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The 10 Best Cottages in Kissimmee, USA

Check out our selection of great cottages in Kissimmee

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

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The spacious holiday home features 4 bedrooms, a flat-screen TV with streaming services, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hot tub. The air-conditioned unit at the property features a bidet and a dressing room. The holiday home offers bed linen, towels and laundry service.

Everything was super clean. It was an easy check in and check out.

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9.4
Wonderful
5 reviews
Price from
$114
per night

Boasting a spa bath, Theme Park Gateway! is situated in Kissimmee. This property offers access to a balcony, free private parking and free WiFi. The holiday home has an outdoor swimming pool with a fence, as well as a hot tub and full-day security.

The property was clean and very well kept. The pool was on the small side , but it was never too crowded. Our townhouse was immaculate and very comfortable. We had a great stay.

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9.3
Wonderful
7 reviews
Price from
$137.70
per night

Boasting air-conditioned accommodation with a private pool, Luxurious Farm Style House is set in Kissimmee. This property offers access to a terrace, tennis at the tennis court, free private parking and free WiFi. The property is non-smoking and is located 16 km from Gatorland.

ABSOLUTELY EVERYTHING!!! IT WAS EXTREMELY CLEAN. EVERY ROOM WAS BEAUTIFULLY DECORATED. THE BEDS WERE COMFORTABLE. THE VIEW ON THE BACK SUNROOM WAS SO PEACEFUL AND RELAXING. COMMUNICATION WAS ON POINT FROM THE TIME I BOOKED UNTIL I CHECKED OUT!!! EVERY DETAIL WAS LAID OUT THE OWNER DIDN'T SKIP A BEAT. WILL 200% BOOK THE HOME AGAIN!!

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9.7
Exceptional
7 reviews
Price from
$144
per night

Set in Kissimmee in the Florida region, Amazing Villas 20 minutes away from Disney! has a terrace. Guests may go for a swim in the private pool. The villa offers rooms with air conditioning, free private parking and free WiFi.

I loved the house we stayed in. It was a very lovely place. We didn't get to check out the main area because of the time we got back from doing things.

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9.9
Exceptional
7 reviews
Price from
$147.01
per night

Located in Kissimmee in the Florida region, Stunning Townhouses 5 Minutes away Disney! has a terrace. Guests can go for a swim in the private pool. The holiday home provides rooms with air conditioning, free private parking and free WiFi.

Great location and the layout of the place worked for out family!! Having the pool was awesome!!

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9.3
Wonderful
39 reviews
Price from
$114.34
per night

Featuring air-conditioned accommodation with a private pool, Candy Palm 8885 Water View Townhouse, Sleeps 12 is set in Kissimmee. It is situated 14 km from Disney's Blizzard Beach Water Park and offers a 24-hour front desk. The property is non-smoking and is located 13 km from Disney's Animal Kingdom.

great property extremely beautiful would defiantly recommend to others the community center was nice loved everything about it

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9.3
Wonderful
6 reviews
Price from
$84.50
per night

Located in Kissimmee, New Home Close To Disney Bliss! provides accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 12 km from Disney's Animal Kingdom. The accommodation features a 24-hour front desk and full-day security for guests.

The property had everything we needed and very well maintained, beautiful area, very safe and close to everything.

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9.8
Exceptional
11 reviews
Price from
$93.12
per night

Featuring air-conditioned accommodation with a private pool, Charming 9BR Villa w Theme & Game Rooms by Disney is located in Kissimmee. Both free WiFi and parking on-site are available at the villa free of charge. The property is non-smoking and is set 20 km from Disney's Blizzard Beach Water Park.

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9.6
Exceptional
5 reviews
Price from
$215
per night

Set in Kissimmee, 5 mins from Disney, Family Friendly Townhome offers accommodation with private pool, free WiFi and free private parking for guests who drive. The air-conditioned accommodation is 9.3 km from ESPN Wide World of Sports. The property is non-smoking and is located 10 km from Disney Springs.

There was coffee we could make as soon as we got in and the home was already cooled. The house is exactly as advertised. A perfect home away from home.

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9.6
Exceptional
5 reviews
Price from
$76.50
per night

Set in Kissimmee, 12 km from Gatorland and 14 km from ESPN Wide World of Sports, 1061 Lake Berkley 4 Bed with Pool&Spa offers spacious air-conditioned accommodation with a patio and free WiFi. This property offers a private pool and free private parking. Disney's Hollywood Studios is 14 km from the holiday home and Disney's Blizzard Beach Water Park is 15 km away.

Location was perfect for the event we went to and house was in a great gated community. Will definitely try to rent next year again.

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9
Wonderful
7 reviews
Price from
$121.88
per night

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.
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Most booked cottages in Kissimmee this month

Enjoy breakfast in Kissimmee!

  • Beautiful, home in a gated community
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews

    Beautiful, home in a gated community offers accommodations in Kissimmee, 7 miles from Gatorland and 14 miles from Florida Mall.

    Had all amenities needed and was clean. The just was outstanding.

  • Theme Park Gateway!
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 7 reviews

    Theme Park Gateway! is located in Kissimmee, just 7.6 miles from Disney's Blizzard Beach Water Park and 7.7 miles from Disney's Animal Kingdom.

    Dům má tři ložnice, mohli jsme se večer dívat i na Netflix, v areálu je bazén a vířivka. V domě najdete vše potřebné.

  • Luxurious Farm Style House
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 reviews

    Offering a tennis court, Luxurious Farm Style House provides accommodations in Kissimmee. This property offers access to a terrace and free private parking.

  • Amazing Villas 20 minutes away from Disney!
    9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 7 reviews

    Amazing Villas 20 minutes away from Disney! enjoys a location in Kissimmee, 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

  • Stunning Townhouses 5 Minutes away Disney!
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 39 reviews

    Stunning Townhouses 5 Minutes away Disney! enjoys a location in Kissimmee, 8.2 miles from Disney Springs and 8.2 miles from Gatorland.

    Pessoal respondeu prontamente as minhas perguntas.

  • Candy Palm 8885 Water View Townhouse, Sleeps 12
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 6 reviews

    Candy Palm 8885 Water View Townhouse, Sleeps 12 is located in Kissimmee, just 8.7 miles from Disney's Blizzard Beach Water Park and 9.1 miles from Disney's Wide World of Sports.

    Amplio, cómodo, la piscina super familiar para relajarse

  • Charming 9BR Villa w Theme & Game Rooms by Disney
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Charming 9BR Villa w Theme & Game Rooms by Disney offers accommodations in Kissimmee, 12 miles from Disney's Blizzard Beach Water Park and 13 miles from Disney's Wide World of Sports.

  • 5 mins from Disney, Family Friendly Townhome
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    5 mins from Disney, Family Friendly Townhome offers accommodations in Kissimmee, 5.8 miles from Disney's Wide World of Sports and 5.9 miles from Disney Springs.

These cottages in Kissimmee have options with FREE cancellation

  • Amore's luxurious 4 bedroom home.
    Free cancellation options available
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    20 miles from Gatorland in Kissimmee, Amore's luxurious 4 bedroom home. Offers accommodations with access to a hot tub. This property offers access to a terrace and free private parking.

  • Champions Family Home - Near Disney
    Free cancellation options available
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 6 reviews

    Providing a terrace, Champions Family Home - Near Disney offers accommodations in Kissimmee. This property offers a private pool and free private parking.

  • Moradda Lake View Home with a Private Pool 491
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 10 reviews

    Moradda Lake View Home with a Private Pool 491 is located in Kissimmee, just 7.6 miles from Gatorland and 8.9 miles from Disney's Wide World of Sports.

  • Renovated Entire House Heated Pool Close 2 Disney
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 28 reviews

    Renovated Entire House Heated Pool Close 2 Disney is a recently renovated vacation home in Kissimmee where guests can make the most of its outdoor swimming pool, garden, and barbecue facilities.

    Loved the location, the pool was great! Very nice house!

  • Modern Four Bedrooms Townhouse Retreat Close to Disney and Outlets at Le Reve Resort (214821)
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    7 miles from Gatorland in Kissimmee, Modern Four Bedrooms Townhouse Retreat Close to Disney and Outlets at Le Reve Resort (214821) offers accommodations with access to a fitness center.

  • Beautiful Four Bedrooms Townhouse with Splash Pool at Le Reve Resort (211521)
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 11 reviews

    6.9 miles from Gatorland in Kissimmee, Beautiful Four Bedrooms Townhouse with Splash Pool at Le Reve Resort (211521) features accommodations with access to a fitness center.

    Sehr gepflegt, modern und außergewöhnlich! Check In und Check Out unkompliziert!

  • Charming Four Bedrooms Townhome at Compass Bay Resort 3213
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 10 reviews

    Featuring an outdoor swimming pool, Charming Four Bedrooms Townhome at Compass Bay Resort 3213 features accommodations in Kissimmee.

    OTIMA LOCALIZAÇÀO...Wall Mart - Supermercado - muito próximo.

  • Lovin Life
    Free cancellation options available
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 12 reviews

    Lovin Life offers accommodations in Kissimmee, 7.2 miles from Disney's Animal Kingdom and 7.8 miles from Disney's Blizzard Beach Water Park.

Traveling by car? These cottages in Kissimmee offer free parking!

  • New Home Close To Disney Bliss!
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 11 reviews

    7.2 miles from Disney's Animal Kingdom in Kissimmee, New Home Close To Disney Bliss! features accommodations with access to a fitness center and public bath.

    Prima verblijf! alles was keurig en netjes. We komen heel graag weer een keer terug. Bedankt voor alle goede zorg

  • The Fountains Of Relaxation!
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews

    The Fountains Of Relaxation! offers accommodations in Kissimmee, 10 miles from Disney's Boardwalk and 10 miles from Disney's Hollywood Studios.

  • Charming Townhouse with 2 King Suites & Amazing Pool only 10 Mins to Disney
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 24 reviews

    Charming Townhouse with 2 King Suites & Amazing Pool only 10 Mins to Disney is a recently renovated vacation home in Kissimmee where guests can make the most of its infinity pool, fitness center, and...

    Everything it was amazing I hated leaving , the kids loved it

  • Breeze Vacation Townhome at Lake Berkley Resort (1065)
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 21 reviews

    Breeze Vacation Townhome at Lake Berkley Resort (1065) is located in Kissimmee, just 8.9 miles from Disney's Hollywood Studios and 9.1 miles from Disney's Blizzard Beach Water Park.

    Me gustó más el cuarto con vista al lago, la sala y cocina

  • Cozy Three Bedrooms Townhome at Lake Berkley Resort (1123)
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 27 reviews

    Cozy Three Bedrooms Townhome at Lake Berkley Resort (1123) is located in Kissimmee, just 7.6 miles from Gatorland and 8.7 miles from Disney's Wide World of Sports.

    que al llamar me asistieron inmediatamente con amabilidad y cordialidad

  • Premium Villa at Champions Gate
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 9 reviews

    10 miles from Disney's Wide World of Sports in Kissimmee, Premium Villa at Champions Gate features accommodations with access to a fitness center.

    The location is great and Alphonso was super responsive.

  • Beautiful Villa at Champions Gate
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 11 reviews

    9.3 miles from Disney's Blizzard Beach Water Park in Kissimmee, Beautiful Villa at Champions Gate offers accommodations with access to a sauna, hot tub, and fitness room.

    House was available fast, the host was very attentive and great!

  • Awesome Four Bedrooms Townhouse with Pool at Champions Gate Resort 0432
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 12 reviews

    12 miles from Disney's Blizzard Beach Water Park in Kissimmee, Awesome Four Bedrooms Townhouse with Pool at Champions Gate Resort 0432 features accommodations with access to a fitness center.

    This property was amazing, they have everything you could possibly need

FAQ about cottages in Kissimmee







Cottages That Guests Love in Kissimmee

  • 7.6
    Scored 7.6
    Good
    Rated good
     · 13 reviews
    The villa was amazing with everything we needed to make our stay so enjoyable. The passcode access is a great idea which made it so easy when the family are coming and going from the villa. The facilities are excellent in terms of the pools and hot tubs. The proximity to disney was perfect. Great communication from the hosts prior to arrival.will definitely be returning.
    Simon
    Family with young children
  • 8.5
    Scored 8.5
    Very Good
    Rated very good
     · 1,697 reviews
    Great price, nice to stay near the pool a day or two. Warm pool, was decent to swim in, even evening time. Hot tub great.
    Ola
    Family with young children
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review
    Great location for Disney, Plenty of rooms and space to relax. Enjoyed the games room, pool and hot tub. Located in a beautiful quiet community.
    Aidan
    Family with young children
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 2 reviews
    Great location. 15min drive to Disney World and other theme parks. Plenty of restaurants and shopping places within 5min drive. Resort pool area very nice, not for Olympic swimmers but good with kids. Hot tub also nice. Fitness room small but well equipped (treadmills, cross-trainer and "multi-gym" device). Apartment itself very spacious and in very good condition.
    Miika
    Solo traveler
  • 5.7
    Scored 5.7
    Above average
    Rated okay
     · 4 reviews
    Close proximity to Disney World theme parks. Hot tub and pool!
    Paul Norton
    Family with young children
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 4 reviews
    The house was very nice and clean. House owner answers quickly if you have any questions. Will absolutely rent again. Quiet and cozy neighbourhood close to shops and restaurants. Very happy with everything.
    Deilkås
    Family with young children
  • Avg. price/night: $97.10
    7.3
    Scored 7.3
    Good
    Rated good
     · 948 reviews
    The hot tub in the game room
    Jason
    Family with young children
  • Avg. price/night: $189.30
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 940 reviews
    Big apartment with cozy bad and pillows near all the parks e several outlets.
    Thiago
    Family with young children
  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 4 reviews
    The place has all we need, well organised, clean and very warm and cozy. We simply loved it
    Alexsandro
    Family with young children
  • 8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 23 reviews
    The apartment was spacious and cozy. Everything needed was found in the apartment. The pool area was nice. There was also a Finnish sauna that we tried! There was also a gym and billiard table. The area was very peaceful and there was no disturbance from other people. All services were really close. Walmart, for example, was only a couple of miles away. The owner was really helpful, we got good service.
    Katjabj
    Travelers with friends

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