The 10 best vacation rentals in Kissimmee, US | Booking.com
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Vacation Rentals in Kissimmee

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The best vacation rentals in Kissimmee

Check out our selection of great vacation rentals in Kissimmee

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Amazing 3bd/2ba Condo with water view @ Disney

West Kissimmee, Kissimmee

6.9 miles from Disney's Animal Kingdom in Kissimmee, Amazing 3bd/2ba Condo with water view @ Disney features accommodations with access to a sauna, hot tub, and fitness room.

T
Thu
From
United States
Great proximity to Disney quiet neighborhood
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 6 reviews
Price from
MXN 2,498.15
1 night, 2 adults
Check availability

Great 6bedrooms home in Kissimmee w Private Pool 8426

West Kissimmee, Kissimmee

Great 6bedrooms home in Kissimmee w Private Pool 8426 is located in Kissimmee, just 5.7 miles from Disney's Animal Kingdom and 6.1 miles from Disney's Blizzard Beach Water Park.

M
Megan
From
United States
The property is close to everything in town! Great access to the highways and only about a 20min drive to the theme parks.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 22 reviews
Price from
MXN 3,073.78
1 night, 2 adults
Check availability

Windsor Palms, next to clubhouse

West Kissimmee, Kissimmee

5.7 miles from Disney's Animal Kingdom in Kissimmee, Windsor Palms, next to clubhouse offers accommodations with access to a fitness room. Guests can go for a swim in the private pool.

T
Toronto
From
Canada
This property was perfect for us. The unit was very clean and spacious, with three decent-sized bedrooms featuring real beds. The location is extremely convenient—just 30 steps from the clubhouse, which includes a pool, gym, tiki bar, store, and tennis & pickleball courts. When you open the door, you can see the courts, making it easy to check if they are available—another great convenience. The kitchen is fully equipped with everything you could possibly need, and all the appliances look very modern. The interior decor is also stylish and well-maintained. The master bed was incredibly comfortable, and we enjoyed restful sleep every night. The host was thoughtful and easy to reach whenever we needed to contact him. One thing to note: this resort does not have elevators, so moving a large amount of luggage could be challenging. However, don’t worry—this unit is located on the ground level, and we had no trouble bringing in our belongings. Overall, we had a wonderful stay in this unit and will definitely return specifically to this one! Thank you very much!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 10 reviews
Price from
MXN 2,514.91
1 night, 2 adults
Check availability

Chic 5Bed Home close to Disney parks

Kissimmee

Chic 5Bed Home close to Disney parks offers accommodations in Kissimmee, 13 miles from Disney's Wide World of Sports and 13 miles from Disney's Boardwalk.

D
Damien
From
United States
The location was about 20 min from Universal Theme Park but wasn't bad unless traffic. Access to the home was easy and communication with host was prompt.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 14 reviews
Price from
MXN 4,546.22
1 night, 2 adults
Check availability

Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed

Kissimmee

A recently renovated vacation home, Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed offers accommodations in Kissimmee.

D
Deloris
From
United States
The while house was magnificent
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 29 reviews
Price from
MXN 1,285.40
1 night, 2 adults
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Nice & Cozy - Vacation Home

Kissimmee

5.8 miles from Disney Springs in Kissimmee, Nice & Cozy - Vacation Home features accommodations with access to a hot tub. This property offers a private pool and free private parking.

P
Perla
From
United States
I love that the property is close to the park attractions.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 22 reviews
Price from
MXN 2,011.93
1 night, 2 adults
Check availability

Luxury 5Bed Home with Pool and Game Room

Kissimmee

Luxury 5Bed Home with Pool and Game Room is located in Kissimmee, just 13 miles from Disney's Wide World of Sports and 13 miles from Disney's Boardwalk.

A
Aniya
From
United States
It was very nice and had a lot of space a lot of utilities and evt
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 17 reviews
Price from
MXN 4,108.63
1 night, 2 adults
Check availability

Amazing 4 Bed home w private Pool close to Disney 1180KING

Kissimmee

Amazing 4 Bed home w private Pool close to Disney 1180KING is located in Kissimmee, just 12 miles from Disney's Wide World of Sports and 13 miles from Disney's Boardwalk.

C
Courtney
From
United States
Beautiful home, lots of space for everyone
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 15 reviews
Price from
MXN 3,136.19
1 night, 2 adults
Check availability

Luxury Champions Gate Condo, Resort-Style Retreat

Kissimmee

12 miles from Disney's Wide World of Sports in Kissimmee, Luxury Champions Gate Condo, Resort-Style Retreat features accommodations with access to a fitness room.

M
Mittelstadt
From
United States
Beautiful place! Loved everything about it very comfortable and clean. Close to everything. Quiet.
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 40 reviews
Price from
MXN 3,041.56
1 night, 2 adults
Check availability

Magical Themed Home - Disney 15 min

Kissimmee

7.7 miles from Gatorland in Kissimmee, Magical Themed Home - Disney 15 min features accommodations with access to a hot tub and fitness center.

M
Merissa
From
United States
The rooms were absolutely beautiful, the pictures truly do not do them justice. I was very impressed at the attention to detail for each little world.
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 16 reviews
Price from
MXN 4,386.20
1 night, 2 adults
Check availability
All vacation rentals in Kissimmee

Most booked vacation rentals in Kissimmee and surrounding area in the past month

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These vacation rentals in Kissimmee and nearby have options with free cancellation

  • Royal 1

    Kissimmee
    Free cancellation options available
    Scored out of 10, guest rating 4.6
    Disappointing - What previous guests thought, 5 reviews

    Featuring a garden, Royal 1 offers accommodations in Kissimmee. This property offers access to a terrace and free private parking.

  • Scored out of 10, guest rating 5.4
    Fair - What previous guests thought, 7 reviews

    Providing a garden, Hidden City Riverfront Apt Near Lakes Golf & Disney features accommodations in Kissimmee. This property offers access to a terrace and free private parking.

  • Scored out of 10, guest rating 6.8
    Pleasant - What previous guests thought, 17 reviews

    Offering a garden, 2222 Venettian Bay retreat- 3 bedroom full of amenities features accommodations in Kissimmee. With lake views, this accommodation provides a swimming pool.

  • Heritage Park Inn

    Kissimmee
    Free cancellation options available
    Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 222 reviews

    Heritage Park Inn offers accommodations in Kissimmee, 7 miles from Gatorland and 14 miles from Florida Mall. This condo hotel offers free private parking, a 24-hour front desk, and free Wifi.

  • Serene Sunsets Villa - E04

    Kissimmee
    Free cancellation options available

    Serene Sunsets Villa - E04 is located in Kissimmee, just 4.6 miles from Gatorland and 9.5 miles from SeaWorld Orlando. This vacation home features air-conditioned accommodations with a patio.

  • Great Lovely Family Apartment close Disney

    Kissimmee
    Free cancellation options available
    Scored out of 10, guest rating 8.8
    Excellent - What previous guests thought, 25 reviews

    7.1 miles from Gatorland in Kissimmee, Great Lovely Family Apartment close Disney offers accommodations with access to a fitness center.

  • South Facing Pool with Stunning Lake View - Family Friendly Home - Nr Disney offers accommodations in Kissimmee, 7 miles from Gatorland and 8.4 miles from Disney's Wide World of Sports.

  • Terra Verde Vacation Rentals

    Kissimmee
    Free cancellation options available
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 16 reviews

    8.1 miles from Gatorland in Kissimmee, Terra Verde Vacation Rentals features accommodations with access to a fitness center.

Highly rated vacation rentals in Kissimmee and nearby

  • Island 1

    Kissimmee
    8.0+ review score
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 22 reviews

    Island 1 offers accommodations in Kissimmee, 4.2 miles from Gatorland and 11 miles from SeaWorld Orlando. This property offers a private pool and free private parking.

  • Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 13 reviews

    4 BR No carpet Just Remodeled Unit SR1205 is located in Kissimmee, just 7.5 miles from Gatorland and 8.6 miles from Disney's Wide World of Sports.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 10 reviews

    Ground floor spacious house 4BR VP2512 offers accommodations in Kissimmee, 7.7 miles from Disney's Wide World of Sports and 7.9 miles from Disney's Boardwalk.

  • Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 27 reviews

    7.3 miles from Gatorland in Kissimmee, Cozy Oasis near Disney! 4 bedroom 3 bath Townhouse! features accommodations with access to a fitness room.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 11 reviews

    Stunning 3BD Condo 14 Mins to Disney World, Gated offers accommodations in Kissimmee, 6.8 miles from Disney Springs and 7.3 miles from Gatorland.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 8 reviews

    Newly Updated 3 Bedroom Home offers accommodations in Kissimmee, 10 miles from Gatorland and 12 miles from Disney's Wide World of Sports.

  • Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 6 reviews

    Beautiful Modern Home wPrivate Pool Near WDW offers accommodations in Kissimmee, 6.2 miles from Gatorland and 6.2 miles from Disney Springs.

  • Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 10 reviews

    4814 Lullaby Lane is located in Kissimmee, just 5.9 miles from Disney Springs and 6 miles from Disney's Wide World of Sports. Guests can go for a swim in the private pool.

Enjoy breakfast in Kissimmee and nearby

FAQ about vacation rentals in Kissimmee

Vacation Rentals That Guests Love in Kissimmee

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  • Veteran Owned 3bdr/3 bath Townhouse w/WiFi 3mi to Disney - Fall/Winter Specials

    Vacation Rental in Kissimmee
    Scored out of 10, guest rating 9.4
    Wonderful - What previous guests thought, 29 reviews
    Our recent stay at this villa was an amazing experience. We spent three weeks in Florida as a family—two adults and three kids. The villa is much larger than it looks in the pictures, and the communication with the owners is spot-on. I would happily stay here again on future trips. The location is perfect for Disney and Universal.
    Guest review by
    David
    Family with young children

  • Disney-Themed Villa with Heated Pool, 10 Mi to Parks

    Vacation Rental in Kissimmee
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 2 reviews
    Lovely villa, so many little extra Disney themed touches. Local contact was very responsive when I couldn't find a couple of things. Really comfortable beds and lovely pool, we had a great time!
    Guest review by
    Helen
    Family with young children

  • Villas at Seven Dwarfs - Close to Disney

    Vacation Rental in Kissimmee
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 518 reviews
    Our Villa was amazing! Location was perfect! Staff was nice and very helpful!
    Guest review by
    Chameka
    Family with young children

  • Chic 5Bed Home close to Disney parks

    Vacation Rental in Kissimmee
    Scored out of 10, guest rating 9.2
    Wonderful - What previous guests thought, 14 reviews
    Great location and a very nice holiday home!
    Guest review by
    Jay
    Family with young children

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