Holiday Homes in West Kissimmee

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Our top choices for West Kissimmee holiday homes

The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2020)
"The location of the resort is great. The room was perfect for our group. Staff was great, pool, game room. We would stay again. "
United States
Sarha
The price is NZ$313
includes taxes & fees
5 Jan - 6 Jan 2026
The Berkley, Orlando

Cozy 2-bedroom townhome in lovely gated community in Kissimmee- Close to Disney.

Cozy 2-bedroom townhome in lovely gated community in Kissimmee- Close to Disney.
2.5 star property
Kissimmee
10.0 out of 10, Exceptional, (1)
"We stayed for a month and very much enjoyed our stay. The home had just about everything we needed for a comfortable stay. The host and property manager were very attentive which made for a pleasant stay!"
United States
Ralph P.
The price is NZ$498
includes taxes & fees
7 Jan - 8 Jan 2026
Cozy 2-bedroom townhome in lovely gated community in Kissimmee- Close to Disney.

Doppio Westside

Doppio Westside
4.0 star property
Davenport
9.6 out of 10, Exceptional, (29)
"Great stay , very clean & modern, staff checked in throughout stay to see if we needed anything, would stay again!"
United States
Cuauhtemoc
The price is NZ$755
includes taxes & fees
6 Jan - 7 Jan 2026
Doppio Westside

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 NZ$660
includes taxes & fees
7 Jan - 8 Jan 2026
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis

Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes
4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (196)
"Loved our stay here. Would highly recommend "
United States
Walter
The price is NZ$870
includes taxes & fees
4 Jan - 5 Jan 2026
Formosa Valley Resort by UNE Homes

Super Glam- Designs Game Room Pool

Super Glam- Designs Game Room Pool
2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2)
"Todo bien "
Mexico
Teudis
The price is NZ$809
includes taxes & fees
12 Jan - 13 Jan 2026
Super Glam- Designs Game Room Pool

Enchanted Island Villa - 5 miles from Disney, Newly Renovated, Resort Community

Enchanted Island Villa - 5 miles from Disney, Newly Renovated, Resort Community
Kissimmee
10.0 out of 10, Exceptional, (3)
"It was very enjoyable "
United States
Anne M.
The price is NZ$648
includes taxes & fees
3 Jan - 4 Jan 2026
Enchanted Island Villa - 5 miles from Disney, Newly Renovated, Resort Community

3-bedroom townhome in West Lucaya Resort

3-bedroom townhome in West Lucaya Resort
Kissimmee
The price is NZ$477
includes taxes & fees
6 Jan - 7 Jan 2026
3-bedroom townhome in West Lucaya Resort

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool
Indian Ridge
9.0 out of 10, Wonderful, (22)
"Great location and a well resourced, clean and spacious villa"
United Kingdom
Matthew L.
The price is NZ$791
includes taxes & fees
10 Jan - 11 Jan 2026
~ 5 Mi to Theme Parks: Kissimmee Home w/ Pool

3 BR 2.5 BTH Townhome in beautiful resort minutes away from Disneyworld!!

3 BR 2.5 BTH Townhome in beautiful resort minutes away from Disneyworld!!
Kissimmee
8.4 out of 10, Very good, (24)
"We had a nice stay. "
United States
Xiomara B.
The price is NZ$481
includes taxes & fees
4 Jan - 5 Jan 2026
3 BR 2.5 BTH Townhome in beautiful resort minutes away from Disneyworld!!

Relaxing Retreat with Pool and Movie Theater

Relaxing Retreat with Pool and Movie Theater
2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2)
"Our family was very happy with this property. It exceeded our expectations and was surprisingly close to Disney. We would stay again and our family already has friends asking about the property."
United States
Joey
The price is NZ$807
includes taxes & fees
12 Jan - 13 Jan 2026
Relaxing Retreat with Pool and Movie Theater

Lovely 3BR Villa at Encantada Resort ● Private Pool & BBQ ● Ideal for families!

Lovely 3BR Villa at Encantada Resort ● Private Pool & BBQ ● Ideal for families!
Kissimmee
8.4 out of 10, Very good, (15)
"The home is beautiful, has everything you need. Great open living room area. Beds are so comfortable. Host is wonderful. We will definitely be back. "
United States
Tara T.
The price is NZ$727
includes taxes & fees
11 Jan - 12 Jan 2026
Lovely 3BR Villa at Encantada Resort ● Private Pool & BBQ ● Ideal for families!

5Br Kissimmee Home W/ Pool & Game Room Fun

5Br Kissimmee Home W/ Pool & Game Room Fun
4.0 star property
Kissimmee
The price is NZ$1,196
includes taxes & fees
7 Jan - 8 Jan 2026
5Br Kissimmee Home W/ Pool & Game Room Fun

4 Bedrooms / 3 Bathrooms / Paradise Palms (8976 MP)

4 Bedrooms / 3 Bathrooms / Paradise Palms (8976 MP)
Kissimmee
9.0 out of 10, Wonderful, (4)
"Very nice and roomy. Perfect for a family with kids, young or old."
United States
Lisa H.
The price is NZ$746
includes taxes & fees
11 Jan - 12 Jan 2026
4 Bedrooms / 3 Bathrooms / Paradise Palms (8976 MP)

Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse
3.0 star property
Kissimmee
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

Superb Townhouse Newly Renovated 1.5 miles to Disney

Superb Townhouse Newly Renovated 1.5 miles to Disney
Kissimmee
9.8 out of 10, Exceptional, (113)
"Great place to stay. Less than a15 minute drive to Disneyworld.Communication with owner was excellent. "
United States
Kim M.
The price is NZ$364
includes taxes & fees
12 Jan - 13 Jan 2026
Superb Townhouse Newly Renovated 1.5 miles to Disney

Large Home near Theme Parks with Pool, Spa and Pets Welcome!

Large Home near Theme Parks with Pool, Spa and Pets Welcome!
Kissimmee
9.8 out of 10, Exceptional, (46)
"Very clean and spacious property had no issues the whole stay quiet area and would book again !"
United States
Nathan H.
Large Home near Theme Parks with Pool, Spa and Pets Welcome!

3 Bedrooms/ 3 Baths/ The Hub At Westside (3421TT)

3 Bedrooms/ 3 Baths/ The Hub At Westside (3421TT)
Kissimmee
10.0 out of 10, Exceptional, (3)
"Easy check in. Condo was clean and well appointed. Great stay."
United States
Sean O.
3 Bedrooms/ 3 Baths/ The Hub At Westside (3421TT)

3BR/2BA Beautiful Townhouse only 6 miles from Disney Parks and other attractions

3BR/2BA Beautiful Townhouse only 6 miles from Disney Parks and other attractions
Kissimmee
9.0 out of 10, Wonderful, (17)
"Easy check in and looked just like the pictures!! Very close to so many things."
United States
JUAN P.
The price is NZ$588
includes taxes & fees
12 Jan - 13 Jan 2026
3BR/2BA Beautiful Townhouse only 6 miles from Disney Parks and other attractions

Disney Escape - Private Pool & Full Resort Access

Disney Escape - Private Pool & Full Resort Access
Windsor Hills
10.0 out of 10, Exceptional, (5)
"The host was very accommodating and helpful even at odd hours, we had no issue with our stay the house has a very homey feel. Definitely will come back"
United States
Gamez M.
Disney Escape - Private Pool & Full Resort Access
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.
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Top West Kissimmee Hotel Reviews

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West Kissimmee Holiday Homes information

Number of reviews
2,484
Accommodation
1172 Holiday Homes
Lowest Price
NZ$313
Highest Price
NZ$1,196

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