Skip to main content

The best holiday homes in Kissimmee

Check out our pick of great holiday homes in Kissimmee

Filter by:


Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

See the latest prices and deals by choosing your dates.

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.

Everything was perfect my family was so happy and we all had our own room and bed

Show more Show less
9
Superb
7 reviews
Price from
€ 230
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.

Show more Show less
9.2
Superb
6 reviews
Price from
€ 567
per night

Featuring air-conditioned accommodation with a private pool, 8960 Cat Palm Road 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 located 13 km from Disney's Animal Kingdom.

Show more Show less
10
Exceptional
6 reviews
Price from
€ 359
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.

Show more Show less
9.3
Superb
7 reviews
Price from
€ 230
per night

Boasting air-conditioned accommodation with a private pool, Luxury Modern Pool House close to theme parks. Is set in Kissimmee. This property offers access to a patio, pool at the pool table, free private parking and free WiFi. The property is non-smoking and is situated 18 km from Disney's Animal Kingdom.

You can play table tennis and darts at the holiday home. Luxury Modern Pool House close to theme parks. Has a barbecue and a garden.

The hom3 was beautiful and very clean, lots to do , and very comfortable. It had lots of fun things to do. LOTS OF games in the home to play with. Housekeeper did a wonderful job. Definitely will be back again .

Show more Show less
9.8
Exceptional
5 reviews
Price from
€ 234
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!!

Show more Show less
9.8
Exceptional
8 reviews
Price from
€ 235
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.

Show more Show less
9.8
Exceptional
8 reviews
Price from
€ 260
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!!

Show more Show less
9.3
Superb
48 reviews
Price from
€ 226
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.

Show more Show less
9.7
Exceptional
12 reviews
Price from
€ 283
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 ❤️

Show more Show less
9.6
Exceptional
5 reviews
Price from
€ 251
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.
Search holiday homes in Kissimmee

Most booked holiday homes in Kissimmee this month

Enjoy breakfast in Kissimmee!

  • Enjoy a Cozy 3 BR/Clubhouse/Near Disney and more
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 7 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.

    Cerca de los lugares de distracción, muy limpio y ordenado todo.

  • 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.

  • 8960 Cat Palm Road
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 6 reviews

    Featuring air-conditioned accommodation with a private pool, 8960 Cat Palm Road is set in Kissimmee. Both free WiFi and parking on-site are available at the holiday home free of charge.

  • 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.

  • Luxury Modern Pool House close to theme parks.
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    Boasting air-conditioned accommodation with a private pool, Luxury Modern Pool House close to theme parks. Is set in Kissimmee.

  • 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!
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 8 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
     · 48 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.

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

  • 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.

  • Your home 5 * near Disney
    Budget options available

    Located in Kissimmee, 11 km from Disney Springs and 11 km from Gatorland, Your home 5 * near Disney offers air conditioning. This property offers a private pool and free private parking.

  • Sunkissed Paradise - 25 Mins to Major Theme Parks
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Featuring a spa bath, Sunkissed Paradise - 25 Mins to Major Theme Parks is set in Kissimmee. This property offers access to a terrace, pool at the pool table, free private parking and free WiFi.

  • Potter/Jedi Vacation Villa- Disney Parks 5 Miles!
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Featuring an outdoor pool and a hot tub, Potter/Jedi Vacation Villa- Disney Parks 5 Miles! is set in Kissimmee, 11 km from Disney's Animal Kingdom and 12 km from Disney's Blizzard Beach Water Park.

  • 1957 tiny home
    Budget options available

    Set 21 km from Disney's Hollywood Studios, 22 km from Disney's Blizzard Beach Water Park and 22 km from Disney Springs, 1957 tiny home provides accommodation situated in Kissimmee.

  • #1BR Condo 15Mins To Disney, Universal, Old Town & Parks
    3.9
    Scored 3.9
    Poor
    Rated poor
     · 7 reviews

    Offering a tennis court and garden view, #1BR Condo 15Mins To Disney, Universal, Old Town & Parks is set in Kissimmee, 10 km from Gatorland and 16 km from Disney Springs.

  • 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.

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.

  • 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.

  • Beautiful 4BR3BA Home w Pool at Storey Lake
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Featuring air-conditioned accommodation with a balcony, Beautiful 4BR3BA Home w Pool at Storey Lake is set in Kissimmee. This villa also has a private pool.

  • Casa perto da Disney
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in Kissimmee, Casa perto da Disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • 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...

  • Magnificent Home- Private Pool Game Room SO2601
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Boasting air-conditioned accommodation with a private pool, Magnificent Home- Private Pool Game Room SO2601 is situated in Kissimmee.

  • 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.

  • Luxury 4BR Home - Private Pool BBQ - Near Disney
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews

    Featuring air-conditioned accommodation with a private pool, city view and a patio, Luxury 4BR Home - Private Pool BBQ - Near Disney is located in Kissimmee.

  • 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...

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

    Set in Kissimmee and only 14 km from Gatorland, Disney Dream with Hot Tub, Pool, Xbox, Games Room, Lakeview, 10 min to Disney, Clubhouse offers accommodation with lake views, free WiFi and free...

    the space was great and the access to pool and spa

  • Magical Four Bedrooms Townhouse Near Parks with Splash Pool at Le Reve Resort (213721)
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Boasting air-conditioned accommodation with a private pool, Magical Four Bedrooms Townhouse Near Parks with Splash Pool at Le Reve Resort (213721) is situated in Kissimmee.

  • 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.

  • 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
     · 33 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

  • 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.

  • Charming 3-Bedroom Villa in Gated Community - Your Perfect Getaway!
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 16 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

  • 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.

  • Cozy Three Bedrooms Townhome at Lake Berkley Resort (1123)
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 27 reviews

    Set in Kissimmee, 12 km from Gatorland and 14 km from ESPN Wide World of Sports, Cozy Three Bedrooms Townhome at Lake Berkley Resort (1123) offers air-conditioned accommodation with a balcony and free...

    que al llamar me asistieron inmediatamente con amabilidad y cordialidad

  • 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

  • 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

  • Home in Kissimmee with Huge Backyard
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 2 reviews

    Offering a garden and garden view, Home in Kissimmee with Huge Backyard is set in Kissimmee, 18 km from SeaWorld's Discovery Cove and 18 km from SeaWorld Orlando.

FAQ about holiday homes in Kissimmee







Holiday homes that guests love in Kissimmee

Research, refine and make plans for your whole trip