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The 10 Best Cottages in Kissimmee, USA

Check out our pick of great cottages in Kissimmee

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Superb: 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
Superb
5 reviews
Price from
£198
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
Superb
6 reviews
Price from
£320
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
Superb
7 reviews
Price from
£199
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
£203
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
£225
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
Superb
45 reviews
Price from
£195
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
£235
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
£297
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
£240
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
Superb
7 reviews
Price from
£316
per night

Looking for a cottage?

Cottages are perfect for travellers who enjoy feeling cosy and independent in the countryside. Usually small, traditionally built houses, cottages spread across one or two floors, making them great for families, or holidays 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
    Superb
    Rated superb
     · 5 reviews

    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.

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

    Featuring air-conditioned accommodation with a private pool, NEW to Market 5 Bed - Storey Lake Retreat is set in Kissimmee.

  • Theme Park Gateway!
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 7 reviews

    Boasting a spa bath, Theme Park Gateway! is situated in Kissimmee. This property offers access to a balcony, free private parking and free WiFi.

    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

    Boasting air-conditioned accommodation with a private pool, Luxurious Farm Style House is set in Kissimmee.

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

    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.

  • Stunning Townhouses 5 Minutes away Disney!
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 45 reviews

    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.

    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

    Featuring air-conditioned accommodation with a private pool, Charming 9BR Villa w Theme & Game Rooms by Disney is located in Kissimmee.

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

    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.

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

    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.

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

    Set in Kissimmee in the Florida region and Disney Springs reachable within 12 km, Cozy Oasis near Disney! 4 bedroom 3 bath Townhouse!

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

  • LARGE Villa, Private PoolGAME ROOMMovie Theater
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 15 reviews

    Boasting air-conditioned accommodation with a private pool, LARGE Villa, Private PoolGAME ROOMMovie Theater is set in Kissimmee. Guests can benefit from a patio and a children's playground.

  • 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 centre.

    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
    Fabulous
    Rated fabulous
     · 6 reviews

    Located in Kissimmee, Beautiful, home in a gated community provides accommodation with private pool, free WiFi and free private parking for guests who drive.

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

  • Lovin Life
    Free cancellation options available
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 13 reviews

    Lovin Life is set in the West Kissimmee district of Kissimmee, 12 km from Disney's Animal Kingdom, 13 km from Disney's Blizzard Beach Water Park and 13 km from ESPN Wide World of Sports.

  • Premium Villa at Champions Gate
    Free cancellation options available
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 9 reviews

    Featuring a year-round outdoor pool, a hot tub and a fitness centre, Premium Villa at Champions Gate is located in Kissimmee, 15 km from Disney's Blizzard Beach Water Park and 16 km from ESPN Wide...

    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

    Boasting a year-round outdoor pool, a sauna and a hot tub, Beautiful Villa at Champions Gate is situated in Kissimmee, 15 km from Disney's Blizzard Beach Water Park and 16 km from ESPN Wide World of...

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

Travelling 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

    Located in Kissimmee, New Home Close To Disney Bliss! provides accommodation with private pool, free WiFi and free private parking for guests who drive.

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

  • The Fountains Of Relaxation!
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Set 17 km from Disney's Boardwalk, 17 km from Disney's Hollywood Studios and 17 km from Walt Disney World, The Fountains Of Relaxation! provides accommodation situated in Kissimmee.

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

    Boasting air-conditioned accommodation with a private pool, Private Villa wPool, BBQ, FREE Water Park Access is situated in Kissimmee.

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

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

    Featuring air-conditioned accommodation with a private pool, Townhome with Private Pool, BBQ & FREE Waterpark is located in Kissimmee.

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

  • Private Pool Themed Bedrooms FREE Waterpark
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 7 reviews

    Located in Kissimmee, 20 km from Disney's Blizzard Beach Water Park and 20 km from ESPN Wide World of Sports, Private Pool Themed Bedrooms FREE Waterpark provides spacious air-conditioned...

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

    Boasting air-conditioned accommodation with a private pool, Townhome Splash Pool BBQ FREE Water Park is situated in Kissimmee.

    Cocina super completa. Una casa muy cómoda y acogedora.

  • Beautiful Townhome wPrivate Pool 7 mi to Disney
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 10 reviews

    Featuring air-conditioned accommodation with a private pool, Beautiful Townhome wPrivate Pool 7 mi to Disney is located in Kissimmee.

    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
    Fabulous
    Rated fabulous
     · 8 reviews

    Boasting air-conditioned accommodation with a private pool, Beautiful Modern Home wPrivate Pool Near WDW is situated in Kissimmee.

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: £77.73
    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
    Superb
    Rated superb
     · 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
    Fabulous
    Rated fabulous
     · 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
    People 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: £80.46
    7.7
    Scored 7.7
    Good
    Rated good
     · 2,616 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: £81.51
    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
    Fabulous
    Rated fabulous
     · 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: £72.65
    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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