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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Debany Staycation near Disney

Kissimmee

Located in Kissimmee, Debany Staycation near Disney provides accommodation with private pool, free WiFi and free private parking for guests who drive.

A
Aileen
From
United Kingdom
The house was lovely. Everything was provided. Any queries we had were responded to and dealt with quickly via the Booking.com message service. We will definitely be back.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 5 reviews
Location 9.0
Price from
US$159.30
1 night, 2 adults
Check availability

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, 9 reviews
Location 8.7
Price from
US$110.33
1 night, 2 adults
Check availability

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 9.5
Exceptional - What previous guests thought, 12 reviews
Location 9.4
Price from
US$70.79
1 night, 2 adults
Check availability

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
Location 9.3
Price from
US$70.79
1 night, 2 adults
Check availability

Enchanted Disney Vacation Villa

West Kissimmee, Kissimmee

Boasting air-conditioned accommodation with a private pool, Enchanted Disney Vacation Villa is situated in Kissimmee.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 6 reviews
Location 10.0
Price from
US$114.18
1 night, 2 adults
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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
Location 9.7
Price from
US$297.50
1 night, 2 adults
Check availability

Beautiful Home Near Disney, Heated Pool, BBQ, 4 Bedrooms

Kissimmee

Located in Kissimmee, Beautiful Home Near Disney, Heated Pool, BBQ, 4 Bedrooms provides accommodation with private pool, free WiFi and free private parking for guests who drive.

J
Johannes
From
Austria
The.house is beautiful, exclusive, spacy and compfortable. We especialky enjoyed the pool in the garden.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 6 reviews
Location 8.7
Price from
US$121.14
1 night, 2 adults
Check availability

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
Location 9.5
Price from
US$132.48
1 night, 2 adults
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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
Location 9.4
Price from
US$134.96
1 night, 2 adults
Check availability

Island Abode -near Disney

West Kissimmee, Kissimmee

Set in Kissimmee, Island Abode -near Disney offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 8 reviews
Location 10.0
Price from
US$124.20
1 night, 2 adults
Check availability
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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Enjoy breakfast in Kissimmee and nearby

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

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Located in a central area of Kissimmee, 7.6 km from Gatorland, SUPER BOHO - LAKE TOHO FISHiNG CIVIC CeNTER provides air-conditioned accommodation with free WiFi and a TV.

    From US$269.38 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 WATER FRONTs offers air conditioning.

    From US$269.38 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$286.98 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$286.98 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$252.61 per night
  • Scored out of 10, guest rating 5.4
    Passable - What previous guests thought, 7 reviews

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

    From US$130.26 per night

  • Nard Jolie Kay

    Kissimmee
    Budget options available
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 5 reviews

    Set 5.6 km from Gatorland, Nard Jolie Kay offers accommodation with free WiFi and free private parking. The air-conditioned accommodation is 15 km from Florida Mall.

    From US$122.63 per night

  • Set in Kissimmee, 11 km from Gatorland and 14 km from Disney Springs, SUPER COOL - SLEEPs 17 - NEWLY BUILT & NEAR PARKs offers air conditioning.

    From US$330.04 per night

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

  • Set in Kissimmee, 16 km from SeaWorld Orlando and 16 km from Seaworld'S Discovery Cove, SUPER FANCY- 15BDR 17BAs HUGE 7 000SQFT HOME offers air conditioning.

    From US$1,054.34 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

  • Boasting air-conditioned accommodation with a private pool, SUPER SIZE - 11BDr SPACiOUS HOME w POOL & HOT TUB is situated in Kissimmee.

    From US$625.23 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$1,067.94 per night
  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 2 reviews

    Situated in Kissimmee, Super Deal - Brand New Themed 9BR Home near Disney features accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$758.10 per night

  • Situated in Kissimmee, New Home 8 Bedrooms At Bella Vida features accommodation with private pool, free WiFi and free private parking for guests who drive.

    From US$646.63 per night

  • 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$537.99 per night

  • Featuring air-conditioned accommodation with a patio, New Listing - Modern decoration 4 BR Townhouse is located in Kissimmee.

FAQ about holiday homes in Kissimmee

Holiday homes that guests love in Kissimmee

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  • 4 Bedroom 3 Bathroom Villas At Seven Dwarfs 10-102

    Holiday Home in Kissimmee
    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

  • Villas at Seven Dwarfs - Close to Disney

    Holiday Home in Kissimmee
    Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 522 reviews
    The site was very clean, with many facilities.
    Guest review by
    Cristina
    People with friends

  • South Facing Pool, Close to Attractions, Remodeled

    Holiday Home in Kissimmee
    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

  • Five Bedrooms TownHome with Pool 4849

    Holiday Home in Kissimmee
    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
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