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

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

Show hotels on map

Filter by:

Review score

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
Check availability

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!

A
Angelique
From
Bahamas
Clean !
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 12 reviews
Price from
$101.70
1 night, 2 adults
Check availability

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
$99.90
1 night, 2 adults
Check availability

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.

A
Anonymous
From
United States
The house has everything. We booked this house just to get away and relax as a family for the weekend. Other than food obviously, this house provided all the dishes, towels, pots and pans etc that was needed for the whole weekend.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 6 reviews
Price from
$124.11
1 night, 2 adults
Check availability

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
Check availability

NEW Townhome 3 Bedrooms with 5 Beds l 2 Bathrooms

Kissimmee

NEW Townhome 3 Bedrooms with 5 Beds l 2 Bathrooms offers accommodations in Kissimmee, 13 miles from Disney's Wide World of Sports and 13 miles from Disney's Boardwalk.

A
Adrienne
From
United States
It was so comfortable…it felt like HOMEEEE! Definitely saving this property for next year!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 6 reviews
Price from
$101.52
1 night, 2 adults
Check availability

Beautiful Home Near Disney, Heated Pool, BBQ, 4 Bedrooms

Kissimmee

Beautiful Home Near Disney, Heated Pool, BBQ, 4 Bedrooms offers accommodations in Kissimmee, 7.1 miles from Disney's Wide World of Sports and 7.3 miles from Disney Springs.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 6 reviews
Price from
$142.56
1 night, 2 adults
Check availability

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.

M
Mark
From
United Kingdom
Location, Cleanliness of the property, the facilities at the property. Home from home.
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 21 reviews
Price from
$162
1 night, 2 adults
Check availability

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 9.4
Wonderful - What previous guests thought, 6 reviews
Price from
$196.20
1 night, 2 adults
Check availability

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.

A
Amy
From
United States
Such a nice townhouse in such a great area. The pool was a bit cold but that was fine because we went to the clubhouse pool most of the time anyway. The host was super polite and understanding. They answered any questions I had very quickly. I would definitely recommend this place! Everything is real close by. Shopping, restaurants and all the Disney Parks.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 8 reviews
Price from
$135
1 night, 2 adults
Check availability
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

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

  • 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.

  • Island 1

    Kissimmee
    Central location
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 22 reviews

    Island 1 offers accommodations in Kissimmee, 4.2 miles from Gatorland and 11 miles from SeaWorld Orlando. This property offers a private pool and free private parking.

  • 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.

  • 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.

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

  • 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.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 1 review

    7.8 miles from Disney Springs in Kissimmee, 2489 RT Ultimate Villa Oasis with Pool & Spa Sleeps 13 features accommodations with access to a fitness room.

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

    7.6 miles from Disney Springs in Kissimmee, 4243 PA - Storey Lake Escape 4BR Pool Home Near Disney provides accommodations with access to a spa center.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Gorgeous Place Minutes Away from Attractions is located in Kissimmee, just 7.6 miles from Disney's Wide World of Sports and 7.8 miles from Disney Springs.

  • 4801 ML - Ideal Retreat Townhome Oasis with Pool is located in Kissimmee, just 6 miles from Gatorland and 6.9 miles from Disney Springs. Guests may go for a swim in the private pool.

  • Near Disney 4BR with Private Pool offers accommodations in Kissimmee, 6.1 miles from Disney's Wide World of Sports and 6.3 miles from Disney's Boardwalk.

  • Luxury 3-Bed Condo in Storey Lake Resort - 3131 offers accommodations in Kissimmee, 5.9 miles from Gatorland and 6.4 miles from Disney Springs.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    4808 LL Magical 4BR Disney Townhome Pool is located in Kissimmee, just 5.8 miles from Disney Springs and 6 miles from Disney's Wide World of Sports.

Enjoy breakfast in Kissimmee and nearby

FAQ about vacation homes in Kissimmee

Vacation Homes That Guests Love in Kissimmee

See all

  • 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 10-102

    Vacation Home in Kissimmee
    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

  • Villas at Seven Dwarfs - Close to Disney

    Vacation Home in Kissimmee
    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

  • South Facing Pool, Close to Attractions, Remodeled

    Vacation Home in Kissimmee
    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

  • Romantic forest view Villa w pool near Disney

    Vacation Home in Kissimmee
    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

  • Five Bedrooms TownHome with Pool 4849

    Vacation Home in Kissimmee
    Scored out of 10, guest rating 9.2
    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

Vacation Homes in Disney World Area

Broaden your search and check out the best vacation homes in the surrounding area.

Vacation Homes in Florida

Extend your search and explore the surrounding area.

Hotels near Walt Disney World

Hotels close to a popular local landmark.

Hotels near Universal Studios Orlando

Hotels close to a popular local landmark.

Hotels in Downtown Kissimmee

Get to know one of the city's most popular neighborhoods.

Hotels in Kissimmee

More great accommodation options for your trip.

Cheap hotels in Kissimmee

Explore more great accommodation options in Kissimmee, starting with cheap hotels.

Villas in Kissimmee

More great accommodation options for your trip.

Motels in Kissimmee

More great accommodation options for your trip.

Resorts in Kissimmee

More great accommodation options for your trip.

Things to do in Kissimmee

How will you spend your time in the city?

Car rental in Kissimmee

Rent a car and hit the road.

Cheap vacations in Kissimmee

Plan everything you need for your vacation in one place – from flights and stays to tours and activities

Vacation Homes in Davie

Try another destination popular with our guests.

When to visit the United States

Events, prices, weather, and more.

Hotels near Orlando International Airport

Perfect for a late arrival or early departure.

Hotels near Orlando Sanford International Airport

Perfect for a late arrival or early departure.

Vacation Homes in the United States

Pack a bigger bag and see more of the country.

Vacation Homes in Davenport

Flexible on where to stay? Look up vacation homes in nearby Davenport, not too far from Kissimmee.

Vacation Homes in Orlando

Find more hotels in a city close to Orlando.

Hotels near Give Kids The World Village

Places to stay near one of the top places to see.

Vacation Homes in New York

Discover another destination in the United States.

Vacation Homes in Las Vegas

Discover another destination in the United States.