Linda 4-night trip
Posted 5 hours ago
Margaritaville Resort Orlando