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The best cottages in Kissimmee

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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Situated in Kissimmee, 12 km from Disney's Animal Kingdom and 13 km from Disney's Blizzard Beach Water Park, Enjoy a Cozy 3 BR/Clubhouse/Near Disney and more offers air conditioning. The property is around 14 km from Disney's Boardwalk, 14 km from Disney's Hollywood Studios and 15 km from Walt Disney World. The property is non-smoking and is located 13 km from ESPN Wide World of Sports.

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9
Wonderful
7 reviews
Price from
$112.50
per night

Located 20 km from SeaWorld's Discovery Cove, 20 km from SeaWorld Orlando and 23 km from Orange County Convention Center, Modern 3BR Farmhouse Near Attractions Parks & More offers accommodation situated in Kissimmee. The air-conditioned accommodation is 10 km from Gatorland, and guests can benefit from on-site private parking and complimentary WiFi. The property is non-smoking and is set 18 km from Florida Mall.

The host is very reactive & kind. We loved the house and it was very comfortable.

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9.2
Wonderful
5 reviews
Price from
$152.10
per night

Featuring air-conditioned accommodation with a private pool, NEW to Market 5 Bed - Storey Lake Retreat is set in Kissimmee. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is situated 13 km from Disney Springs.

The house was clean, spacious, and in a great location. The host was timely with communication and very helpful and accommodating. We would definitely recommend this property.

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9.2
Wonderful
6 reviews
Price from
$156
per night

Featuring air-conditioned accommodation with a private pool, 8960 Cat Palm Road is set in Kissimmee. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is located 13 km from Disney's Animal Kingdom.

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10
Exceptional
6 reviews
Price from
$142.50
per night

Boasting accommodation with a private pool, Beautiful 5bedroom house close to Disney 8943 is situated in Kissimmee. The property is located 20 km from Disney's Blizzard Beach Water Park, 21 km from ESPN Wide World of Sports and 22 km from Disney's Boardwalk. Disney's Animal Kingdom is 23 km away and Disney Springs is 26 km from the holiday home.

The house was beautiful and very comfortable. The heated pool was a plus

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9.8
Exceptional
5 reviews
Price from
$140
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

The spacious holiday home is located on the ground floor and has 4 bedrooms, a flat-screen TV with streaming services and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. Towels and bed linen are offered in the holiday home. There is also a seating area and a fireplace.

The hom3 was beautiful and very clean, lots to do , and very comfortable. It had lots of fun things to do. LOTS OF games in the home to play with. Housekeeper did a wonderful job. Definitely will be back again .

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9.8
Exceptional
5 reviews
Price from
$193.59
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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9.8
Exceptional
9 reviews
Price from
$144
per night

Situated in Kissimmee, Stunning Family Retreat with Pool, Hot Tub, Patio, King Bed features accommodation with private pool, free WiFi and free private parking for guests who drive. This holiday home provides accommodation with a patio. The property is non-smoking and is located 13 km from Gatorland.

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10
Exceptional
5 reviews
Price from
$187.54
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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9.8
Exceptional
10 reviews
Price from
$147.01
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!

  • Enjoy a Cozy 3 BR/Clubhouse/Near Disney and more
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 7 reviews

    Enjoy a Cozy 3 BR/Clubhouse/Near Disney and more offers accommodations in Kissimmee, 7.8 miles from Disney's Blizzard Beach Water Park and 8.2 miles from Disney's Wide World of Sports.

    Cerca de los lugares de distracción, muy limpio y ordenado todo.

  • NEW to Market 5 Bed - Storey Lake Retreat
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 6 reviews

    NEW to Market 5 Bed - Storey Lake Retreat offers accommodations in Kissimmee, 8.2 miles from Disney Springs and 8.2 miles from Gatorland.

  • Beautiful 5bedroom house close to Disney 8943
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Beautiful 5bedroom house close to Disney 8943 is located in Kissimmee, just 12 miles from Disney's Blizzard Beach Water Park and 13 miles from Disney's Wide World of Sports.

    The house was beautiful and very comfortable. The heated pool was a plus

  • 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.

  • Luxury Modern Pool House close to theme parks.
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Luxury Modern Pool House close to theme parks. Offers accommodations in Kissimmee, 11 miles from Disney's Animal Kingdom and 12 miles from Disney's Blizzard Beach Water Park.

  • Luxurious Farm Style House
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 9 reviews

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

  • Stunning Family Retreat with Pool, Hot Tub, Patio, King Bed
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Stunning Family Retreat with Pool, Hot Tub, Patio, King Bed offers accommodations in Kissimmee, 8.3 miles from Gatorland and 10 miles from Disney's Wide World of Sports.

  • Amazing Villas 20 minutes away from Disney!
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 10 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.

These cottages in Kissimmee have options with FREE cancellation

  • Modern 3BR Farmhouse Near Attractions Parks & More
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 5 reviews

    Modern 3BR Farmhouse Near Attractions Parks & More is located in Kissimmee, just 5.9 miles from Gatorland and 11 miles from Florida Mall. This vacation home offers free private parking and free Wifi.

  • 8960 Cat Palm Road
    Free cancellation options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 6 reviews

    8960 Cat Palm Road offers accommodations in Kissimmee, 8 miles from Disney's Animal Kingdom and 8.6 miles from Disney's Blizzard Beach Water Park.

  • 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.

  • 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.

  • Renovated Entire Close 2 Disney
    Free cancellation options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 31 reviews

    Renovated Entire 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!

  • Villas at Seven Dwarfs Resort - Near to Disney
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 30 reviews

    Villas at Seven Dwarfs Resort - Near to Disney is a recently renovated villa in Kissimmee where guests can make the most of the open-air bath and garden.

    Sehr schöne Lage, super Pool, Attraktionen gut zu erreichen

  • Renovated 3 Br home near all main attractions
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 8 reviews

    Renovated 3 Br home near all main attractions is located in Kissimmee, just 11 miles from Gatorland and 12 miles from Disney's Wide World of Sports.

    Great value! Quick reply from owners. Clean, super cute place.

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

  • Luxury 5BD/5BH Home With Pool/BBQ Disney Universal
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 9 reviews

    9.4 miles from Disney's Animal Kingdom in Kissimmee, Luxury 5BD/5BH Home With Pool/BBQ Disney Universal provides accommodations with access to spa facilities and fitness room.

    The house was beautiful, clean and very spacious me and my family loved it. Highly recommend

  • Amazing 5 Bedrooms Home With Pool/BBQ Near Disney
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 6 reviews

    10 miles from Disney's Animal Kingdom in Kissimmee, Amazing 5 Bedrooms Home With Pool/BBQ Near Disney features accommodations with access to spa facilities and fitness center.

    The villa is amazing and ideal proximity to Disney. The communications prior to our visit really set my mind at rest.

  • Townhome wPrivate Pool & FREE on-site Water Park
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 9 reviews

    Townhome wPrivate Pool & FREE on-site Water Park is located in Kissimmee, just 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

    I liked the vibe of the area and the place. My daughter loved the little pool outside. Place was huge and perfect for big families.

  • Lovin Life
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 13 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.

  • Luxury Champions Gate Condo-Disney Firework Views!
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 17 reviews

    Luxury Champions Gate Condo-Disney Firework Views! offers accommodations in Kissimmee, 12 miles from Disney's Blizzard Beach Water Park and 12 miles from Disney's Wide World of Sports.

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

  • Vacation Home with Private Pool near Disney World
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 10 reviews

    Vacation Home with Private Pool near Disney World is a recently renovated vacation home in Kissimmee where guests can make the most of its outdoor swimming pool, garden, and bar.

  • 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

  • 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.

FAQ about cottages in Kissimmee







Cottages That Guests Love in Kissimmee

  • 7.3
    Scored 7.3
    Good
    Rated good
     · 4 reviews
    Location was good, nice home , home was clean , was able to stay 2 hrs longer on day we left . love the pool and hot tub.
    LISA
    Solo traveler
  • 7.9
    Scored 7.9
    Good
    Rated good
     · 15 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
     · 1,764 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
     · 5 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: $100.82
    7.3
    Scored 7.3
    Good
    Rated good
     · 908 reviews
    The hot tub in the game room
    Jason
    Family with young children
  • Avg. price/night: $226.52
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 928 reviews
    Big apartment with cozy bad and pillows near all the parks e several outlets.
    Thiago
    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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