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Holiday Rentals in Kissimmee

Find the holiday rentals that appeal to you the most

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The best holiday rentals in Kissimmee

Check out our pick of great holiday rentals in Kissimmee

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Stunning Townhouses 5 Minutes away Disney!, holiday rental in Kissimmee

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
Superb
47 reviews
Price from
€ 225
per night
Check availability
Mickey's Whimsical Wonderland, holiday rental in Kissimmee

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
Superb
7 reviews
Price from
€ 153
per night
Check availability
3BD Townhouse , Themed , 10 min to Disney , Gated, holiday rental in Kissimmee

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
Superb
6 reviews
Price from
€ 253
per night
Check availability
New Home Close To Disney Bliss!, holiday rental in Kissimmee

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
€ 282
per night
Check availability
Fantastic 4 Bd w Pool at Storey Lake Resort 2709, holiday rental in Kissimmee

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
€ 250
per night
Check availability
Spacious 8BR Villa by Disney World w Private Pool, holiday rental in Kissimmee

Featuring air-conditioned accommodation with a private pool, Spacious 8BR Villa by Disney World w Private Pool 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 situated 20 km from Disney's Blizzard Beach Water Park.

The area is convenient to some necessary stores, property is very spacious and beautiful, inside and out. The host was available for any concerns during my stay. Highly recommended.

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9.8
Exceptional
5 reviews
Price from
€ 400
per night
Check availability
Charming 9BR Villa w Theme & Game Rooms by Disney, holiday rental in Kissimmee

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
€ 399
per night
Check availability
5 mins from Disney, Family Friendly Townhome, holiday rental in Kissimmee

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
€ 288
per night
Check availability
201 Hideaway beach 4 beds - pool&spa, holiday rental in Kissimmee

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
Price from
€ 236
per night
Check availability
Amore's luxurious 4 bedroom home., holiday rental in Kissimmee

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
€ 446
per night
Check availability
All holiday rentals in Kissimmee

Most booked holiday rentals in Kissimmee this month

Enjoy breakfast in Kissimmee!

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

    Situated in Kissimmee in the Florida region, Royal 1 has a patio. This property offers access to a terrace and free private parking.

  • Stunning Townhouses 5 Minutes away Disney!
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 47 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.

  • Mickey's Whimsical Wonderland
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 7 reviews

    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...

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

    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.

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

    Boasting air-conditioned accommodation with a private pool, Fantastic 4 Bd w Pool at Storey Lake Resort 2709 is situated in Kissimmee.

  • Spacious 8BR Villa by Disney World w Private Pool
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Featuring air-conditioned accommodation with a private pool, Spacious 8BR Villa by Disney World w Private Pool is located in Kissimmee.

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

    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.

  • Bahama Bay Resort & Spa - Deluxe Condo Apartments
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 11 reviews

    Set in Kissimmee, 16 km from Disney's Animal Kingdom, Bahama Bay Resort & Spa - Deluxe Condo Apartments offers accommodation with an outdoor swimming pool, free private parking, a garden and a tennis...

    A really nice place for the price. I would stay again.

  • Nice & Cozy - Vacation Home
    Free cancellation options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 7 reviews

    Located in Kissimmee, 10 km from ESPN Wide World of Sports and 10 km from Disney Springs, Nice & Cozy - Vacation Home offers air conditioning.

  • Renovated Entire House Heated Pool Close 2 Disney
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 31 reviews

    Featuring air-conditioned accommodation with a private pool, pool view and a patio, Renovated Entire House Heated Pool Close 2 Disney is set in Kissimmee.

    Loved the location, the pool was great! Very nice house!

  • Modern Four Bedrooms Townhouse Retreat Close to Disney and Outlets at Le Reve Resort (214821)
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 reviews

    Featuring air-conditioned accommodation with a private pool, Modern Four Bedrooms Townhouse Retreat Close to Disney and Outlets at Le Reve Resort (214821) is set in Kissimmee.

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

    Located in Kissimmee, 10 km from Gatorland and 11 km from Disney Springs, 3131 Paradox Cir Unit 203 features a restaurant.

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

    Situated in Kissimmee, Updated Condo, 5 mi to Disney, On-site Water Park provides a restaurant, 10 km from Gatorland and 11 km from Disney Springs.

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

  • StarWars Game Room 9Bd5BA Sleep 25 ChampionsGate
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 14 reviews

    Featuring air-conditioned accommodation with a private pool, StarWars Game Room 9Bd5BA Sleep 25 ChampionsGate is located in Kissimmee.

    It was very clean comfortable with great amenities.

Highly rated holiday rentals in Kissimmee

  • 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)

  • Beautiful Orlando Apt with Nemo Bedroom, 15 min to Disney!
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 10 reviews

    Set in the West Kissimmee district of Kissimmee, Beautiful Orlando Apt with Nemo Bedroom, 15 min to Disney! offers accommodation with a private pool, free WiFi and a lift.

    There was extra small tent for kids to play. Decorations, bathroom, balcony was sooo nice

  • My Home in Orlando
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 36 reviews

    Featuring a year-round outdoor pool and a hot tub, My Home in Orlando is set in Kissimmee, 8.8 km from ESPN Wide World of Sports and 9 km from Disney Springs.

    Très proche des parcs et résidence très sympathique

  • 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.

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

    Featuring air-conditioned accommodation with a private pool, Townhome wPrivate Pool & FREE on-site Water Park is located in Kissimmee.

    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.

  • Moradda Harry Porter Theme Vacation Home Near to Disney Parks! 8115
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 16 reviews

    Located just 17 km from Disney's Boardwalk, Moradda Harry Porter Theme Vacation Home Near to Disney Parks!

    muy limpio excelente la decoración la piscina todo muy bueno y tienen un cliente por siempre

  • Breeze Vacation Townhome at Lake Berkley Resort (1065)
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 22 reviews

    Breeze Vacation Townhome at Lake Berkley Resort (1065), a property with an outdoor swimming pool, is situated in Kissimmee, 14 km from Disney's Hollywood Studios, 15 km from Disney's Blizzard Beach...

    Me gustó más el cuarto con vista al lago, la sala y cocina

  • Grand Luxury 3BR Penthouse near Disney & Universal
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 5 reviews

    Grand Luxury 3BR Penthouse near Disney & Universal, a property with a garden, is situated in Kissimmee, 13 km from Disney's Hollywood Studios, 13 km from Disney's Blizzard Beach Water Park, as well as...

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