2

Adults:

2

Children:

0

Kissimmee vacation rentals

Enter your dates

Check-in
Check-out
Guests
2 guests

Adults:

2

Children:

0

Holiday homes

11081 properties found in Kissimmee

  • Summer Deal - Amazing 8Br Home With Private Pool!

    Summer Deal - Amazing 8Br Home With Private Pool!

    4486 Monado Drive
    Nestled a 19-minute walk from Pirates Island Adventure Golf, Summer Deal - Amazing 8Br Home With Private Pool! Kissimmee entices guests to explore various tourist destinations nearby.
    View details+

    from

    US$ 329 price for 1 night
    Check rates
  • 2108 Rome

    2108 Rome

    2108 Rome Drive
    The 4-bedroom 2108 Rome Villa Kissimmee is located 4.9 km from Mystic Dunes Golf Club at Mystic Dunes Resort and provides a private swimming pool, ensuring a relaxing stay. Offering parking as well…
    View details+
    Check rates
  • 3149 Magic Village 8 Guests 4 Suites 8Min Disney

    3149 Magic Village 8 Guests 4 Suites 8Min Disney

    Celebration
    Located about 25 minutes' walk from A World of Orchids, 3149 Magic Village 8 Guests 4 Suites 8Min Disney villa features a heated pool, a Jacuzzi and a sauna, ensuring a relaxing stay.
    View details+

    from

    US$ 180 price for 1 night
    Check rates
  • 6 Bd Luxury Villa In Championsgate With Private Pool

    6 Bd Luxury Villa In Championsgate With Private Pool

    1401 Wexford Way
    Check rates
  • W431 - Elevated Condo With Wraparound Porch At Reunion

    W431 - Elevated Condo With Wraparound Porch At Reunion

    7509 Mourning Dove Circle Unit #101
    Staying at the 2-bedroom W431 - Elevated Condo With Wraparound Porch At Reunion villa, guests can visit Reunion Resort Water Park, which is around 10 minutes away by car. Providing a swimming pool…
    View details+
    Check rates
  • Bella Vidatown Home With Full Size Pool! Townhouse

    Bella Vidatown Home With Full Size Pool! Townhouse

    4550 Ada Lane
    The 3-bedroom Bella Vidatown Home With Full Size Pool! Townhouse offers proximity to nearby tourist spots, such as Osceola County Welcome Center and History Museum, situated approximately 20 minutes'…
    View details+

    from

    US$ 317 price for 1 night
    Check rates
  • 2026 New 07 Bedroom At Windsor Cayclose To Disney

    2026 New 07 Bedroom At Windsor Cayclose To Disney

    16135 Coastal Cove Lane
    Check rates
  • 6 Bd 5 Ba Champions Gate 9039 Pt

    6 Bd 5 Ba Champions Gate 9039 Pt

    9039 Play Through Drive
    Located a 10-minute drive from Highgate Park Boulevard, 6 Bedrooms- 5 Bathrooms- Champions Gate 9039 Pt villa gives access to various tourist sites in the vicinity.
    View details+
    Check rates
  • Happy Daze Home

    Happy Daze Home

    117 Summer Place Loop High Grove
    Situated within 10 minutes' drive of Northeast Regional Park, the 3-bedroom Happy Daze Home entices guests to enjoy billiards in the area. Located approximately a 10-minute drive from Lake Austin…
    View details+
    Check rates
  • Resort Stay Pool Access Peaceful Retreat Balcony

    Resort Stay Pool Access Peaceful Retreat Balcony

    1122 Park Ridge Cir, Kissimmee, Fl 34746, Usa
    Check rates
  • Opulent Villa, 10 Min To Disney, Pool & Spa

    Opulent Villa, 10 Min To Disney, Pool & Spa

    1489 Rolling Fairway Dr
    Featuring a swimming pool for guests' relaxation, the 5-bedroom Villa With Private Pool 1489 is located within a 10-minute drive of Champions Gate Downtown Shopping Center.
    View details+
    Check rates
  • Brand New 9Bd Mansion Pool Spa At Windsor Island

    Brand New 9Bd Mansion Pool Spa At Windsor Island

    2130 Lelani Cir
    Staying at Brand New 9Bd Mansion Pool Spa At Windsor Island Davenport villa, guests can visit Northeast Regional Park, which is about a 15-minute drive away.
    View details+
    Check rates
  • Quiet Davenport Home W/ Community Amenities!

    Quiet Davenport Home W/ Community Amenities!

    1000 Deer Creek Blvd
    Located only 12 minutes on foot from Posner Park Shopping Mall, the 1-bedroom Quiet Davenport Home With Community Amenities! offers a sunny patio with views of the garden.
    View details+

    from

    US$ 100 price for 1 night
    Check rates
  • 53 Vacation Home With A Large Pool Near The Disney Attractions!!

    53 Vacation Home With A Large Pool Near The Disney Attractions!!

    959 Loma Bonita Drive
    Positioned 2.6 km from bustling shopping destinations such as Champions Gate Downtown Shopping Center, 0-bedroom 5-3 Vacation Home With A Large Pool Near The Disney Attractions!! offers guests to use…
    View details+
    Check rates
  • Caribbean Dreamin - Vibrant Margaritaville Resort

    Caribbean Dreamin - Vibrant Margaritaville Resort

    Celebration
    Staying at the 3-bedroom Caribbean Dreamin - Vibrant Margaritaville Resort Orlando villa, guests can easily reach Rum Run, located about a 10-minute drive away.
    View details+

    from

    US$ 185 price for 1 night
    Check rates
  • Cheerful 5 Bed 5 Bath Homes With Private Pool

    Cheerful 5 Bed 5 Bath Homes With Private Pool

    9215 Sommerset Hills Drive Kissimmee, Fl, 33896, Us
    Located within 10 minutes' drive of Highlands Reserve Boulevard, Cheerful 5 Bed 5 Bath Homes With Private Pool gives access to various tourist sites in the vicinity.
    View details+

    from

    US$ 171 price for 1 night
    Check rates
  • Home W/ Private Pool & Game Room Near Disney

    Home W/ Private Pool & Game Room Near Disney

    4273 Lana Avenue
    Located merely 0.6 km from Rum Run, the 6-bedroom Home W/ Private Pool & Game Room Near Disney Davenport offers an indoor pool for additional relaxation.
    View details+

    from

    US$ 376 price for 1 night
    Check rates
  • Francheska'S Villa: Private Pool/Spa, 24/7 Support

    Francheska'S Villa: Private Pool/Spa, 24/7 Support

    9211 Sommerset Hills Drive
    Situated within a 10-minute drive of Rum Run, the 5-bedroom Francheskas Villa entices guests with a Jacuzzi, ensuring a more relaxing stay. Offering a heated pool, this accommodation invites guests…
    View details+
    Check rates
  • 4Br Disney & Universal Themed Family Villa With Private Pool, Reunion Resort

    4Br Disney & Universal Themed Family Villa With Private Pool, Reunion Resort

    1451 Fairview Circle
    Check rates
  • Casa 5Q C/ Piscina E Quartos Tematicos

    Casa 5Q C/ Piscina E Quartos Tematicos

    4118 Lana Avenue
    Located in the West Kissimmee district of Davenport and around 25 minutes' walk from Highlands Reserve GC, the 5-bedroom 4118- Windsor Island: Casa Nova Para 13 Hospedes Com Piscina Privativa E…
    View details+
    Check rates
...
Change your search parameters to find the hotel you want.
Expand map Collapse map
Loading...
from

US$

Check-in
Check-out
Guests
2 guests

Adults:

2

Children:

0
Filters

Price in US$:

Min

0

Max

1000
Go

Hotel name

Hotels by class

Review rating

Attractions

Room facilities

Hotel facilities

Accommodation type

Thematic hotels

Districts

Select language
Currency
  • USD U.S. dollar
  • EUR Euro
  • GBP Pound sterling
  • AUD Australian dollar
  • CAD Canadian dollar
  • BRL Brazilian real
  • CNY Chinese yuan
  • CZK Czech koruna
  • DKK Danish krone
  • HKD Hong Kong dollar
  • ILS Israeli new sheqel
  • JPY Japanese yen
  • MYR Malaysian ringgit
  • NZD New Zealand dollar
  • NOK Norwegian krone
  • PLN Polish zloty
  • RON Romanian leu
  • RUB Russian ruble
  • SAR Saudi riyal
  • SGD Singapore dollar
  • ZAR South African rand
  • KRW South Korean won
  • SEK Swedish krona
  • CHF Swiss franc
  • TRY Turkish lira
  • UAH Ukrainian hryvnia
  • THB Thai baht
  • ARS Argentina, Peso
We're here to help
Hi there! Have a question? Message us—our team is happy to assist.
Your details:
Subject:
Message:
Thank you for your message. We’ll get back to you shortly!
Your message was not delivered