Holiday Homes in Kissimmee

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Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Holiday Homes in Kissimmee and around

The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1868)
"Very nice property for family vacation)"
The price is €113
includes taxes & fees
12 Aug - 13 Aug
The Berkley, Orlando
Formosa Valley Resort by UNE Homes
Relax by the pool surrounded by a spacious deck and comfortable seating.

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (164)
"We loved our stay in UNE HOMES! Very spacious, clean, bathroom in everyroom, big rooms, BIG KITCHEN! Will be back for sure."
Formosa Valley Resort by UNE Homes
Encore Resort
Relax by the pool surrounded by a patio area and comfortable lounge seating.

Encore Resort

4.0 star property
6.4 out of 10, (117)
"Great place "
Encore Resort
Upstay: Renovated 9BR Home w Theater & Games Room
Relax in our spacious lobby, featuring a reception desk, comfortable seating area, and access to the Game Room.

Upstay: Renovated 9BR Home w Theater & Games Room

2.5 star property
9.6 out of 10, Exceptional, (4)
"Beautiful home. Close to the Clubhouse. Great communication with property manager. Amenities Galore! Highly Recommend! "
Upstay: Renovated 9BR Home w Theater & Games Room
NEW Spacious 4-bedroom house in Soaring Eagle near Disney!
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and ample counter space.

NEW Spacious 4-bedroom house in Soaring Eagle near Disney!

7.6 out of 10, Good, (9)
"Overall we were pleased with the property. It matched the online description and was very comfortable. There were a couple of issues in that the pool deck and the outside of the windows and doors were dirty and the aircon temperature was fixed at 76 degrees."
NEW Spacious 4-bedroom house in Soaring Eagle near Disney!
Royal Laguna Villas By Magical Memories
Lobby

Royal Laguna Villas By Magical Memories

3.5 star property
7.0 out of 10, Good, (2336)
"the apartment is comfortable and pleasant but the air conditioning does not work, there is only a ceiling fan in the main room and in the living room. They did not give us the card for the pool area and it was a problem to pay and get the lockbox code."
Royal Laguna Villas By Magical Memories
Upstay Resort Retreat w Private Pool & Hot Tub
Relax and socialize in this serene outdoor space with sofas, a round table, and lounge chairs.

Upstay Resort Retreat w Private Pool & Hot Tub

8.8 out of 10, Excellent, (10)
"Everything was exactly as described…an absolutely perfect property for our large family or family reunion, could be better if some basic cleaning products were there like dishwasher pods, garbage bags, towels, laundry pods. "
Upstay Resort Retreat w Private Pool & Hot Tub
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Relax by the pool surrounded by lounge chairs and umbrellas, with palm trees and greenery in the background.

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

9.4 out of 10, Exceptional, (236)
"Great location if you’re visiting the parks. House was roomy and the private pool was great to have. The neighborhood pool is also great for the kids, especially the water slides! Would stay in the neighborhood again. "
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Home 8 Bdrm at Windsor Westside with Top Amenities
Relax by the resort's winding pool surrounded by palm trees and lounge chairs.

Home 8 Bdrm at Windsor Westside with Top Amenities

6.0 out of 10, (1)
"Over all the property was nice. The washer, dryer, and stove needs to be updated and we had some issues with the water in the hot tub not holding the water when we turned the jets on. Will rent again."
Home 8 Bdrm at Windsor Westside with Top Amenities
Stunning Game Room & Pool Jacuzzi Storey Lake 2799
Water park

Stunning Game Room & Pool Jacuzzi Storey Lake 2799

2.0 star property
10.0 out of 10, Exceptional, (2)
"Todo excelente"
Stunning Game Room & Pool Jacuzzi Storey Lake 2799
*Amazing 4Bdr TH*15mins to Disney*Free Amenities!
Relax by the resort pool surrounded by lush palm trees and beautifully maintained gardens.

*Amazing 4Bdr TH*15mins to Disney*Free Amenities!

9.0 out of 10, Wonderful, (7)
"The house is very clean and comfortable. Jenny is very good about responding quickly. Checkin and check out where very easy and quick. Overall great!"
The price is €335
includes taxes & fees
2 Sept - 3 Sept
*Amazing 4Bdr TH*15mins to Disney*Free Amenities!
2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !
Relax by the pool surrounded by palm trees and lounge chairs.

2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !

8.8 out of 10, Excellent, (11)
"Great"
2Pool Home Water Park Disney 2 m Universal Sea World! By Mystic Dunes golf !
Great Location to Theme Parks, Relaxing Lakeview off pool area, Free wifi, Gated Resort w/ Water slides
Relax by the resort's central pool, surrounded by palm trees and lounge chairs, with access to smaller pools and a lazy river.

Great Location to Theme Parks, Relaxing Lakeview off pool area, Free wifi, Gated Resort w/ Water slides

9.4 out of 10, Exceptional, (32)
"We enjoyed our stay and would recommend the property to others. "
Great Location to Theme Parks, Relaxing Lakeview off pool area, Free wifi, Gated Resort w/ Water slides
Sun & Fun Storey Lake – For 16 w/ Pool, Hot Tub, & Resort Amenities
Enjoy a thrilling water slide experience surrounded by lush palm trees and a paved walkway.

Sun & Fun Storey Lake – For 16 w/ Pool, Hot Tub, & Resort Amenities

8.0 out of 10, Very good, (2)
"Amazing property with plenty of space and easy access to all attractions. I highly recomend this property and the host which was very helpful and available 24/7. "
Sun & Fun Storey Lake – For 16 w/ Pool, Hot Tub, & Resort Amenities
5 Bedrooms / 4 Bathrooms / Storey Lake (4814 RC)
Relax by the pool surrounded by a tranquil neighborhood view.

5 Bedrooms / 4 Bathrooms / Storey Lake (4814 RC)

9.4 out of 10, Exceptional, (3)
"Great house! In town for AAU volleyball tournament. Perfect!"
The price is €435
includes taxes & fees
11 Aug - 12 Aug
5 Bedrooms / 4 Bathrooms / Storey Lake (4814 RC)
Upstay: Ultimate Orlando Retreat w Pool & Hot Tub
Relax by the pool surrounded by a geometric-patterned deck and lounge chairs.

Upstay: Ultimate Orlando Retreat w Pool & Hot Tub

8.6 out of 10, Excellent, (27)
"8 rooms with adult beds. Great place to stay if you are a bunch of boys to play golf in Orlando"
Upstay: Ultimate Orlando Retreat w Pool & Hot Tub
Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!
Cozy retreat with a large bed, nightstand, and dresser, plus a ceiling fan and artwork on the walls.

Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!

9.2 out of 10, Wonderful, (20)
"Good place to stay nice and comfortable"
Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!
Cozy Single Home with BBQ, Private Pool & Hot Tub
Pool

Cozy Single Home with BBQ, Private Pool & Hot Tub

9.0 out of 10, Wonderful, (26)
"We all had a great stay with lots of room to spread out."
Cozy Single Home with BBQ, Private Pool & Hot Tub
Bright & Cheery Vacation Villa in Storey Lake! Tons of Resort Amenties, Private splashpool & covered lanai, Free Wifi!
Relax by the central pool, smaller winding pool, or lazy river, surrounded by palm trees and lush lawn.

Bright & Cheery Vacation Villa in Storey Lake! Tons of Resort Amenties, Private splashpool & covered lanai, Free Wifi!

8.8 out of 10, Excellent, (19)
"great time"
Bright & Cheery Vacation Villa in Storey Lake! Tons of Resort Amenties, Private splashpool & covered lanai, Free Wifi!
Resort Fun~Star Wars~Toy Story Rooms~Near Disney
Outdoor dining

Resort Fun~Star Wars~Toy Story Rooms~Near Disney

10.0 out of 10, Exceptional, (2)
"This was our first time staying off Disney property and this place did not disappoint. Owners were easily assessable with any concerns and the place was so cozy. Location is great and resort pool was nice as well. My kids loved the theme rooms and the kitchen is beautiful. Highly recommend and plan to stay her again soon:) "
Resort Fun~Star Wars~Toy Story Rooms~Near 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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Top Kissimmee Hotel Reviews

Magic Moment Resort and Kids Club

Magic Moment Resort and Kids Club

10/10 Excellent
"Kid friendly!"
Zachary 1-night trip
Posted 16 hours ago
Magic Moment Resort and Kids Club