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The 10 Best Holiday Homes in Kissimmee, USA

Check out our pick of great holiday homes in Kissimmee

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Review score

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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With free WiFi, this 3-bedroom holiday home features a flat-screen TV, a washing machine and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the holiday home. For added privacy, the accommodation has a private entrance and is protected by full-day security.

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9.2
Superb
5 reviews
Price from
£199
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
£321
per night

The spacious holiday home features 3 bedrooms, a flat-screen TV with cable channels and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a toaster. The air-conditioned unit at the property features a hot tub and a dressing room. The accommodation is non-smoking.

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
£200
per night

The spacious holiday home is fitted with 3 bedrooms, a flat-screen TV and a fully equipped kitchen that provides guests with a dishwasher, an oven, a washing machine, a microwave and a fridge. Towels and bed linen are offered in the holiday home. For added privacy, the accommodation has a private entrance and soundproofing.

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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9.8
Exceptional
8 reviews
Price from
£204
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
£226
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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9.2
Superb
46 reviews
Price from
£196
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
£263
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
£298
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
£242
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
£318
per night

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Most booked holiday homes 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
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 8 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!
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 46 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.

Save money on holiday homes in Kissimmee – budget options available!

  • Beautiful Townhouse near Disney

    Situated in Kissimmee, Beautiful Townhouse near Disney offers accommodation with an outdoor pool.

  • Full Kitchen , Dream bathroom will be a memory:)
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 2 reviews

    Located in Kissimmee, 19 km from SeaWorld's Discovery Cove and 20 km from SeaWorld Orlando, Full Kitchen, Dream bathroom will be a memory:) offers a garden and air conditioning.

  • Charming Townhome Near Disney World w/ Free WIFI

    Situated in Kissimmee, 13 km from ESPN Wide World of Sports and 14 km from Disney's Boardwalk, Charming Townhome Near Disney World w/ Free WIFI offers air conditioning.

  • Hidden City Riverfront Apt Near Lakes Golf & Disney
    6.5
    Scored 6.5
    Pleasant
    Rated pleasant
     · 4 reviews

    Featuring air-conditioned accommodation with a patio, Hidden City Riverfront Apt Near Lakes Golf & Disney is located in Kissimmee.

  • Beautiful Fully Furnished 2-Bedroom Luxury Home
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Located in Kissimmee, the recently renovated Beautiful Fully Furnished 2-Bedroom Luxury Home provides accommodation 18 km from Gatorland and 26 km from Florida Mall.

  • Gorgeous Fully Furnished 2-Bedroom Luxury Villa
    7.8
    Scored 7.8
    Good
    Rated good
     · 5 reviews

    Gorgeous Fully Furnished 2-Bedroom Luxury Villa is a recently renovated villa in Kissimmee, where guests can make the most of its garden and barbecue facilities.

    de ruimte, de omgeving

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

    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.

  • 201 Hideaway beach 4 beds - pool&spa
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Featuring air-conditioned accommodation with a private pool, 201 Hideaway beach 4 beds - pool&spa is set in Kissimmee.

Great access to the city centre! Check these holiday homes in Kissimmee

  • Themed 5 bds House near Disney & Universal with pool,crib,gameroom & more
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    Set in Kissimmee, Themed 5 bds House near Disney & Universal with pool, crib,gameroom & more offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • SUPER VIVID - COLORs with POOL & VIEWs
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Boasting air-conditioned accommodation with a private pool, SUPER VIVID - COLORs with POOL & VIEWs is set in Kissimmee. This holiday home offers accommodation with a patio.

  • Magical Themed Home - Disney 15 min
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Featuring air-conditioned accommodation with a private pool, pool view and a patio, Magical Themed Home - Disney 15 min is set in Kissimmee.

  • Paradise Dream Home Near All Attractions
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Located in Kissimmee in the Florida region and Gatorland reachable within 16 km, Paradise Dream Home Near All Attractions provides accommodation with free WiFi, a children's playground, pool with a...

  • The Villas at Seven Dwarfs - 4564 Luxury Villa - Near Disney - Water Park
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Situated in Kissimmee, 11 km from Disney Springs and 12 km from Gatorland, The Villas at Seven Dwarfs - 4564 Luxury Villa - Near Disney - Water Park offers a fitness centre and air conditioning.

  • Private Pool at Hidden Gem ready for your family:)
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Set in Kissimmee, 9.1 km from Gatorland and 18 km from Florida Mall, Private Pool at Hidden Gem ready for your family:) offers air conditioning.

  • Lakeview home with private pool and free water park -10mins from Disney-
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Boasting air-conditioned accommodation with a private pool, Lakeview home with private pool and free water park -10mins from Disney- is set in Kissimmee.

  • Disney Townhouse with Themed Room
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Set 7.3 km from Gatorland and 18 km from Florida Mall in the centre of Kissimmee, Disney Townhouse with Themed Room offers accommodation with free WiFi and free private parking.

  • Home away from home near Disney!
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Boasting air-conditioned accommodation with a pool with a view, Home away from home near Disney! is located in Kissimmee. A hot tub is available for guests, along with a fitness centre.

  • Venetian Bay Villa 4 Bedroom Townhouse - Near Disney
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    Situated in Kissimmee, Venetian Bay Villa 4 Bedroom Townhouse - Near Disney offers a patio with garden and quiet street views, as well as a year-round outdoor pool, hot tub and fitness room.

  • Modern Townhouse with Pool Close to Disney & Silver Spurs Arena
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    Boasting a year-round outdoor pool and a hot tub, Modern Townhouse with Pool Close to Disney & Silver Spurs Arena is situated in Kissimmee, 25 km from SeaWorld's Discovery Cove and 25 km from SeaWorld...

  • Newly Updated 3 Bedroom Home
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 reviews

    Boasting air-conditioned accommodation with a patio, Newly Updated 3 Bedroom Home is situated in Kissimmee. This property offers access to a terrace, free private parking and free WiFi.

    Very Clean. Comfortable and the host was very responsive

  • Modern 3BR Farmhouse Near Attractions Parks & More
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 4 reviews

    Located 20 km from SeaWorld's Discovery Cove, 20 km from SeaWorld Orlando and 23 km from Orange County Convention Center, Modern 3BR Farmhouse Near Attractions Parks & More offers accommodation...

  • Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 10 reviews

    Located in Kissimmee, the recently renovated Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed provides accommodation 22 km from Florida Mall and 24 km from SeaWorld's Discovery Cove.

    Very clean and nicely decorated. Also, the owner is quick to respond to messages.

  • 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.

  • Lakeside Landing at Ellis Exclusive Villas
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Set in Kissimmee, Lakeside Landing at Ellis Exclusive Villas offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Three Bedroom Apartment #2 -- 5009 LBC -- VUSA Three Bedroom Condo Apartment
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Three Bedroom Apartment #2 -- 5009 LBC -- VUSA Three Bedroom Condo Apartment is located in Kissimmee, 13 km from Disney's Blizzard Beach Water Park, 13 km from Disney Springs, as well as 14 km from...

  • Creekside House #46712
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 3 reviews

    Located in Kissimmee, Creekside House #46712 provides accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Cozy Tiny Home Near Disney World & Orlando Parks!
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 30 reviews

    Located in Kissimmee, Cozy Tiny Home Near Disney World & Orlando Parks! provides accommodation with private pool, free WiFi and free private parking for guests who drive.

    Location was good. Having washer and dryer was nice.

  • Casita mi Encanto a Cozy & Spacious House, 4-bedroom 3-Bath & pool
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 32 reviews

    Situated in Kissimmee, Casita mi Encanto a Cozy & Spacious House, 4-bedroom 3-Bath & pool is a recently renovated accommodation, 12 km from Gatorland and 15 km from Disney Springs.

    Todo casa limpia acojedora,excelente lugar oara una familia

  • 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.

  • 4814 Lullaby Lane
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 4 reviews

    Featuring air-conditioned accommodation with a private pool, 4814 Lullaby Lane is located in Kissimmee. Spa facilities is available for guests.

  • Island 1
    Central location
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 3 reviews

    Set in Kissimmee, Island 1 offers accommodation with private pool, free WiFi and free private parking for guests who drive. This holiday home features air-conditioned accommodation with a patio.

  • Beautiful, home in a gated community
    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.

  • Charming 3-Bedroom Villa in Gated Community - Your Perfect Getaway!
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 15 reviews

    Located in Kissimmee, Charming 3-Bedroom Villa in Gated Community - Your Perfect Getaway! provides accommodation with private pool, free WiFi and free private parking for guests who drive.

    Ik kreeg een dag van te voren netjes een email met de inlogcode heel.pretrig geregeld

  • Luxury Home in Bears Den Near Disney with Private Pool, Movie Room, Pool Table & Resort Amenities - 7924JC
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 2 reviews

    Located in Kissimmee in the Florida region and Gatorland reachable within 8.5 km, Luxury Home in Bears Den Near Disney with Private Pool, Movie Room, Pool Table & Resort Amenities - 7924JC provides...

  • True Happiness, Housing Near Disney Word
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 52 reviews

    Situated just 8.3 km from Gatorland, True Happiness, Housing Near Disney Word offers accommodation in Kissimmee with access to an outdoor swimming pool, a fitness centre, as well as a 24-hour front...

    fijn huis; mooi park met zwembaden en fitness ruimte

  • The Tiny Farmhouse - BIG comfort! Pool access
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 3 reviews

    Set in Kissimmee in the Florida region, The Tiny Farmhouse - BIG comfort! Pool access has a patio.

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