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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+
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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 holiday home also provides 3 bathrooms with a bidet and a bath. A dressing room and laundry service is also available.

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

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9.4
Wonderful
5 reviews
Price from
$100.89
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.

Condo was everything you could ask for. Check-in and out were easy, and owners were easy to access. Very clean and everything you needed for a perfect stay. The pool was very nice.

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9.4
Wonderful
5 reviews
Price from
$153
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
6 reviews
Price from
$139.50
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 for WDW parks. Located in a clean and safe community.

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9.3
Wonderful
29 reviews
Price from
$125.23
per night

Situated 20 km from Disney's Blizzard Beach Water Park, Luxury Townhouses 18 Minutes away from Disney! offers accommodation with a terrace. This holiday home also features a private pool. The holiday home features rooms with air conditioning, free private parking and free WiFi.

Very nice townhouse with capacity for up to 10 people everything was clean we really have not complaint about the property but it was hard to find it due to new construction side blocking the entrance suggested by the GPS we literally have to figure out how to get to the house we finally did after driving around for over 30 minutes called the number on the reservation but went straight to voicemail she did reply to my messages but after we found the house 🙃

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9
Wonderful
15 reviews
Price from
$119.79
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
10 reviews
Price from
$97.05
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
$162.50
per night

Featuring air-conditioned accommodation with a private pool, 201 Hideaway beach 4 beds - pool&spa is set in Kissimmee. This property offers access to a patio, table tennis, free private parking and free WiFi. The property is non-smoking and is located 13 km from Gatorland.

Everything we needed was there.

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9.8
Exceptional
5 reviews
Price from
$175
per night

Featuring a spa bath, Amore's luxurious 4 bedroom home. Is located in Kissimmee. This property offers access to a terrace, free private parking and free WiFi. The holiday home features a hot tub and private check-in and check-out.

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9.8
Exceptional
5 reviews
Price from
$199.50
per night

The spacious holiday home comes with 4 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a patio with inner courtyard views. Guests can take in the ambience of the surroundings from an outdoor dining area or keep themselves warm by the fireplace on colder days. For added privacy, the accommodation features a private entrance.

Very Creative inside! A lot of work went in decorating! No need to go to Universal Studios if you stay here! Very clean. Very quick to reply if needed! Loved the kitchen! Frig made lots of ice! Air conditioning worked great

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9
Wonderful
7 reviews
Price from
$171.60
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
    Breakfast options

    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.

    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews
  • Theme Park Gateway!
    Breakfast options

    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.

    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews
  • Luxurious Farm Style House
    Breakfast options

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

    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews
  • Stunning Townhouses 5 Minutes away Disney!
    Breakfast options

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

    Es un conjunto nuevo y es difícil de en encontrar con Google maps

    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 29 reviews
  • Luxury Townhouses 18 Minutes away from Disney!
    Breakfast options

    Luxury Townhouses 18 Minutes away from Disney! offers accommodations in Kissimmee, 12 miles from Disney's Blizzard Beach Water Park and 13 miles from Disney's Wide World of Sports.

    Cleanliness. Comfortable beds. Plenty of utensils.

    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 15 reviews
  • New Home Close To Disney Bliss!
    Breakfast options

    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

    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 10 reviews
  • 1061 Lake Berkley 4 Bed with Pool&Spa
    Breakfast options

    1061 Lake Berkley 4 Bed with Pool&Spa offers accommodations in Kissimmee, 7.6 miles from Gatorland and 8.7 miles from Disney's Wide World of Sports.

    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 7 reviews
  • 201 Hideaway beach 4 beds - pool&spa
    Breakfast options

    Offering an outdoor swimming pool, 201 Hideaway beach 4 beds - pool&spa features accommodations in Kissimmee. This property offers access to table tennis, mini-golf, and free private parking.

    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

These cottages in Kissimmee have options with FREE cancellation

  • Amore's luxurious 4 bedroom home.
    Free cancellation options available

    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.

    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews
  • Moradda Lake View Home with a Private Pool 491
    Free cancellation options available

    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.

    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 10 reviews
  • Gorgeous and New House at Le Reve Resort (214221)
    Free cancellation options available

    7 miles from Gatorland in Kissimmee, Gorgeous and New House at Le Reve Resort (214221) offers accommodations with access to a fitness center.

    The house was spacious and had a nice kitchen. It was nice to have a washer and dryer in the house.

    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 25 reviews
  • Modern Four Bedrooms Townhouse Retreat Close to Disney and Outlets at Le Reve Resort (214821)
    Free cancellation options available

    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.

    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews
  • Beautiful Four Bedrooms Townhouse with Splash Pool at Le Reve Resort (211521)
    Free cancellation options available

    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.

    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 9 reviews
  • Terra Verde Vacation Rentals
    Free cancellation options available

    8.1 miles from Gatorland in Kissimmee, Terra Verde Vacation Rentals features accommodations with access to a fitness center.

    Everything was great.. the house, amenities location, Etc

    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 13 reviews
  • Spacious 3BR near Disney: Magic!
    Free cancellation options available

    Spacious 3BR near Disney: Magic! is located in Kissimmee, just 7.6 miles from Gatorland and 8.7 miles from Disney's Wide World of Sports.

    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 6 reviews
  • Luxury Champions Gate Condo-Disney Firework Views!
    Free cancellation options available

    12 miles from Disney's Blizzard Beach Water Park in Kissimmee, Luxury Champions Gate Condo-Disney Firework Views! features accommodations with access to a hot tub.

    Beautiful place! Loved everything about it very comfortable and clean. Close to everything. Quiet.

    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 15 reviews

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

FAQ about cottages in Kissimmee







Cottages That Guests Love in Kissimmee

  • 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
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 22 reviews
    The condo was comfortable with a nice added touch of the massage chair and we really enjoyed the use of the hot tub as well. Thank you Jan for letting us stay in your condo!
    P
    Pam
    Family with young children
  • Avg. price/night: $95.33
    7.9
    Scored 7.9
    Good
    Rated good
     · 7,626 reviews
    The included breakfast was more than satisfactory. The entryway (front desk) area was decorated nicely for the season. Staff members were always charming. Location was convenient to all major attractions.
    Daniel
    Young couple
  • 9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 18 reviews
    Spacious villa, close to the parks and shops, large pool area for family, south facing, hot tub good after a day at the parks
    jossmcguire
    Family with young children
  • 7.9
    Scored 7.9
    Good
    Rated good
     · 105 reviews
    The first house we booked got flooded, and Cozykey put us into a new house. They kept us up-to-date very well. The house was very spacious, had air conditioning and a swimming pool. Towels and bed linen were provided. Location was within half an hour drive from all theme parks. A five minute drive from shops and restaurants. The Cozykey Team were very obliging to put us up for an extra night after our flight was cancelled. We would definitely recommend Cozykey Accommodation to anyone travelling and looking for accommodation.
    John
    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
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews
    Lovely villa with fantastic location. The private pool and hot tub were great and everything in the house was well provided for. Disney parks are a short 15-20 min drive away and local shops including a Wallmart or Aldi are only a 10 mins drive. The host is very communicative and answered all our questions quickly. The villa was clean and is specified to a very high standard and has everything you need. We loved staying here and would highly recommend.
    Dan
    Solo traveler
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 1 review
    My husband and I were actually in cottage 17. This was our first time staying anywhere that wasn't a hotel! It has a lot of amenities. Everyone was very friendly. It was very quiet. It felt like home. Had everything you needed including a washer and dryer. The only thing it didn't have was a hair dryer!
    Colleen
    Young couple
  • Avg. price/night: $106.69
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 2,964 reviews
    Lovely staff, big room, well appointed with big comfortable bed. Swimming pool, hot tub facilities.
    Mike
    Young couple
  • 7.6
    Scored 7.6
    Good
    Rated good
     · 576 reviews
    The bathroom was clean . Additional towels should have left in cabinets. and appliances were clean. The, kitchen and dining area clean. The second bedroom was also nice and clean. The television were working.
    Cynthia
    Family with young children

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