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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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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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9.2
Wonderful
5 reviews
Price from
$143.10
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

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
45 reviews
Price from
$114.34
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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9.7
Exceptional
12 reviews
Price from
$107.83
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
$203
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
$78.30
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!

  • Enjoy a Cozy 3 BR/Clubhouse/Near Disney and more
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 5 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.

  • 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.

  • 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
     · 45 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.

  • 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.

  • Cozy Oasis near Disney! 4 bedroom 3 bath Townhouse!
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 12 reviews

    Cozy Oasis near Disney! 4 bedroom 3 bath Townhouse! is a recently renovated vacation home in Kissimmee where guests can make the most of its pool with a view, fitness center, and tennis court.

    Excelente, muy cómodo y con todo lo que se necesita para cocinar.

  • LARGE Villa, Private PoolGAME ROOMMovie Theater
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 15 reviews

    LARGE Villa, Private PoolGAME ROOMMovie Theater is located in Kissimmee, just 12 miles from Disney's Blizzard Beach Water Park and 13 miles from Disney's Wide World of Sports.

  • Berkley Lake Townhomes
    Free cancellation options available
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 375 reviews

    Berkley Lake Townhomes Vacation Homes is 10 miles from the Walt Disney World Resort and 17 miles from the Universal Orlando Resort. Guests will enjoy 2 heated outdoor pools and fitness center.

    I loved the house, the environment, and the small community.

  • Beautiful, home in a gated community
    Free cancellation options available
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 6 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.

  • Lovin Life
    Free cancellation options available
    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.

  • Premium Villa at Champions Gate
    Free cancellation options available
    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
    Free cancellation options available
    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!

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

  • New Home Close To Disney Bliss!
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 12 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.

    Comfortabel- compete inrichting - goede communicatie met eigenaar (snel&duidelijk)

  • 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.

  • Private Villa wPool, BBQ,FREE Water Park Access
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 15 reviews

    Private Villa wPool, BBQ, FREE Water Park Access offers accommodations in Kissimmee, 9.5 miles from Disney's Animal Kingdom and 10 miles from Disney's Blizzard Beach Water Park.

    La comodidad de la casa, muy espaciosa La piscina nos encantó

  • Townhome with Private Pool, BBQ & FREE Waterpark
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 26 reviews

    Townhome with Private Pool, BBQ & FREE Waterpark offers accommodations in Kissimmee, 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

    Townhouse was clean and looked great. Had enough room for everyone.

  • Private Pool Themed Bedrooms FREE Waterpark
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 7 reviews

    Private Pool Themed Bedrooms FREE Waterpark is located in Kissimmee, just 12 miles from Disney's Blizzard Beach Water Park and 13 miles from Disney's Wide World of Sports.

  • Townhome Splash Pool BBQ FREE Water Park
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 15 reviews

    Townhome Splash Pool BBQ FREE Water Park is located in Kissimmee, just 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

    Cocina super completa. Una casa muy cómoda y acogedora.

  • Beautiful Townhome wPrivate Pool 7 mi to Disney
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 10 reviews

    Beautiful Townhome wPrivate Pool 7 mi to Disney offers accommodations in Kissimmee, 10 miles from Disney's Animal Kingdom and 11 miles from Disney's Blizzard Beach Water Park.

    the property was very clean and had a lot of supplies that were useful to me.

  • Beautiful Modern Home wPrivate Pool Near WDW
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 8 reviews

    Beautiful Modern Home wPrivate Pool Near WDW offers accommodations in Kissimmee, 6.1 miles from Disney Springs and 6.2 miles from Disney's Wide World of Sports.

FAQ about cottages in Kissimmee







Cottages That Guests Love in Kissimmee

  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 25 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
  • 8.4
    Scored 8.4
    Very Good
    Rated very good
     · 309 reviews
    The pool and hot tub were fantastic, the security staff at the gates were very helpful. The atmosphere of the area was fantastic. All the units are beautifully presented.
    Michelle
    Family with young children
  • Avg. price/night: $81.84
    7.9
    Scored 7.9
    Good
    Rated good
     · 7,825 reviews
    The Christmas decorations are so pretty...the shiny sparkly foyer the comfy beds. The great breakfast and charming staff.
    naylor
    Young couple
  • 9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 33 reviews
    The size and beauty of the villa is amazing and provides great value for money. Lots of items were provided for our comfort. Loved the starter kit. Grateful to be able to pay $20 for late check out due to our late flight. Children loved the splash pad and entire family loved the pools, hot tubs, hammocks and restaurant.
    Nadine
    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
  • 8.2
    Scored 8.2
    Very Good
    Rated very good
     · 2,236 reviews
    Nothing your pictures on booking look nothing like the actual 3 bedroom accommodations. In extremely poor conditions worn cabinets, bathtubs not draining, dirty carpet my list goes on.
    Nancy
    Family with young children
  • Avg. price/night: $101
    7.7
    Scored 7.7
    Good
    Rated good
     · 2,615 reviews
    The suite was great because for a 5 nights stay, it was great to have a living room and kitchenette separate of the bedroom. The facilities were great with multiple pools and a hot tub. It was nice having a bar on site and the free parking was a perk. It was only about 15 mins to Disney. The staff were friendly and the grounds were clean.
    Shaunna
    Family with young children
  • Avg. price/night: $102.32
    8.5
    Scored 8.5
    Very Good
    Rated very good
     · 2,958 reviews
    Very clean for the age of the building. Plenty of space in the room since we are familiar with cabins on a cruiseship.
    Jeff
    Young couple
  • 8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 468 reviews
    We love the warmth of the two pools. Hot tub is great. Accommodations are spacious and have everything needed in the kitchens.
    Rheal
    Young couple
  • Avg. price/night: $91.20
    8.3
    Scored 8.3
    Very Good
    Rated very good
     · 1,569 reviews
    This is our second stay at this motel. The room was clean and beds were comfortable and it was an excellent value. The older building has been updated with fresh paint, laminate or vinyl flooring, new fixtures and cabinetry. Nothing fancy but very budget friendly. Breakfast was included but we didn't check it out.
    Christine
    Family with young children

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