Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Kissimmee
Check-in / Checkout
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Florida
Florida
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Amazing pools
Vineyards
Play
Countryside
Lakefront
Rooms
Amazing views
New
Trending
Chef's kitchens
Beach
Design
Tiny homes
Beachfront
Mansions
Camping
Cabins
Farms
Grand pianos
Bed & breakfasts
Golfing
Surfing
Lake
Filters
, 1 filter applied
1
Show map
Search results; Over 1,000 places in Kissimmee
Over 1,000 places in Kissimmee
Superhost
Superhost
Home in Kissimmee
SUPER NICE- DESIGNs/POOL GYM & AMENITIEs!
6 beds
6 beds
Apr. 28 – May 3
Apr. 28 – May 3
$308 CAD
night
$308 CAD per night
·
$1,542 CAD total
$1,542 CAD total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Home in Kissimmee
Prívate Pool with a breathtaking lake view
4 beds
4 beds
Jun. 2 – 7
Jun. 2 – 7
$333 CAD
$293 CAD
night
$293 CAD per night, originally $333 CAD
·
$1,465 CAD total
$1,465 CAD total
Show price breakdown
4.86 out of 5 average rating, 72 reviews
4.86 (72)
Guest favourite
Guest favourite
Home in Kissimmee
Newly renovated Resort themed home near Disney
3 beds
3 beds
Apr. 29 – May 4
Apr. 29 – May 4
$246 CAD
$217 CAD
night
$217 CAD per night, originally $246 CAD
·
$1,086 CAD total
$1,086 CAD total
Show price breakdown
4.97 out of 5 average rating, 35 reviews
4.97 (35)
Superhost
Superhost
Home in Kissimmee
Green Oak House
Apr. 21 – 26
Apr. 21 – 26
$208 CAD
night
$208 CAD per night
·
$1,039 CAD total
$1,039 CAD total
Show price breakdown
New place to stay
New
Superhost
Superhost
Home in Kissimmee
Vacation Sunset Home w/ Private Pool & Grill 5390
6 beds
6 beds
May 25 – 30
May 25 – 30
$390 CAD
night
$390 CAD per night
·
$1,950 CAD total
$1,950 CAD total
Show price breakdown
New place to stay
New
Superhost
Superhost
Home in Kissimmee
3 bedroom Orlando Florida pool home
4 beds
4 beds
Jul. 27 – Aug. 1
Jul. 27 – Aug. 1
$218 CAD
night
$218 CAD per night
·
$1,088 CAD total
$1,088 CAD total
Show price breakdown
4.78 out of 5 average rating, 255 reviews
4.78 (255)
Guest favourite
Guest favourite
Home in Kissimmee
Vacation Oasis Home w/ Private Pool & Grill 8615
4 beds
4 beds
May 6 – 11
May 6 – 11
$317 CAD
night
$317 CAD per night
·
$1,585 CAD total
$1,585 CAD total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Kissimmee
Suite with a separate entrance
1 queen bed
1 queen bed
May 20 – 25
May 20 – 25
$131 CAD
night
$131 CAD per night
·
$653 CAD total
$653 CAD total
Show price breakdown
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Superhost
Superhost
Home in Kissimmee
Wonderful Family Home 3/2 w/pool, Gorgeous Sunsets
5 beds
5 beds
Apr. 30 – May 5
Apr. 30 – May 5
$344 CAD
$295 CAD
night
$295 CAD per night, originally $344 CAD
·
$1,474 CAD total
$1,474 CAD total
Show price breakdown
4.73 out of 5 average rating, 101 reviews
4.73 (101)
Superhost
Superhost
Home in Kissimmee
6 BD/ 5 BA Private Pool! Storey Lake (4286 PD)
11 beds
11 beds
Apr. 21 – 26
Apr. 21 – 26
$661 CAD
$321 CAD
night
$321 CAD per night, originally $661 CAD
·
$1,606 CAD total
$1,606 CAD total
Show price breakdown
4.9 out of 5 average rating, 31 reviews
4.9 (31)
Superhost
Superhost
Home in Kissimmee
Theater house / Outdoor game area / Pool / Disney
6 beds
6 beds
May 12 – 17
May 12 – 17
$395 CAD
$360 CAD
night
$360 CAD per night, originally $395 CAD
·
$1,801 CAD total
$1,801 CAD total
Show price breakdown
4.68 out of 5 average rating, 138 reviews
4.68 (138)
Guest favourite
Guest favourite
Home in Kissimmee
Resort Home by Disney |Themed |Jacuzzi |Pool #2666
5 beds
5 beds
May 17 – 22
May 17 – 22
$346 CAD
$281 CAD
night
$281 CAD per night, originally $346 CAD
·
$1,407 CAD total
$1,407 CAD total
Show price breakdown
5.0 out of 5 average rating, 14 reviews
5.0 (14)
Guest favourite
Guest favourite
Home in Kissimmee
Remodeled house in Kissimmee.
5 beds
5 beds
May 5 – 10
May 5 – 10
$350 CAD
night
$350 CAD per night
·
$1,750 CAD total
$1,750 CAD total
Show price breakdown
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Home in Kissimmee
Let the magic begin!
Apr. 20 – 25
Apr. 20 – 25
$214 CAD
night
$214 CAD per night
·
$1,069 CAD total
$1,069 CAD total
Show price breakdown
New place to stay
New
Home in Kissimmee
Aggy’s Vacation Home. Hello everyone and welcome!
Apr. 21 – 26
Apr. 21 – 26
$283 CAD
night
$283 CAD per night
·
$1,415 CAD total
$1,415 CAD total
Show price breakdown
New place to stay
New
Superhost
Superhost
Home in Kissimmee
SUPER AQUA- QUIET ESCAPEs W/POOL & LAKE VIEWs!
6 beds
6 beds
Apr. 21 – 26
Apr. 21 – 26
$289 CAD
night
$289 CAD per night
·
$1,445 CAD total
$1,445 CAD total
Show price breakdown
New place to stay
New
Guest favourite
Guest favourite
Home in Kissimmee
Beautiful big pool close to Disney
6 beds
6 beds
May 18 – 23
May 18 – 23
$243 CAD
night
$243 CAD per night
·
$1,214 CAD total
$1,214 CAD total
Show price breakdown
4.89 out of 5 average rating, 109 reviews
4.89 (109)
Guest favourite
Guest favourite
Home in Kissimmee
3 bedroom excellent location
5 beds
5 beds
May 4 – 9
May 4 – 9
$265 CAD
$203 CAD
night
$203 CAD per night, originally $265 CAD
·
$1,015 CAD total
$1,015 CAD total
Show price breakdown
4.9 out of 5 average rating, 20 reviews
4.9 (20)
1
2
3
4
…
15