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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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9.2
Wonderful
47 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
Wonderful
7 reviews
Price from
$109.80
per night

Boasting air-conditioned accommodation with a private pool, 3BD Townhouse, Themed, 10 min to Disney, Gated is situated in Kissimmee. This property offers access to a balcony and free private parking. The property is non-smoking and is set 15 km from Disney's Blizzard Beach Water Park.

I like the design of the entire house, the garage, kitchen and more.

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9.2
Wonderful
6 reviews
Price from
$80.10
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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9.7
Exceptional
12 reviews
Price from
$137.24
per night

Boasting air-conditioned accommodation with a private pool, Fantastic 4 Bd w Pool at Storey Lake Resort 2709 is situated in Kissimmee. The property is set 13 km from Disney Springs, 13 km from ESPN Wide World of Sports and 13 km from Gatorland. Featuring free WiFi throughout the property, the non-smoking holiday home has a fitness centre.

I loved this property bc it was a secure, clean, kid friendly gated community. The host of the house always checked in on me to make sure we were comfortable. Even offered me an extra night at a great discounted price, unfortunately we had to leave but when I asked for and accommodation they were quick to respond and comply. We even had guest to visit whole our stay already planning to book this location it’s so nice. So YES my family and I will definitely be booking @ Storey Lakes indefinitely ❤️

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9.6
Exceptional
5 reviews
Price from
$124
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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9.5
Exceptional
6 reviews
Price from
$179
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
$88.20
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
$173.25
per night

Most booked villas 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!
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 47 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
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 7 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.

  • 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)

  • Fantastic 4 Bd w Pool at Storey Lake Resort 2709
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Fantastic 4 Bd w Pool at Storey Lake Resort 2709 offers accommodations in Kissimmee, 8.1 miles from Disney Springs and 8.2 miles from Disney's Wide World of Sports.

  • Charming 9BR Villa w Theme & Game Rooms by Disney
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 6 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.

  • 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 villas 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
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 31 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!

  • 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.

  • Fun Vacation Home Close to Disney and Outlets at Le Reve Resort 4449
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 30 reviews

    Fun Vacation Home Close to Disney and Outlets at Le Reve Resort 4449 is located in Kissimmee, just 7 miles from Gatorland and 8.9 miles from Disney Springs.

    muy bien amueblada. cómoda. Moderna. Todo muy nuevo. Amplia!!

  • Gorgeous and New House at Le Reve Resort (214221)
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 25 reviews

    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.

  • Beautiful cozy Retreat near Disney - spacious condo
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 26 reviews

    7.6 miles from Disney's Wide World of Sports in Kissimmee, Beautiful cozy Retreat near Disney - spacious condo provides accommodations with access to a sauna, hot tub, and fitness center.

    Mükemmeldi her şey! Sadece küçük bir ricam olacak.

  • 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 miles from Gatorland and 6.8 miles from Disney Springs. The apartment has access to a restaurant.

Highly-rated villas in Kissimmee

  • 3BD Townhouse , Themed , 10 min to Disney , Gated
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 6 reviews

    3BD Townhouse, Themed, 10 min to Disney, Gated offers accommodations in Kissimmee, 9.4 miles from Disney's Blizzard Beach Water Park and 10 miles from Disney's Wide World of Sports.

  • My Home in Orlando
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 36 reviews

    5.5 miles from Disney's Wide World of Sports in Kissimmee, My Home in Orlando provides accommodations with access to a hot tub. This property offers a pool with a view and free private parking.

    Très proche des parcs et résidence très sympathique

  • Updated Condo, 5 mi to Disney, On-site Water Park
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 15 reviews

    Updated Condo, 5 mi to Disney, On-site Water Park offers accommodations in Kissimmee, 6 miles from Gatorland and 6.8 miles from Disney Springs. The apartment has access to a restaurant.

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

  • 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.

  • Beautiful 3 Bedroom Apartment minutes from Disney!
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 22 reviews

    10 miles from Disney's Animal Kingdom in Kissimmee, Beautiful 3 Bedroom Apartment minutes from Disney! features accommodations with access to a hot tub, spa facilities, and steam room.

    Loved it. Very roomy. Wished we could have stayed longer.

  • Townhome wPrivate Pool & FREE on-site Water Park
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 8 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
    8.0+ review score
    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.

  • 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.

FAQ about villas in Kissimmee







Vacation Rentals That Guests Love in Kissimmee

  • 9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews
    Location Pool All the little things you have in your house at home but you usually don't have in a vacation home.
    Emmanouils
    Family with young children
  • 8.5
    Scored 8.5
    Very Good
    Rated very good
     · 1,751 reviews
    The spacious villa. It felt like a home away from home because it had everything we would need to make ourselves comfortable.
    Melisa
    Family with young children
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 3 reviews
    The villa was amazing, fantastic size and all the amenities needed. Great location and the club house/pool etc was very close by.
    Sarah
    Solo traveler
  • 5.5
    Scored 5.5
    Average
    Rated fair
     · 2 reviews
    The management company, Upstay were very professional and responsive, I can't fault them. The communications were clear and well timed. But I don't recommend this villa until safety issues have been addressed.
    Nabil
    Solo traveler
  • 9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 23 reviews
    Fantastic location for Disney parks, very spacious and comfortable , lovely pool area, host made us feel very welcome, lots of useful things for us in the villa such as pool floats, lovely gated community.
    RW
    Group
  • 8.3
    Scored 8.3
    Very Good
    Rated very good
     · 2,231 reviews
    Loved the pool areas. Villa was spacious and comfortable.
    Catherine
    Young couple
  • 8.3
    Scored 8.3
    Very Good
    Rated very good
     · 2,231 reviews
    The villas are homey and the pools are always so clean and fu
    Lisa
    Family with young children
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews
    Great location and a very nice holiday home!
    Jay
    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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