Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Osceola County
Check in / Check out
Any week
Guests
Add guests
Log in or sign up
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Gift cards
Log in or sign up
filters
Filters
Price
Price filter
Type of place
Type of place filter
Show map
Search results; Over 1,000 homes
Over 1,000 homes
Photo 1 of 10
Superhost
Superhost
Flat in Osceola County
Reunion
3 bedrooms
,
·
4 beds
,
·
2 bathrooms
1–6 Oct
1–6 Oct
£1,613 total
Show price breakdown
£1,613 total
,
·
4.86 out of 5 average rating, 7 reviews
4.86 (7)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Osceola County
Large Private Home on Golf course by Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
6 bathrooms
6 bathrooms
11–16 Oct
11–16 Oct
£1,654 total
Show price breakdown
£1,654 total
Free cancellation
4.98 out of 5 average rating, 96 reviews
4.98 (96)
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Osceola County
*Private Golf-Front Oasis with Pool, Spa & Cinema
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Oct
1–6 Oct
£1,243 total
Show price breakdown
£1,243 total
4.99 out of 5 average rating, 153 reviews
4.99 (153)
Photo 1 of 29
Top guest favourite
Guest favourite
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
31 Oct – 5 Nov
31 Oct – 5 Nov
£454 total
Show price breakdown
£454 total
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Photo 1 of 21
Home in Lake Wales
Welcome to the Lake
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
£632 total
Show price breakdown
£632 total
Free cancellation
Photo 1 of 29
Superhost
Superhost
Townhouse in Kissimmee
2688 Waterfront Townhouse w/ Hot Tub 3mi to Disney
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Nov
1–6 Nov
£745 total
Show price breakdown
£745 total
Free cancellation
New place to stay
New
Photo 1 of 29
Guest favourite
Guest favourite
Home in Kissimmee
Memories Mansion
10 bedrooms
10 bedrooms
,
·
17 beds
17 beds
,
·
12.5 bathrooms
12.5 bathrooms
9–14 Nov
9–14 Nov
£6,043 total
Show price breakdown
£6,043 total
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Photo 1 of 29
Superhost
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 sq ft)
7 bedrooms
7 bedrooms
,
·
10 beds
10 beds
,
·
6 bathrooms
6 bathrooms
1–6 Oct
1–6 Oct
£1,479
£1,376 total
Show price breakdown
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
Magic Stay near Disney
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
3–8 Oct
3–8 Oct
£755 total
Show price breakdown
£755 total
Free cancellation
5.0 out of 5 average rating, 34 reviews
5.0 (34)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
4BR Disney & Universal Themed Villa Reunion Resort
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
4 bathrooms
4 bathrooms
28 Nov – 3 Dec
28 Nov – 3 Dec
£2,407
£1,823 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
1–6 Jul
1–6 Jul
£646 total
Show price breakdown
£646 total
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Photo 1 of 28
Hotel in Kissimmee
Close to Old Town + Free Breakfast, Shuttle & Pool
1 bedroom
1 bedroom
,
·
2 queen beds
2 queen beds
,
·
1 bathroom
1 bathroom
1–6 Oct
1–6 Oct
£297 total
Show price breakdown
£297 total
Free cancellation
New place to stay
New
Photo 1 of 29
Home in Kissimmee
Family Villa Pool Spa & Game Room Near Disney 7420
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
4 bathrooms
4 bathrooms
1–6 Oct
1–6 Oct
£974 total
Show price breakdown
£974 total
New place to stay
New
Photo 1 of 29
Home in Kissimmee
Windsor at Westside 8BR Resort Home Near Disney
8 bedrooms
8 bedrooms
,
·
10 beds
10 beds
,
·
6 bathrooms
6 bathrooms
4–9 Oct
4–9 Oct
£1,130 total
Show price breakdown
£1,130 total
Free cancellation
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Kissimmee
Lakeside villa. Full remodel for 2026. New pool!
Individual host
Individual host
24–29 Apr
24–29 Apr
£1,058 total
Show price breakdown
£1,058 total
Free cancellation
4.91 out of 5 average rating, 74 reviews
4.91 (74)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
Modern home with Private Pool near Disney
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
8–13 Dec
8–13 Dec
£953 total
Show price breakdown
£953 total
Free cancellation
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
* Water View * Heated Pool * near Disney
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
2 bathrooms
2 bathrooms
18–23 Oct
18–23 Oct
£1,209 total
Show price breakdown
£1,209 total
Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Photo 1 of 29
Top guest favourite
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
,
·
4.5 bathrooms
4.5 bathrooms
1–6 Mar
1–6 Mar
£1,380
£1,180 total
Show price breakdown
Book early to save
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Davenport
Magical FL Stay, Pool & Themed Rooms Near “Disney”
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
,
·
2 bathrooms
2 bathrooms
28 Nov – 3 Dec
28 Nov – 3 Dec
£1,386 total
Show price breakdown
£1,386 total
Free cancellation
5.0 out of 5 average rating, 8 reviews
5.0 (8)
1
2
3
4
…
15