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The 10 Best Vacation Rentals in Kissimmee, USA

Check out our selection of great vacation rentals 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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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
41 reviews
Price from
$114.34
per night

Featuring a year-round outdoor pool, a hot tub and a fitness room, Mickey's Whimsical Wonderland is situated in Kissimmee, 10 km from Disney's Animal Kingdom and 11 km from Disney's Blizzard Beach Water Park. It is located 11 km from ESPN Wide World of Sports and features full-day security. There is a sun terrace and guests can make use of free WiFi and free private parking.

Location, clean appartment, great value for the price

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9.2
Wonderful
5 reviews
Price from
$109.80
per night

The holiday home is fitted with 5 bedrooms, 4 bathrooms, bed linen, towels, a TV with satellite channels, a dining area, a fully equipped kitchen, and a balcony with sea views.

ESPN Wide World of Sports is 15 km from the holiday home, while Disney's Boardwalk is 15 km away. The nearest airport is Orlando International Airport, 39 km from Candy Palm 8885 Water View Townhouse, Sleeps 12.

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

The spacious holiday home features 3 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a bath. Towels and bed linen are provided in the holiday home. The accommodation is non-smoking.

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

The 4-bedroom holiday home is fitted with a living room with a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, and 4 bathrooms with a hair dryer. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation features a private entrance.

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
$80.10
per night

Located in Kissimmee, Private house Kissimmee/Orlando provides accommodation with private pool, free WiFi and free private parking for guests who drive. With pool views, this accommodation features a patio. The property is non-smoking and is situated 13 km from Gatorland.

Nice and quiet neighborhood. Beautiful house. The indoor pool

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10
Exceptional
8 reviews
Price from
$213.40
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

The spacious villa is located on the ground floor and is fitted with 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 featured in the villa. For added privacy, the accommodation features a private entrance.

Everything we needed was there.

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9.8
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. 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

Most booked vacation rentals in Kissimmee this month

Enjoy breakfast in Kissimmee!

  • Royal 1
    Breakfast options
    5.5
    Scored 5.5
    Average
    Rated fair
     · 4 reviews

    Featuring a garden, Royal 1 offers accommodations in Kissimmee. This property offers access to a terrace and free private parking.

  • Stunning Townhouses 5 Minutes away Disney!
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 41 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.

  • Mickey's Whimsical Wonderland
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 5 reviews

    6 miles from Disney's Animal Kingdom in Kissimmee, Mickey's Whimsical Wonderland provides accommodations with access to a fitness room. Guests can benefit from a balcony and a children's playground.

  • 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.

  • Private house Kissimmee/Orlando
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 8 reviews

    Private house Kissimmee/Orlando offers accommodations in Kissimmee, 7.7 miles from Gatorland and 13 miles from Florida Mall. This property offers a private pool, free Wifi, and free private parking.

  • 1061 Lake Berkley 4 Bed with Pool&Spa
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 7 reviews

    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.

These vacation rentals 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.

  • Renovated Entire House Heated Pool Close 2 Disney
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 29 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!

  • Disney Dream Vacation Home by Disney
    Free cancellation options available
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 12 reviews

    Disney Dream Vacation Home by Disney is located in Kissimmee, just 8.3 miles from Disney Springs and 8.5 miles from Disney's Wide World of Sports.

    Swimming pool Number of bedrooms All facilities are there The owner was helpful

  • !3B2B! Beautiful Lake View! Baby Friendly! FREE WATER PARK! NO Resort Fee! 5 Miles to Disney! Storey Lake 3141 Room#201
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 36 reviews

    !3B2B! Beautiful Lake View! Baby Friendly! FREE WATER PARK! NO Resort Fee! 5 Miles to Disney!

    exactly as advertised. whole buildings and complex looked brand new

  • 3131 Paradox Cir Unit 203
    Free cancellation options available
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 6 reviews

    3131 Paradox Cir Unit 203 offers accommodations in Kissimmee, 6.8 miles from Disney Springs and 6.9 miles from Disney's Wide World of Sports.

  • Updated Condo, 5 mi to Disney, On-site Water Park
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 14 reviews

    Updated Condo, 5 mi to Disney, On-site Water Park offers accommodations in Kissimmee, 6.8 miles from Disney Springs and 6.9 miles from Disney's Wide World of Sports.

    Location is close to theme parks. The unit was clean and beautifully decorated!

  • Terra Verde Vacation Rentals
    Free cancellation options available
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 13 reviews

    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

Highly-rated vacation rentals in Kissimmee

  • 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.

  • Disney Dream with Hot Tub, Pool, Xbox, Games Room, Lakeview, 10 min to Disney, Clubhouse
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 24 reviews

    8.5 miles from Gatorland in Kissimmee, Disney Dream with Hot Tub, Pool, Xbox, Games Room, Lakeview, 10 min to Disney, Clubhouse offers accommodations with access to a fitness room and steam room.

    the space was great and the access to pool and spa

  • Luxury 3BD/2.5BA Near Disney & Attractions
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 11 reviews

    Luxury 3BD/2.5BA Near Disney & Attractions offers accommodations in Kissimmee, 9.1 miles from Disney's Wide World of Sports and 9.3 miles from Disney's Hollywood Studios.

  • Lovin Life
    8.0+ review score
    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.

  • Nice & Cozy - Vacation Home
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 6 reviews

    6.1 miles from Disney's Wide World of Sports in Kissimmee, Nice & Cozy - Vacation Home features accommodations with access to a hot tub. This property offers a private pool and free private parking.

  • Vacation Home with Private Pool near Disney World
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 9 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

FAQ about vacation rentals in Kissimmee







Vacation Rentals That Guests Love in Kissimmee

  • 9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 22 reviews
    This house was amazing. Everything was absolutely perfect. The house was clean and the pool was very warm. We couldn't get the kids out the pool our whole stay. The resort amenities was a plus. There was enough bedrooms and bathrooms to accommodate all of us and is very spacious. I loved that the house was completely stocked with cooking utensils and dishes for us. We always book a vacation home whenever we go so it can feel more like home. This was one of my favorite places to stay thus far. I'll definitely booked this home again.
    Shameeka
    Family with young children
  • 8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 14 reviews
    Loved the Villa ot was beautiful. The amenities were. great (a little crowded at times but great). The private pool was a plus when the other pool was crowded. Nice friendly vibe from all staff. Beautiful area.
    Cynthia
    Family with young children
  • 8.4
    Scored 8.4
    Very Good
    Rated very good
     · 308 reviews
    The villa was well furnished, spacious, and clean. The resort had lots to offer.
    Mandy
    Family with young children
  • 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
  • 8.1
    Scored 8.1
    Very Good
    Rated very good
     · 7 reviews
    Lovely villa on a great resort, in a decent location for the theme parks.
    Anthony
    Family with young children
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 35 reviews
    Felt like home. Amenities are great, villas are nice, pool and bar are a nice little extra! Having a washer and dryer was also a great bonus. We were very satisfied with everything overall. Would def stay again and would def recommend !
    CuervosCombined
    Family with young children
  • Avg. price/night: $626.32
    10
    Scored 10
    Exceptional
    Rated exceptional
     · 3 reviews
    We are just back from 10 nights at this villa and the kids are already asking if we can book it again for next time. The host was always contactable and very helpful and friendly This villa is huge, comfortable, beautifully decorated and in a great and quiet location. The beds are very comfortable and there were plenty of spare blankets and towels. We paid extra for the pool heat so the pool was very comfortable to swim in even in the evening time. We would not hesitate to book this villa again
    Eleanor
    Family with young children
  • Avg. price/night: $144.47
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 2,083 reviews
    This is our third stay at Star Island. We love all the room in the Villa. The plumbing fixtures need to be replaced as it was difficult to turn tap water off and on. The villa is clean and having a kitchen is great. I imagine we will continue to meet there each Spring.
    Terri
    Family with young children
  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 1 review
    The vacation home was beautiful and very clean.. Quick response, the staff accommodations were excellence to any requests.My. family and I were very pleasantly please with everything. Global vacation rentals 5 stars 🌟
    Eric
    Family with young children
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 33 reviews
    Everything went perfectly, exactly as described... so easy to gain entry and get settled after a long day travelling. Lovely holiday home to use as a base and also spend time off relaxing, Hosts where amazing and accommodated for our needs above and beyond what was expected, without them our holiday could have been a washout. Thankyou to them.
    Graeme Brittain
    Family with young children

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