The 10 best cottages in Kissimmee, US | Booking.com
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Cottages in Kissimmee

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The best cottages in Kissimmee

Check out our selection of great cottages in Kissimmee

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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
£117.91
1 night, 2 adults
Check availability

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
£88.76
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!

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
£74.61
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
£73.28
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.

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
£91.86
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
£220.20
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
£105.52
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.

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
£119.91
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 9.5
Exceptional - What previous guests thought, 7 reviews
Price from
£145.22
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.

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
£99.92
1 night, 2 adults
Check availability
All cottages in Kissimmee

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Most booked cottages in Kissimmee and surrounding area in the past month

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Traveling by car? These cottages in Kissimmee and nearby offer free parking

  • Scored out of 10, guest rating 8.0
    Very Good - What previous guests thought, 62 reviews

    Encore Resort and Water Park at Reunion by Rentyl offers accommodations within half a mile of the center of Kissimmee, with free Wifi and a kitchen with a dishwasher, an oven, and a microwave.

  • 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- 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
    Free parking
    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.

  • 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.

  • 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.

  • 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.

Enjoy breakfast in Kissimmee and nearby

These cottages in Kissimmee and nearby have options with free cancellation

  • 2222-3-SV-Charming condo

    Kissimmee
    Free cancellation options available

    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.

  • 2605 Yountville Ave

    Kissimmee
    Free cancellation options available

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

  • Themed Home Near Disney with Pool

    Kissimmee
    Free cancellation options available

    6.9 miles from Gatorland in Kissimmee, Themed Home Near Disney with Pool offers accommodations with access to a hot tub and fitness center.

  • 295 Marcello Blvd

    Kissimmee
    Free cancellation options available

    295 Marcello Blvd offers accommodations in Kissimmee, 7.1 miles from Gatorland and 9.4 miles from Disney Springs. Both free Wifi and parking on-site are available at the vacation home free of charge.

  • Magical 6BR Villa Near Disney

    Kissimmee
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Magical 6BR Villa Near Disney offers accommodations in Kissimmee, 7.4 miles from Gatorland and 9.3 miles from Disney Springs. This property offers a private pool, free Wifi, and free private parking.

  • Magical 5-Bedroom Villa Near Universal's Wizarding World is located in Kissimmee, just 7.6 miles from Gatorland and 10 miles from Disney Springs.

  • Charming BellaVida 4 Bedrooms

    Kissimmee
    Free cancellation options available

    Charming BellaVida 4 Bedrooms is located in Kissimmee, just 7.4 miles from Gatorland and 8.7 miles from Disney's Wide World of Sports.

  • 7.2 miles from Gatorland in Kissimmee, Spacious Dreamscape 12rooms 11 bathrooms 25 people Wifi offers accommodations with access to a hot tub and fitness room.

FAQ about cottages in Kissimmee

Cottages That Guests Love in Kissimmee

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  • Special 4bedroom TH w-private pool next to Disney

    Cottage in Kissimmee
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 22 reviews
    Absolutely loved the cleanliness, beautiful decor and lovely swimming pool. The entire house was immaculate, well cared for and the children's rooms are so cosy and magical. The company are very responsive and the resort itself is brilliant with its waterslides, pool and outside bar.
    Guest review by
    Alice
    Family with young children

  • Welcome to Villa Azul, your home away from home!

    Cottage in Kissimmee
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 36 reviews
    cozy and comfortable house. It was exactly what we needed for our trip with 4 adults and 3 children. We found the items we needed in the kitchen and pool towels in the laundry room.
    Guest review by
    Lílian
    Family with young children

  • Gorgeous 7BR Villa w Pool Games Resort Access

    Cottage in Kissimmee
    Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 10 reviews
    Big lodge with lots of room
    Guest review by
    Sharon
    Family with young children

  • 6BR Luxury Home with Private Pool and BBQ

    Cottage in Kissimmee
    Scored out of 10, guest rating 8.3
    Very Good - What previous guests thought, 29 reviews
    Nothing that house really needs a deep deep cleaning there's no way someone rated that house a 9.2 unless that's how they live! Filthy! The blinds wldnt completely open, chipped paint on the walls. Clocks don't work cabinets fithly, fans dusty. Smelled like stale cigarettes.
    Guest review by
    laken
    Family with young children

  • Family Friendly Disney Villa (4 Miles from Disney)

    Cottage in Kissimmee
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 13 reviews
    The property had everything you needed to make your stay comfortable. It was immaculately clean and the air conditioning worked like a dream. The beds so comfortable and cosy. The pool was clean and well presented. Games room had ice hockey, pool table.
    Guest review by
    Terry
    Family with young children

Research, refine, and make plans for your whole trip

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Cottages in Orlando

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Hotels in Downtown Kissimmee

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Hotels in Kissimmee

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