The 10 best vacation homes in Kissimmee, US | Booking.com
Skip to main content
In partnership with
Yododo

Vacation Homes in Kissimmee

Find the vacation homes that appeal to you the most

Vacation Homes for every style

Find the right vacation home for you in Kissimmee

The best vacation homes in Kissimmee

Check out our selection of great vacation homes in Kissimmee

Filter by:

Review score

Debany Staycation near Disney

Kissimmee

Debany Staycation near Disney offers accommodations in Kissimmee, 3.4 miles from Gatorland and 9.5 miles from Florida Mall. This property offers a private pool, free Wifi, and free private parking.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews
Price from
$159.30
1 night, 2 adults

Charming Family Friendly Home

Kissimmee

7.7 miles from Gatorland in Kissimmee, Charming Family Friendly Home offers accommodations with access to a fitness room.

R
Rachel
From
Aruba
It was a good, clean, and nice house with a pool. Since I was going with family and children, it was perfect.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 9 reviews
Price from
$119.92
1 night, 2 adults

Disney-Themed Townhome in ChampionsGate Resort 15 min from Disney World with 7 Pools, Gym, Golf, Lazy River, Water Park, Arcades, Theatre, and More!

Kissimmee

Providing pool with a view, Disney-Themed Townhome in ChampionsGate Resort 15 min from Disney World with 7 Pools, Gym, Golf, Lazy River, Water Park, Arcades, Theatre, and More!

W
Wayne
From
United States
Family enjoyed the stay would definitely be back again .
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews
Price from
$100.80
1 night, 2 adults

Wonderful Disney-Themed Home in ChampionsGate Resort 15 min from Disney World with 7 pools, Club houses, Water Park, Gym, Arcades, Lazy River, Golf, and More!

Kissimmee

Wonderful Disney-Themed Home in ChampionsGate Resort 15 min from Disney World with 7 pools, Club houses, Water Park, Gym, Arcades, Lazy River, Golf, and More!

D
Diaz
From
United States
I had a fantastic stay at this property! The place was clean, cozy, and exactly as described in the listing. The host was incredibly friendly and responsive, making the check-in process very smooth. The location was perfect, close to shops, restaurants, I especially loved the quiet neighborhood and comfortable bed. I would definitely stay here again and recommend it to anyone visiting the area. Thank you for a great experience!
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Price from
$99
1 night, 2 adults

Enchanted Disney Vacation Villa

West Kissimmee, Kissimmee

Featuring an outdoor swimming pool, Enchanted Disney Vacation Villa features accommodations in Kissimmee. This property offers access to a terrace, a pool table, free private parking, and free Wifi.

K
Kimberly
From
United States
Loved everything about the house it was very nicely decorated, well stocked with items such as blow dryers, coffee pot, sleep machine, universal phone chargers, etc, and was very clean. The bed in the master bedroom is very comfortable.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 6 reviews
Price from
$124.11
1 night, 2 adults

Magical Home with private pool and close to parks

West Kissimmee, Kissimmee

7.7 miles from Disney's Blizzard Beach Water Park in Kissimmee, Magical Home with private pool and close to parks features accommodations with access to a fitness room.

M
Marlon
From
United States
Cleanliness, location, pool, comfortable.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Price from
$297.50
1 night, 2 adults

Trendy Retreat - Great Location - Fully Loaded

West Kissimmee, Kissimmee

8 miles from Disney's Animal Kingdom in Kissimmee, Trendy Retreat - Great Location - Fully Loaded provides accommodations with access to a spa center and fitness center.

J
Ja’Kela
From
United States
Hosts were very nice and communicated very well.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 21 reviews
Price from
$162
1 night, 2 adults

Disney Villa Magical Retreat Private Pool, LakeView & Game Room

West Kissimmee, Kissimmee

Disney Villa Magical Retreat Private Pool, LakeView & Game Room is located in Kissimmee, just 5.9 miles from Disney's Animal Kingdom and 6.3 miles from Disney's Blizzard Beach Water Park.

B
Barbara Harris
From
United States
Beautiful and close to attractions
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 7 reviews
Price from
$196.20
1 night, 2 adults

Island Abode -near Disney

West Kissimmee, Kissimmee

Island Abode -near Disney is located in Kissimmee, just 6 miles from Disney's Animal Kingdom and 6.3 miles from Disney's Blizzard Beach Water Park.

s
sandra
From
United States
I enjoy the townhouse the privacy of the pool at the location the peaceful vibes overall greatness will visit again in near future and would like to stay at same address
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 8 reviews
Price from
$135
1 night, 2 adults

2440 One of a Kind 5b Villa-pool&game

West Kissimmee, Kissimmee

2440 One of a Kind 5b Villa-pool&game offers accommodations in Kissimmee, 8.7 miles from Disney's Blizzard Beach Water Park and 10 miles from Walt Disney World.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 8 reviews
Price from
$285
1 night, 2 adults
All vacation homes in Kissimmee

Looking for a vacation home?

Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Kissimmee and surrounding area in the past month

See all

Save money on vacation homes in Kissimmee and nearby – budget options available

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    SUPER BOHO - LAKE TOHO FISHiNG CIVIC CeNTER is located in Kissimmee, just 11 miles from SeaWorld Orlando and 12 miles from SeaWorld's Discovery Cove.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    SUPER BOHO - LAKE TOHO FISHiNG WATER FRONTs is located in Kissimmee, just 12 miles from SeaWorld's Discovery Cove and 12 miles from Disney Springs.

  • SUPER BOHO - Lake Toho Timeless Charm offers accommodations in Kissimmee, 12 miles from SeaWorld's Discovery Cove and 12 miles from Disney Springs.

  • SUPER BOHO - At Lake Toho Fishing VINTaGE VIBEs offers accommodations in Kissimmee, 12 miles from SeaWorld's Discovery Cove and 12 miles from Disney Springs.

  • SUPER BOHO- At LAKE TOHO's WATER SLEEPs 6 is located in Kissimmee, just 11 miles from SeaWorld Orlando and 12 miles from SeaWorld's Discovery Cove.

  • Scored out of 10, guest rating 5.4
    Fair - What previous guests thought, 7 reviews

    Providing a garden, Hidden City Riverfront Apt Near Lakes Golf & Disney features accommodations in Kissimmee. This property offers access to a terrace and free private parking.

  • Nard Jolie Kay

    Kissimmee
    Budget options available
    Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 5 reviews

    Nard Jolie Kay is located in Kissimmee, just 3.5 miles from Gatorland and 9.5 miles from Florida Mall. Both free Wifi and private parking are available at the vacation home free of charge.

  • 8.1 miles from Disney Springs in Kissimmee, 4BR Villa Private Pool - 11 Guests - Ultimate Family Adventure Awaits offers accommodations with access to a spa center and fitness room.

Enjoy breakfast in Kissimmee and nearby

Great access to the city center. Check these vacation homes in Kissimmee and nearby

  • 2222-3-SV-Charming condo is located in Kissimmee, just 10 miles from SeaWorld's Discovery Cove and 11 miles from Disney Springs. The air-conditioned accommodation is 10 miles from SeaWorld Orlando.

  • SUPER FANCY- 15BDR 17BAs HUGE 7 000SQFT HOME is located in Kissimmee, just 10 miles from SeaWorld's Discovery Cove and 10 miles from Disney Springs.

  • Serene Sunsets Villa - E04 is located in Kissimmee, just 4.6 miles from Gatorland and 9.5 miles from SeaWorld Orlando. This vacation home features air-conditioned accommodations with a patio.

  • Beautiful 12Bed11.5Bath House At Bella Vida offers accommodations in Kissimmee, 7.3 miles from Gatorland and 8.9 miles from Disney Springs.

  • SUPER SIZE - 11BDr SPACiOUS HOME w POOL & HOT TUB is located in Kissimmee, just 9.5 miles from SeaWorld Orlando and 10 miles from SeaWorld's Discovery Cove.

  • 2605 Yountville Ave offers accommodations in Kissimmee, 4.2 miles from Gatorland and 9.5 miles from SeaWorld Orlando.

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 2 reviews

    Super Deal - Brand New Themed 9BR Home near Disney is located in Kissimmee, just 7.1 miles from Gatorland and 9.1 miles from Disney Springs.

  • Brand New Home 8 BedroomsPoolSleeps 26 is located in Kissimmee, just 6.8 miles from Gatorland and 9.1 miles from Disney Springs. This property offers a private pool and free private parking.

FAQ about vacation homes in Kissimmee

Vacation Homes That Guests Love in Kissimmee

See all
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 4 reviews
    very clean everything I recommended
    Guest review by
    Florenta
    Group
  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 518 reviews
    The site was very clean, with many facilities.
    Guest review by
    Cristina
    Travelers with friends
  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 3 reviews
    Very clean upon arrival Big spacious rooms Modern facilities
    Guest review by
    Julie
    Family with young children
  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 50 reviews
    One of the cleanest looking vacation homes I been to, I loved this place has a little bit for everyone and a small hidden game room that’s awesome, definitely will be returning loved this place !!
    Guest review by
    matheus
    Family with young children
  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 25 reviews
    The Hideaway Club which has a lazy river, pool and hottub was wonderful. On the nice days we got some sun and enjoyed the pools. On a few cool evenings we still walked over and hit the hot tub. The townhouse itself was spacious and had everything we needed. Wonder vacation Homes was very responsive to questions and resolving the one issue we had (1 of the toilets broke and they sent a handyman over who fixed it the next day), easy to reach them wth a question by text.
    Guest review by
    Lori
    Family with young children

Research, refine, and make plans for your whole trip

gogless