Resort vacation rentals in Kissimmee
Find and book unique resorts on Airbnb
Top-rated resorts in Kissimmee
Guests agree: these resorts are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Kissimmee resorts
Family-friendly resorts
Resort in Celebration
Mystic Dunes Beautiful 2BR/2BA resort near Disney
Nov. 15 – 22
Resort in Orlando
♥ Unforgettable vacations! Wonderful Resort! ✶ #1
Oct. 4 – 11
Resort in Orlando
Amazing two-bedroom at Westgate Palace #12
May 16 – 23
Resort in Orlando
Book your next family vacation at Westgate Resorts
Sep. 15 – 22
Resort in Kissimmee
Star Island Resort- 1 bedroom
May 8 – 15
Resort in Kissimmee
Orange Lake Country Club, Kissimmee, FLorida
May 15 – 22
Resort in Kissimmee
KING - SUITE STYLE - ORLANDO AREA VACATION GETAWAY
Apr. 26 – May 3
Resort in Kissimmee
4.89 out of 5 average rating, 28 reviewsWestgate Town Center Resort & Spa
Jan. 9 – 16
Resort rentals with a pool
Resort in Orlando
5.0 out of 5 average rating, 4 reviewsTwo Bedroom in Orlando near Disney!
May 24 – 31
Resort in Lake Buena Vista
5.0 out of 5 average rating, 26 reviewsBonnet Creek Resort - 2 Bedroom Condo
Oct. 25 – Nov. 1
Resort in Kissimmee
4.75 out of 5 average rating, 4 reviewsStar Island Resort - 2 Bedroom Condo
Feb. 13 – 20
Resort in Kissimmee
4.6 out of 5 average rating, 5 reviewsTimeshare at Westgate town center
Feb. 25 – Mar. 4
Resort in Orlando
5.0 out of 5 average rating, 5 reviewsSpacious 3 Bedroom condo Lake Buena Vista area
Apr. 15 – 22
Resort in Orlando
5.0 out of 5 average rating, 5 reviewsBest Resort for Family Vacation in the Nation
Jun. 22 – 29
Resort in Davenport
4.86 out of 5 average rating, 7 reviews6bd Resort wt PrivatePool/ FreeWaterAmenities90
Oct. 5 – 12
Resort in Lake Buena Vista
4.8 out of 5 average rating, 5 reviewsDisney Dreams Come True 1 Bedroom Condo, #2
Nov. 27 – Dec. 4
Resort rentals with a gym
Resort in Orlando
4.91 out of 5 average rating, 11 reviewsLas Palmeras Orlando - Studio
Apr. 8 – 15
Resort in Orlando
4.8 out of 5 average rating, 5 reviews4 Bedroom Westgate Lakes Resort & Spa
Mar. 11 – 18
Resort in Orlando
5.0 out of 5 average rating, 4 reviewsDisney Florida Resorts
Oct. 5 – 12
Resort in Celebration
5.0 out of 5 average rating, 3 reviewsSpecial Offers at Mystic Dunes Resort 2 Bedrooms
May 5 – 12
Resort in Orlando
4.67 out of 5 average rating, 3 reviewsWestgate lake resort & spa sleep up to 12 people
Dec. 24 – 31
Resort in Orlando
5.0 out of 5 average rating, 4 reviewsHarbour Lake - Studio
Apr. 16 – 23
Resort in Kissimmee
Resort Villa in the Heart of Kissimmee
Nov. 2 – 9
Resort in Kissimmee
New place to staySilver Lake Resort to Experience Orlando!
Jun. 9 – 16
Quick stats about resort rentals in Kissimmee
Total rentals
80 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Rentals with a pool
80 properties have a pool
Family-friendly rentals
40 properties are a good fit for families
Total number of reviews
60 reviews
Nightly prices starting at
$55 CAD before taxes and fees
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