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
Become a host
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 15
Guest favourite
Guest favourite
Apartment in Osceola County
Vacay Villa
3 bedrooms
,
·
4 beds
,
·
2 bathrooms
19–24 Sept
19–24 Sept
£644
£616 total
Show price breakdown
,
·
4.91 out of 5 average rating, 35 reviews
4.91 (35)
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
4–9 Oct
4–9 Oct
£1,827
£1,636 total
Show price breakdown
Free cancellation
4.98 out of 5 average rating, 96 reviews
4.98 (96)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
£750
£682 total
Show price breakdown
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Photo 1 of 29
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
25–30 Sept
25–30 Sept
£817
£739 total
Show price breakdown
Extended stay discount
5.0 out of 5 average rating, 3 reviews
5.0 (3)
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
£638 total
Show price breakdown
£638 total
Free cancellation
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Davenport
Sunny-All-Day Pool Vacation Home
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
29 Oct – 3 Nov
29 Oct – 3 Nov
£1,026
£904 total
Show price breakdown
Free cancellation
4.95 out of 5 average rating, 106 reviews
4.95 (106)
Photo 1 of 29
Superhost
Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
27 Sept – 2 Oct
27 Sept – 2 Oct
£733
£681 total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 3 reviews
5.0 (3)
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
Your All in One Home, 17 mins from Disney World
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
22–27 Oct
22–27 Oct
£1,009
£917 total
Show price breakdown
Free cancellation
4.95 out of 5 average rating, 118 reviews
4.95 (118)
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
£742 total
Show price breakdown
£742 total
Free cancellation
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Home in Kissimmee
Home w/ pool Margaritaville by Disney - Peaceful
3 bedrooms
3 bedrooms
,
·
3.5 bathrooms
3.5 bathrooms
9–14 Oct
9–14 Oct
£986 total
Show price breakdown
£986 total
4.99 out of 5 average rating, 90 reviews
4.99 (90)
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
21–26 Sept
21–26 Sept
£990 total
Show price breakdown
£990 total
5.0 out of 5 average rating, 7 reviews
5.0 (7)
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
28 Sept – 3 Oct
28 Sept – 3 Oct
£1,276 total
Show price breakdown
£1,276 total
4.99 out of 5 average rating, 152 reviews
4.99 (152)
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
£1,031
£930 total
Show price breakdown
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
£1,196 total
Show price breakdown
£1,196 total
Free cancellation
4.97 out of 5 average rating, 36 reviews
4.97 (36)
Photo 1 of 29
Guest favourite
Guest favourite
Home in Kissimmee
Cinematic Magic Escape w/ Private Pool & Grill
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
22–29 Sept
22–29 Sept
£1,043 total
Show price breakdown
£1,043 total
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Photo 1 of 21
Home in Lake Wales
Welcome to the Lake
2 bedrooms
2 bedrooms
,
·
2 beds
2 beds
,
·
1 bathroom
1 bathroom
19–24 Sept
19–24 Sept
£625 total
Show price breakdown
£625 total
Photo 1 of 25
Guest favourite
Guest favourite
Townhouse in Kissimmee
Private Gated Community 8 mins away from Disney!
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
7–12 Nov
7–12 Nov
£877
£784 total
Show price breakdown
Free cancellation
4.94 out of 5 average rating, 158 reviews
4.94 (158)
Photo 1 of 29
Superhost
Superhost
Home in Kissimmee
Luxe Family Escape | Pool Oasis Near Disney
4 bedrooms
4 bedrooms
,
·
6 beds
6 beds
,
·
3 bathrooms
3 bathrooms
25–30 Oct
25–30 Oct
£757 total
Show price breakdown
£757 total
Free cancellation
New place to stay
New
Photo 1 of 29
Top guest favourite
Guest favourite
Villa in Kissimmee
Lakeside villa. Full remodel for 2026. New pool!
Individual host
Individual host
22–27 May
22–27 May
£1,047 total
Show price breakdown
£1,047 total
Free cancellation
4.9 out of 5 average rating, 73 reviews
4.9 (73)
1
2
3
4
…
15