The 10 best holiday homes in Kissimmee, USA | Booking.com
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Holiday Homes in Kissimmee

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The best holiday homes in Kissimmee

Check out our pick of great holiday homes in Kissimmee

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Disney Magic ChampionsGate Resort Town Home 15 min from Disney World, 7 Pools, Gym, Golf, Arcade, Water Park and more!

Kissimmee

Located in Kissimmee in the Florida region, Disney Magic ChampionsGate Resort Town Home 15 min from Disney World, 7 Pools, Gym, Golf, Arcade, Water Park and more! has a patio.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 8 reviews
Price from
US$143.10
1 night, 2 adults

Charming Family Friendly Home

Kissimmee

Featuring a hot tub, Charming Family Friendly Home is located in Kissimmee. This property offers access to a balcony, darts, free private parking and free WiFi.

Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 10 reviews
Price from
US$119.92
1 night, 2 adults

Disney-Themed Townhome in ChampionsGate Resort 15 min from Disney World with 7 Pools, Gym, Golf, Lazy River, Water Park, Arcades, Theatre, and More!

Kissimmee

Featuring air-conditioned accommodation with a patio, Disney-Themed Townhome in ChampionsGate Resort 15 min from Disney World with 7 Pools, Gym, Golf, Lazy River, Water Park, Arcades, Theatre, and...

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 13 reviews
Price from
US$162
1 night, 2 adults

Wonderful Disney-Themed Home in ChampionsGate Resort 15 min from Disney World with 7 pools, Club houses, Water Park, Gym, Arcades, Lazy River, Golf, and More!

Kissimmee

Featuring air-conditioned accommodation with a patio, Wonderful Disney-Themed Home in ChampionsGate Resort 15 min from Disney World with 7 pools, Club houses, Water Park, Gym, Arcades, Lazy River,...

J
Joanna
From
United Kingdom
The property was modern, clean and had everything we needed as a family. We all loved the swimming pool complex
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Price from
US$158.40
1 night, 2 adults

Magical Home with private pool and close to parks

West Kissimmee, Kissimmee

Set in the Windsor Palms district of Kissimmee, Magical Home with private pool and close to parks offers accommodation with a private pool and a 24-hour front desk.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 7 reviews
Price from
US$297.50
1 night, 2 adults

Shrek's Hideout! - 5 min from Disney!

West Kissimmee, Kissimmee

Shrek's Hideout! - 5 min from Disney! is a recently renovated holiday home in Kissimmee, where guests can make the most of its outdoor swimming pool and barbecue facilities.

Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 9 reviews
Price from
US$148.42
1 night, 2 adults

Trendy Retreat - Great Location - Fully Loaded

West Kissimmee, Kissimmee

Situated in Kissimmee in the Florida region, Trendy Retreat - Great Location - Fully Loaded features a patio. This property offers a private pool and free private parking.

m
mitchell
From
Netherlands
Very clean and spacious we had a perfect stay
Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 21 reviews
Price from
US$162
1 night, 2 adults

Disney Villa Magical Retreat Private Pool, LakeView & Game Room

West Kissimmee, Kissimmee

Featuring air-conditioned accommodation with a private pool, Disney Villa Magical Retreat Private Pool, LakeView & Game Room is set in Kissimmee.

J
Jansen
From
United Kingdom
Great pool, nice and quiet with good views.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 7 reviews
Price from
US$234.90
1 night, 2 adults

This Happy Place

West Kissimmee, Kissimmee

Featuring air-conditioned accommodation with a terrace, This Happy Place is set in Kissimmee. Including a private pool and a private beach area, this holiday home also features a restaurant.

K
Karen
From
United Kingdom
The property had all the amenities, very spacious and comfortable beds. Good location to all the parks.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews
Price from
US$137.70
1 night, 2 adults

Family 4BR w Private Pool near Disney Parks

Kissimmee

Featuring air-conditioned accommodation with a private pool, Family 4BR w Private Pool near Disney Parks is set in Kissimmee.

A
ACK
From
Germany
Great house in a great place We loved staying there...2 weeks :-). The house was great and very clean. Michelle and Allan were awesome hosts. We are sure to come back!
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 9 reviews
Price from
US$202
1 night, 2 adults
All holiday homes in Kissimmee

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.

Most booked holiday homes in Kissimmee and surroundings in the past month

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Great access to the city centre. Check these holiday homes in Kissimmee and nearby

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 64 reviews

    Encore Resort and Water Park at Reunion by Rentyl offers accommodation within 700 metres of the centre of Kissimmee, with free WiFi, and a kitchen with a dishwasher, an oven and a microwave.

    From US$713.92 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Kissimmee, 19 km from SeaWorld Orlando and 19 km from Seaworld'S Discovery Cove, SUPER BOHO - LAKE TOHO FISHiNG CIVIC CeNTER provides accommodation with amenities such as free WiFi and a TV...

    From US$288.54 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in the centre of Kissimmee, just 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO - LAKE TOHO FISHiNG WATER FRONTs provides accommodation with lake views and free WiFi.

    From US$275.37 per night
  • Located in the centre of Kissimmee, 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO - Lake Toho Timeless Charm offers free WiFi and air conditioning.

    From US$309.74 per night
  • Located in the centre of Kissimmee, 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO - At Lake Toho Fishing VINTaGE VIBEs offers free WiFi and air conditioning.

    From US$292.97 per night
  • Situated in the centre of Kissimmee, 7.6 km from Gatorland and 19 km from SeaWorld Orlando, SUPER BOHO- At LAKE TOHO's WATER SLEEPs 6 offers free WiFi and air conditioning.

    From US$270.58 per night
  • Boasting air-conditioned accommodation with a private pool, Serene Sunsets Villa - E04 is set in Kissimmee. Guests staying at this holiday home have access to a patio.

    From US$1,768.88 per night
  • 2605 Yountville Ave is located in Kissimmee, 15 km from SeaWorld Orlando, 16 km from Seaworld'S Discovery Cove, and 16 km from Disney Springs.

    From US$1,264.44 per night

Enjoy breakfast in Kissimmee and nearby

Holiday Homes with swimming pools in Kissimmee and nearby

  • Located in Kissimmee, Disney Dream Home 4BR3BA Close to Parks More provides accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$609.50 per night
  • Featuring air-conditioned accommodation with a private pool, 295 Marcello Blvd is located in Kissimmee.

    From US$1,054.23 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in Kissimmee, Family Dream Home Near Disney provides accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Situated in Kissimmee, Magical 6BR Villa Near Disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$474.26 per night
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Situated in Kissimmee, casa em orlando perto da disney com piscina house in area disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$158.70 per night
  • Boasting air-conditioned accommodation with a private pool, Magical 5-Bedroom Villa Near Universal's Wizarding World is situated in Kissimmee.

  • Featuring air-conditioned accommodation with a private pool, Charming BellaVida 4 Bedrooms is located in Kissimmee.

  • Set in Kissimmee, 12 km from Disney Springs and 12 km from Gatorland, 2604 - Luxury 4-BR Villa with Private Pool Retreat offers a spa and wellness centre and air conditioning.

Save money on holiday homes in Kissimmee and nearby – budget options available

  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 1 review

    Set in Kissimmee, 12 km from Disney Springs and 12 km from Gatorland, 4321 QS - Magical Haven Townhome w Pool offers air-conditioned accommodation with a terrace and free WiFi.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Boasting sea views, 4812 BR - Enchanted Lakeside Escape Luxurious Family Retreat offers accommodation with ski-to-door access, an outdoor swimming pool and a spa and wellness centre, around 10 km from...

  • Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 7 reviews

    Located in Kissimmee, Magic Kingdom Getaway - DGM Resort provides accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$249.71 per night
  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Boasting a year-round outdoor pool and a hot tub, New! Family cottage near Disney-Sleep 6 is set in Kissimmee, 9.4 km from Disney's Hollywood Studios and 11 km from Disney's Boardwalk.

  • Situated in Kissimmee, Your home away from home! Entire cottage- Disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 6 reviews

    Situated 7.3 km from Gatorland and 18 km from SeaWorld Orlando in the centre of Kissimmee, Charming Home With Private Pool Near Disney With Water Park & Resort Access At Encore Resort - 7489Mr...

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 9 reviews

    Set 7.3 km from Gatorland and 18 km from SeaWorld Orlando in the centre of Kissimmee, Delightful Home Near Disney With Private Pool, Media Room, Waterpark & Resort Access At Encore Resort Reunion -...

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 1 review

    Home With Splash Pad And Slide, Movie Theater & Game Room With Waterpark & Resort Access - 417Sf features accommodation situated 700 metres from the centre of Kissimmee and provides a spa and wellness...

FAQ about holiday homes in Kissimmee

Holiday homes that guests love in Kissimmee

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  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 4 reviews
    very clean everything I recommended
    Guest review by
    Florenta
    Group
  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 527 reviews
    The site was very clean, with many facilities.
    Guest review by
    Cristina
    People with friends
  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 3 reviews
    Very clean upon arrival Big spacious rooms Modern facilities
    Guest review by
    Julie
    Family with young children
  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 49 reviews
    One of the cleanest looking vacation homes I been to, I loved this place has a little bit for everyone and a small hidden game room that’s awesome, definitely will be returning loved this place !!
    Guest review by
    matheus
    Family with young children
  • Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 25 reviews
    The Hideaway Club which has a lazy river, pool and hottub was wonderful. On the nice days we got some sun and enjoyed the pools. On a few cool evenings we still walked over and hit the hot tub. The townhouse itself was spacious and had everything we needed. Wonder vacation Homes was very responsive to questions and resolving the one issue we had (1 of the toilets broke and they sent a handyman over who fixed it the next day), easy to reach them wth a question by text.
    Guest review by
    Lori
    Family with young children