Kissimmee Vacation Homes

Kissimmee Vacation Homes
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A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Our top choices for Kissimmee holiday homes

A decorative stone fountain with a twisted base, surrounded by vibrant red flowers and tropical foliage, set against a backdrop of a pool and palm trees.

A hotel reception area with a neon sign for Maple Leaf Inn & Suites, a desk with a computer, and a display of travel brochures.

A building with a white facade and a red roof, surrounded by lush greenery and a well-maintained lawn.

A hotel room with two beds, a sofa, a round table, and a patterned carpet.

1. Maple Leaf Inn & Suites

Maple Leaf Inn & Suites

2.5 star property

Kissimmee

6.8 out of 10, (72 reviews)

6.8/10

(72 reviews)

"The room was clean and the staff was okay "

Shaneka

The price is HK$463

HK$463

HK$526 total

includes taxes & fees

21 Oct - 22 Oct

Maple Leaf Inn & Suites

A modern bedroom with a large bed, a ceiling fan, and a view of a pool and building.

A modern kitchen with a double sink, granite countertops, and a pendant light.

A modern bedroom with a large bed, a ceiling fan, a painting, a bedside table, and a window with blinds.

A modern living room with a white coffee table, grey sofas, and a large abstract painting.

2. Private Resort Access~King Bed~Hot Tub~Balcony

Private Resort Access~King Bed~Hot Tub~Balcony

Kissimmee

10.0 out of 10, Exceptional, (3 reviews)

10/10

Exceptional

(3 reviews)

"Great host and fantastic pool"

paul m.

The price is HK$360

HK$360

HK$2,956 total

includes taxes & fees

21 Oct - 22 Oct

Private Resort Access~King Bed~Hot Tub~Balcony

A living room with two brown leather sofas, a beige throw blanket, and a coffee table with a decorative item. A painting of a beach landscape hangs on the wall, and a wooden clock is visible.

A single-story house with a front porch, a driveway, and a lawn.

A room with a large window overlooking a body of water, a small table, a chair, and a potted plant.

A modern kitchen with wooden cabinets, a white countertop, and a backsplash.

3. Charming 2BR/2BA Townhome with Patio near Disney

Charming 2BR/2BA Townhome with Patio near Disney

Kissimmee

8.6 out of 10, Excellent, (23 reviews)

8.6/10

Excellent

(23 reviews)

"Very nice stay"

michael h.

The price is HK$388

HK$388

HK$1,779 total

includes taxes & fees

23 Oct - 24 Oct

Charming 2BR/2BA Townhome with Patio near Disney

A modern kitchen with white cabinets, stainless steel appliances, and a marble island with bar stools.

A bedroom with a white bed, a nightstand, a ceiling fan, and a window with blinds.

A spacious kitchen with a central island, bar stools, and a ceiling fan.

A single-story mobile home with a covered porch and a small front yard.

4. Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6

Kissimmee

9.8 out of 10, Exceptional, (22 reviews)

9.8/10

Exceptional

(22 reviews)

"Great little place. We would book it again."

Jack Francis G.

The price is HK$722

HK$722

HK$2,407 total

includes taxes & fees

27 Oct - 28 Oct

Charming 2-bedroom Florida Getaway! Sleeps 6

A modern kitchen with a central island, built-in appliances, and a large window providing natural light.

A spacious loft-style room with a high ceiling, exposed wooden beams, a dining area with a long table and chairs, a seating area with sofas, and large windows offering views of the outside.

A modern kitchen with a built-in oven, microwave, and dishwasher. There is a large round mirror on the wall and a clock.

A spacious room with a high ceiling and exposed wooden beams, a dining area with a table and chairs, and a seating area with a sofa and armchairs.

5. Resort Stay~Near Disney~Bright~Gym~Hot Tub

Resort Stay~Near Disney~Bright~Gym~Hot Tub

Kissimmee

10.0 out of 10, Exceptional, (10 reviews)

10/10

Exceptional

(10 reviews)

"Property was very clean and convenient and host communication was excellent"

John

The price is HK$288

HK$288

HK$2,872 total

includes taxes & fees

2 Nov - 3 Nov

Resort Stay~Near Disney~Bright~Gym~Hot Tub

A bedroom with a large bed, a wooden headboard, two bedside tables with lamps, a view of a swimming pool, and a sliding door.

A house with a covered patio, a pool, and a sliding glass door leading to a kitchen.

A spacious living area with a sofa, chairs, a dining table, and a desk with a computer.

A modern kitchen with white cabinets, a central island, and a dining area with a wooden table and white chairs.

6. Heated Pool~Game Room~Modern~Resort~Disney Magic

Heated Pool~Game Room~Modern~Resort~Disney Magic

Lake Berkley

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"We absolutely loved our stay in this home. The host's were extremely kind and responsive. The home was squeaky clean and the beds were super comfy. We cannot wait to book again. Thank you Derek & Lauren!!!"

Kelly F.

The price is HK$456

HK$456

HK$3,652 total

includes taxes & fees

18 Nov - 19 Nov

Heated Pool~Game Room~Modern~Resort~Disney Magic

A modern kitchen with white cabinets, stainless steel appliances, and a dining area set for a meal.

A hotel room with a bed, a painting, and a chandelier.

A swimming pool with a water fountain, a covered patio, and a building with a sloped roof.

A two-story house with a front porch, a small front yard, and palm trees.

7. Stylish Family Retreat in Kissimmee

Stylish Family Retreat in Kissimmee

Trafalgar Village

10.0 out of 10, Exceptional, (2 reviews)

10/10

Exceptional

(2 reviews)

"Great communication, the one little thing that was wrong was fixed right away. House had everything you need and even a few starter items. The only suggesstion is to get better fluffier pillows. "

Keshia E.

The price is HK$628

HK$628

HK$3,122 total

includes taxes & fees

2 Nov - 3 Nov

Stylish Family Retreat in Kissimmee

A living room with a sectional sofa, a coffee table, a teal cabinet, and framed artwork on the wall.

A four-poster bed with a white headboard, a bedside table with a lamp, and a window with curtains.

A modern kitchen with white cabinets, stainless steel appliances, and a round dining table set for four.

8. Shake Shack Heated Pool & Hot Tub

Shake Shack Heated Pool & Hot Tub

3.5 star property

Kissimmee

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"We had a great time. The location was amazing and the convenience of a home is unmeasurable. Cheers! "

Keith

The price is HK$1,005

HK$1,005

HK$2,914 total

includes taxes & fees

27 Oct - 28 Oct

Shake Shack Heated Pool & Hot Tub

A gym with various exercise equipment, including treadmills, elliptical machines, and weight machines.

A compact living space with a kitchenette, a sofa, a coffee table, and a dining table.

A kitchen with wooden cabinets, a black countertop, and a stainless steel sink.

9. SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W

Kissimmee

9.8 out of 10, Exceptional, (17 reviews)

9.8/10

Exceptional

(17 reviews)

"Great place. Was clean and cozy. "

Casey W.

The price is HK$699

HK$699

HK$1,881 total

includes taxes & fees

29 Oct - 30 Oct

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W

An outdoor patio with wicker furniture, a glass table, and a hammock.

A kitchen with wooden cabinets, stainless steel appliances, and a tiled backsplash.

A modern bedroom with a bed, bedside table, and a dresser.

10. -A Sweet Home Near Theme Parks!-

-A Sweet Home Near Theme Parks!-

Kissimmee

10.0 out of 10, Exceptional, (5 reviews)

10/10

Exceptional

(5 reviews)

"This place is SO cozy and comfortable! I was amazed at all of the touches the hosts have added to make it a true “home away from home”. I am local and had a small get together with some family - it was so great for a gathering - plenty of seating and the outdoor spot is lovely!"

Natalie V.

The price is HK$1,099

HK$1,099

HK$2,860 total

includes taxes & fees

21 Oct - 22 Oct

-A Sweet Home Near Theme Parks!-

A resort with a large pool, water slides, and palm trees.

A gym with various exercise equipment, large windows, and a television screen.

A modern kitchen with stainless steel appliances, a double sink, and a large island.

A hotel lobby with a large screen displaying a golf course, comfortable seating areas, and large windows offering a view of the outdoors.

11. Amazing Home Near Disney, Amazing Amenities Renovated.Free Shuttle to the Parks!

Amazing Home Near Disney, Amazing Amenities Renovated.Free Shuttle to the Parks!

Kissimmee

9.2 out of 10, Wonderful, (104 reviews)

9.2/10

Wonderful

(104 reviews)

"Great place to stay. Especially for families!"

Heather C.

Amazing Home Near Disney, Amazing Amenities Renovated.Free Shuttle to the Parks!

A modern kitchen with granite countertops, stainless steel appliances, and a dining area with a table and chairs.

A modern living room with a grey sofa, a coffee table, and a dining area with blue chairs and a glass table.

A dining area with a glass table, four chairs, a potted plant, and a modern chandelier.

A residential area with a central pond, surrounded by houses with red-tiled roofs, and a view of the surrounding landscape.

12. 3-bedroom Disney Townhome Retreat

3-bedroom Disney Townhome Retreat

Kissimmee

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"Great stay nice home "

julia t.

The price is HK$842

HK$842

HK$2,837 total

includes taxes & fees

2 Nov - 3 Nov

3-bedroom Disney Townhome Retreat

A swimming pool with lounge chairs and gazebos, surrounded by palm trees and buildings with red-tiled roofs.

A home theater with a large flat-screen TV, multiple rows of leather recliner seating, and a carpeted floor.

A dining area with a glass table set for four, surrounded by white upholstered chairs with metal studs. A decorative mirror with a wavy frame hangs above the table.

A sign with "Bella Vida" written on it, surrounded by palm trees and a well-maintained garden.

13. Plunge Pool Oasis~Bella Vida Resort~Close to Parks

Plunge Pool Oasis~Bella Vida Resort~Close to Parks

Bellavida

10.0 out of 10, Exceptional, (12 reviews)

10/10

Exceptional

(12 reviews)

"Excellent customer service from booking to checkout. Maintenance was very quick to respond and address any concerns. Quiet neighborhood & great location"

Marjorie S.

Plunge Pool Oasis~Bella Vida Resort~Close to Parks

A modern living room with a round dining table, grey sofas, and a TV mounted on the wall.

A modern living room with a grey sofa, blue armchair, and a kitchen area with grey cabinets and a white countertop.

A modern hallway with a bench, artwork, a hanging chair, and a plant.

A modern living room with a sofa, coffee table, and a blue rug.

14. Disney Getaway w/ Splash Pool + Kids’ Theme Rooms

Disney Getaway w/ Splash Pool + Kids’ Theme Rooms

Kissimmee

9.6 out of 10, Exceptional, (25 reviews)

9.6/10

Exceptional

(25 reviews)

"Great stay nice and clean "

Vanna C.

The price is HK$663

HK$663

HK$4,336 total

includes taxes & fees

21 Oct - 22 Oct

Disney Getaway w/ Splash Pool + Kids’ Theme Rooms

15. 4 BD/ 4 BA/ Bella Vida (440 LF)

4 BD/ 4 BA/ Bella Vida (440 LF)

Bellavida

9.0 out of 10, Wonderful, (28 reviews)

9.0/10

Wonderful

(28 reviews)

"This was a great property conveniently located to everything. The pool was great the accommodations were perfect for our family of 6."

Eric H.

The price is HK$862

HK$862

HK$4,160 total

includes taxes & fees

21 Oct - 22 Oct

4 BD/ 4 BA/ Bella Vida (440 LF)

A resort with a large pool, water slides, and lounge areas.

A bar area with multiple seating options, including bar stools and patterned booths, and a bar counter with various bottles.

A sign for Fantasy World Resort with a clear view of the surrounding greenery and a building in the background.

16. Incredible Fantasy World Nr Disney, Amazing Amenities.Free Shuttle to the Parks

Incredible Fantasy World Nr Disney, Amazing Amenities.Free Shuttle to the Parks

Kissimmee

9.4 out of 10, Exceptional, (83 reviews)

9.4/10

Exceptional

(83 reviews)

"Clean spacious place. Fantastic pool area with slides. Family loved it."

Thomas K.

The price is HK$542

HK$542

HK$1,880 total

includes taxes & fees

2 Nov - 3 Nov

Incredible Fantasy World Nr Disney, Amazing Amenities.Free Shuttle to the Parks

17. 4 Bedrooms/ 3 Bathrooms/ Paradise Palms (8976 MP)

4 Bedrooms/ 3 Bathrooms/ Paradise Palms (8976 MP)

Kissimmee

9.2 out of 10, Wonderful, (5 reviews)

9.2/10

Wonderful

(5 reviews)

"Very nice and roomy. Perfect for a family with kids, young or old."

Lisa H.

The price is HK$776

HK$776

HK$3,840 total

includes taxes & fees

27 Oct - 28 Oct

4 Bedrooms/ 3 Bathrooms/ Paradise Palms (8976 MP)

18. Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport

Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport

Buena Ventura Lakes

9.6 out of 10, Exceptional, (9 reviews)

9.6/10

Exceptional

(9 reviews)

"Excellent house"

Franks

The price is HK$848

HK$848

HK$2,641 total

includes taxes & fees

21 Oct - 22 Oct

Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport

A modern kitchen with a central island, stainless steel appliances, and a view of a body of water through large windows.

An outdoor living area with a sectional sofa, a coffee table with a candle, and string lights on the ceiling.

A modern kitchen with built-in appliances, a central island, and a living area with a sofa and curtains.

A pool with a view of a sunset over a lake, surrounded by a metal fence.

19. Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

Buena Ventura Lakes

10.0 out of 10, Exceptional, (46 reviews)

10/10

Exceptional

(46 reviews)

"Comfortable & close to Orlando attractions."

Bridget H.

The price is HK$1,562

HK$1,562

HK$3,290 total

includes taxes & fees

8 Nov - 9 Nov

Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

A resort with multiple swimming pools, palm trees, and a large building complex in the background.

A living room with a beige sofa, two round wooden coffee tables, a large potted plant, and a flat-screen TV mounted above a fireplace.

A modern kitchen with white cabinets, a stainless steel refrigerator, a sink, and a dining area with chairs.

A modern living room with a flat-screen TV mounted on a textured wall, a sofa, a wicker chair, and a small table with a plant.

20. Dream Home • 5BR/5BA • Private Pool & Jacuzzi • FREE Water Park • 15' to Disney

Dream Home • 5BR/5BA • Private Pool & Jacuzzi • FREE Water Park • 15' to Disney

Kissimmee

9.6 out of 10, Exceptional, (11 reviews)

9.6/10

Exceptional

(11 reviews)

"we had an amazing stay and will for sure be back in the future"

Ricardo A.

The price is HK$910

HK$910

HK$2,958 total

includes taxes & fees

26 Oct - 27 Oct

Dream Home • 5BR/5BA • Private Pool & Jacuzzi • FREE Water Park • 15' to Disney

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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