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Vacation Rentals in Kissimmee

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The best 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, 7 reviews
Price from
$279
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 9.3
Wonderful - What previous guests thought, 23 reviews
Price from
$300.50
1 night, 2 adults
Check availability

Gorgeous Home with Golf Course View Championsgate

Kissimmee

13 miles from Disney's Wide World of Sports in Kissimmee, Gorgeous Home with Golf Course View Championsgate features accommodations with access to a public bath and solarium.

E
Ernesto
From
United States
We loved the house, plenty of space. Very quiet area. Great host!! The kitchen has everything you need.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 7 reviews
Price from
$665.30
1 night, 2 adults
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Joyful Home at the best resort in Orlando

Kissimmee

Joyful Home at the best resort in Orlando offers accommodations in Kissimmee, 5.9 miles from Gatorland and 6.4 miles from Disney Springs.

C
Chaye
From
United States
This is a beautiful home in the heart of it all. This will be my family's go to when in Florida
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 15 reviews
Price from
$338.22
1 night, 2 adults
Check availability

Wonderful home close to disney & universal

Kissimmee

5.9 miles from Gatorland in Kissimmee, Wonderful home close to disney & universal offers accommodations with access to a fitness room, public bath, and solarium.

A
Andrew
From
United Kingdom
Great villa,with pool and 5 good size rooms, also close to all amenities and parks
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 28 reviews
Price from
$423.32
1 night, 2 adults
Check availability

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

Kissimmee

Stay at Hogwarts Harry Potter's Home, Free Parking, Pets Allowed is located in Kissimmee, just 14 miles from SeaWorld Orlando and 15 miles from SeaWorld's Discovery Cove.

n
natalie
From
United States
The theming was on point and was a great location for parks
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 38 reviews
Price from
$384.65
1 night, 2 adults
Check availability

Fun Travel Day and joy at Orlando´s Best choice!!

West Kissimmee, Kissimmee

10 miles from Disney's Animal Kingdom in Kissimmee, Fun Travel Day and joy at Orlando´s Best choice!! offers accommodations with access to spa facilities, wellness packages, and beauty services.

E
Elise
From
United States
Very clean and location was fantastic. We were going to the parks and this location was great. Beds were comfortable and the staff was great. Will book this again in the future.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 21 reviews
Price from
$273.93
1 night, 2 adults
Check availability

Summer Near Disney Resort Pools Sleeps 8

West Kissimmee, Kissimmee

Summer Near Disney Resort Pools Sleeps 8 offers accommodations in Kissimmee, 5.8 miles from Disney's Animal Kingdom and 6.1 miles from Disney's Blizzard Beach Water Park.

G
Gennesi
From
United States
It was decorated so nicely and it was very clean!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 52 reviews
Price from
$370.73
1 night, 2 adults
Check availability

Cheerful 4bed 3bath with pool home near Disney

West Kissimmee, Kissimmee

Cheerful 4bed 3bath with pool home near Disney offers accommodations in Kissimmee, 7.4 miles from Disney's Animal Kingdom and 7.8 miles from Disney's Blizzard Beach Water Park.

M
Michelle
From
United States
The house was very clean and very pretty.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 36 reviews
Price from
$361.05
1 night, 2 adults
Check availability

Resort style villa close to Disney and other parks

Kissimmee

13 miles from Disney's Wide World of Sports in Kissimmee, Resort style villa close to Disney and other parks offers accommodations with access to a fitness room, public bath, and solarium.

K
Keiha
From
United States
The space is not only clean but also generously spacious, creating a welcoming and comfortable atmosphere.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 21 reviews
Price from
$469.34
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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Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 548 reviews

Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 451 reviews

Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 218 reviews

Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 6.1
Pleasant - What previous guests thought, 189 reviews

Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 7.9
Good - What previous guests thought, 420 reviews

Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 124 reviews

Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 27 reviews

Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 6.7
Pleasant - What previous guests thought, 484 reviews

Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 63 reviews

Popular with guests booking vacation rentals in Kissimmee

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 49 reviews

Enjoy breakfast in Kissimmee and nearby

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Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 11 reviews

3120-206DR STOREY LAKE, CONDO 2/2 GARDEN VIEW is located in Kissimmee, just 11 miles from SeaWorld Orlando and 11 miles from SeaWorld's Discovery Cove.

Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2 reviews

Newly Remodeled 1 story - 5 Bed 5 Bath with Pvt Pool Spa And Game Room offers accommodations in Kissimmee, 11 miles from SeaWorld's Discovery Cove and 12 miles from Disney Springs.

Cheerful Home Near Disney With Themed Rooms, Pool Table & Waterpark And Resort Access At Encore Resorts Reunion - 200Mn is located in Kissimmee, just 11 miles from SeaWorld Orlando and 11 miles from...

Alluring Home Near Disney With Themed, Media And Game Room With Waterpark & Resort Access At Encore Resorts Reunion - 232Au offers accommodations in Kissimmee, 11 miles from SeaWorld Orlando and 11...

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Vibrant Home Near Disney With Private Pool, Waterpark And Resort Acces At Encore Resorts Reunion - 221Fl offers accommodations in Kissimmee, 11 miles from SeaWorld Orlando and 11 miles from SeaWorld's...

11 miles from SeaWorld Orlando in Kissimmee, Alluring Home With Private Pool Near Disney With Waterpark Resort Access At Encore Resort - 7732Ff provides accommodations with access to a hot tub and spa...

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

Utopic Home With Themed Rooms, Game And Media Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 270Cl is located in Kissimmee, just 11 miles from SeaWorld Orlando and 11 miles...

Scored out of 10, guest rating 1.0
Bad - What previous guests thought, 1 review

Alluring Home With Private Pool And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 280Sf is located in Kissimmee, just 11 miles from SeaWorld Orlando and 11 miles from SeaWorld's...

Vacation Rentals with swimming pools in Kissimmee and nearby

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Scored out of 10, guest rating 6.1
Pleasant - What previous guests thought, 189 reviews

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

7.1 miles from Gatorland in Kissimmee, Four Bedroom Villa in Coral Cay provides accommodations with access to a fitness room.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 24 reviews

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

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 51 reviews

7.7 miles from Gatorland in Kissimmee, Roomy House Near Disney with Resort Pool and Patio BBQ features accommodations with access to a fitness room, public bath, and open-air bath.

Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 14 reviews

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

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

4321 QS - Magical Haven Townhome w Pool offers accommodations in Kissimmee, 7.5 miles from Disney Springs and 7.6 miles from Gatorland.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 2 reviews

Providing an outdoor swimming pool, Storey Lake 10BR Fire Pit Pool Hot Tub Game EVChrg provides accommodations in Kissimmee.

Scored out of 10, guest rating 6.2
Pleasant - What previous guests thought, 18 reviews

Grand Holiday 3BR Palms Condo near Disney Parks is located in Kissimmee, just 7.6 miles from Disney's Wide World of Sports and 7.8 miles from Disney Springs.

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

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Serene Sunsets Villa - E04

Kissimmee
Free cancellation options available

Serene Sunsets Villa - E04 is located in Kissimmee, just 4.3 miles from Gatorland and 9.5 miles from SeaWorld Orlando. This vacation home features air-conditioned accommodations with a patio.

Scored out of 10, guest rating 5.3
Fair - What previous guests thought, 32 reviews

Grand Family 3BR Condo Apartment near Disney Parks is located in Kissimmee, just 7.1 miles from Disney's Wide World of Sports and 7.3 miles from Disney Springs.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 3 reviews

Gorgeous Place Minutes Away from Attractions is located in Kissimmee, just 7.6 miles from Disney's Wide World of Sports and 7.8 miles from Disney Springs.

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 2 reviews

7.7 miles from Disney's Wide World of Sports in Kissimmee, ELEGANT & LUXURIOUS FAMILY APARTMENT close to DISNEY WORLD features accommodations with access to a fitness room.

Home with a pool at Storey Lake Resort

Kissimmee
Free cancellation options available
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 2 reviews

Home with a pool at Storey Lake Resort is located in Kissimmee, just 5.6 miles from Gatorland and 6.1 miles from Disney Springs.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 26 reviews

Located within 5.4 miles of Disney's Wide World of Sports and 5.6 miles of Disney's Hollywood Studios, Newly Room in cozy hotel with Super location to the Parks has rooms with air conditioning and a...

Luxury Home With Private Pool And Water Park & Resort Access Near Disney At Encore Resorts Reunion - 240Mn offers accommodations in Kissimmee, 11 miles from SeaWorld Orlando and 11 miles from...

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 2 reviews

Marvelous Home Near Disney With Private Pool And Waterpark & Resort Access At Encore Resorts Reunion - 250Cl offers accommodations in Kissimmee, 11 miles from SeaWorld Orlando and 11 miles from...

Highly rated vacation rentals in Kissimmee and nearby

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Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 41 reviews

Modern Luxury Villa with Everything offers accommodations in Kissimmee, 7.5 miles from Disney Springs and 7.6 miles from Gatorland. Guests are welcome to go for a swim in the private pool.

Island 1

Kissimmee
8.0+ review score
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 36 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 9.0
Wonderful - What previous guests thought, 7 reviews

4 Bedroom Townhouse in a Gated Resort! offers accommodations in Kissimmee, 10 miles from SeaWorld's Discovery Cove and 10 miles from Disney Springs.

Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 5 reviews

4.6 miles from Gatorland in Kissimmee, 10 Mi to Disney: Venetian Bay Villages Retreat provides accommodations with access to a hot tub.

Orlando House

Kissimmee
8.0+ review score
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 34 reviews

4.9 miles from Gatorland in Kissimmee, Orlando House features accommodations with access to a hot tub, hammam, and fitness room.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 41 reviews

Casita mi Encanto a Cozy & Spacious House, 4-bedroom 3-Bath & pool offers accommodations in Kissimmee, 7.2 miles from Gatorland and 9.2 miles from Disney Springs.

Disney Adjacent

Kissimmee
8.0+ review score
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 48 reviews

10 miles from Disney Springs in Kissimmee, Disney Adjacent provides accommodations with access to a fitness room.

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 21 reviews

4.2 miles from Gatorland in Kissimmee, 3830 Premier Villa 6Bd Private Pool and Game Room provides accommodations with access to a hot tub, spa center, and fitness room.

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 9.6
Exceptional - What previous guests thought, 30 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 byDavid
Family with young children

Disney-Themed Villa w/ 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 byHelen
Family with young children

Villas at Seven Dwarfs - Close to Disney

Vacation Rental in Kissimmee
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 420 reviews
Our Villa was amazing! Location was perfect! Staff was nice and very helpful!
Guest review byChameka
Family with young children

Chic 5Bed Home close to Disney parks

Vacation Rental in Kissimmee
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 19 reviews
Great location and a very nice holiday home!
Guest review byJay
Family with young children

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