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

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Kissimmee vacation homes

Interior

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

Resort Stay~Near Disney~Bright~Gym~Hot Tub
Kissimmee
10.0 out of 10, Exceptional, (8 reviews)
"The place was great & convenient if going to the parks. It had everything we needed & was clean and nicely updated."
United States
Sadie H.
The price is ￥5,761
￥57,409 total
includes taxes & fees
Sep 20 - Sep 21
Resort Stay~Near Disney~Bright~Gym~Hot Tub
Outdoor pool

2. Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (72 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is ￥9,256
￥10,506 total
includes taxes & fees
Sep 23 - Sep 24
Maple Leaf Inn & Suites
Deluxe Apartment, 3 Bedrooms, Golf View | Interior

3. Sunset Greens Villa

Sunset Greens Villa
2.0 star property
Reunion
10.0 out of 10, Exceptional, (1 review)
"Very nice property"
United States
Richard
The price is ￥12,386
￥63,370 total
includes taxes & fees
Sep 22 - Sep 23
Sunset Greens Villa
Coffee/tea maker, fridge, microwave, oven

4. Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (21 reviews)
"Great little place. We would book it again."
United States
Jack Francis G.
The price is ￥12,990
￥44,904 total
includes taxes & fees
Oct 3 - Oct 4
Charming 2-bedroom Florida Getaway! Sleeps 6
4 bedrooms, desk, iron/ironing board, travel crib

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

Heated Pool~Game Room~Modern~Resort~Disney Magic
Lake Berkley
10.0 out of 10, Exceptional, (2 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!!!"
United States
Kelly F.
The price is ￥9,306
￥72,984 total
includes taxes & fees
Sep 23 - Sep 24
Heated Pool~Game Room~Modern~Resort~Disney Magic
Pool

6. Mandalorian Retreat – Private Pool Near Disney

Mandalorian Retreat – Private Pool Near Disney
Bellavida
9.8 out of 10, Exceptional, (38 reviews)
"Great location"
United States
Gene M.
The price is ￥15,114
￥70,408 total
includes taxes & fees
Sep 21 - Sep 22
Mandalorian Retreat – Private Pool Near Disney
3 bedrooms, desk, iron/ironing board, travel crib

7. 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)
"Great host and fantastic pool"
United States
paul m.
The price is ￥7,800
￥59,727 total
includes taxes & fees
Sep 29 - Sep 30
Private Resort Access~King Bed~Hot Tub~Balcony
A heated pool

8. Awesome 5BR Townhouse Near Disney - Private Pool!

Awesome 5BR Townhouse Near Disney - Private Pool!
Kissimmee
9.8 out of 10, Exceptional, (10 reviews)
"House is gorgeous and plenty of room, I will highly recommend this place, our family loved it "
United States
Sky K.
The price is ￥15,217
￥96,471 total
includes taxes & fees
Sep 28 - Sep 29
Awesome 5BR Townhouse Near Disney - Private Pool!
Outdoor dining

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)
"Great place. Was clean and cozy. "
United States
Casey W.
The price is ￥13,978
￥36,810 total
includes taxes & fees
Sep 20 - Sep 21
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W
A heated pool

10. Family-Friendly 4 Bedroom 3 Bath Pool Home 271

Family-Friendly 4 Bedroom 3 Bath Pool Home 271
Kissimmee
8.4 out of 10, Very good, (27 reviews)
"First of all we entered and everything was off and with the broken wall and the sofa, the refrigerator was broken, the food was ruined and the pool was dirty with hair, the grill didn't work either, we didn't repeat it"
United States
Jennifer
The price is ￥10,130
￥79,239 total
includes taxes & fees
Sep 22 - Sep 23
Family-Friendly 4 Bedroom 3 Bath Pool Home 271
Outdoor pool, a heated pool

11. Disney-Themed Escape – Frozen & Star Wars Rooms, Pool, Games & Family Fun

Disney-Themed Escape – Frozen & Star Wars Rooms, Pool, Games & Family Fun
Kissimmee
9.8 out of 10, Exceptional, (40 reviews)
"We had a good stay at the property. The description was accurate and it was clean and ready for our arrival. The host had good communication and check in was easy. We had no complaints about the stay."
United States
Susan H.
The price is ￥12,742
￥84,844 total
includes taxes & fees
Sep 27 - Sep 28
Disney-Themed Escape – Frozen & Star Wars Rooms, Pool, Games & Family Fun
TV, foosball, table tennis

12. Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760

Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760
Kissimmee
9.0 out of 10, Wonderful, (58 reviews)
"Loved our beautiful stay and appreciated the extra details to amenities during our stay! "
United States
Jennifer D.
The price is ￥7,844
￥26,641 total
includes taxes & fees
Oct 7 - Oct 8
Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760
Pool

13. 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
9.4 out of 10, Exceptional, (9 reviews)
"We loved this home."
United States
Denzil
The price is ￥13,335
￥52,834 total
includes taxes & fees
Sep 24 - Sep 25
Dream Home • 5BR/5BA • Private Pool & Jacuzzi • FREE Water Park • 15' to Disney
Dining

14. Freshly Updated~Near Disney~Private Pool~Resort

Freshly Updated~Near Disney~Private Pool~Resort
Crystal Cove
10.0 out of 10, Exceptional, (4 reviews)
"Everything was amazing would love to rent more properties in the future!!"
United States
Dijaun B.
The price is ￥11,400
￥81,864 total
includes taxes & fees
Oct 6 - Oct 7
Freshly Updated~Near Disney~Private Pool~Resort
Pool

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

Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!
Kissimmee
9.4 out of 10, Exceptional, (59 reviews)
"Very clean family friendly stay. I will definitely come stay again and recommend to friends and family to book their stay here."
United States
Elain S.
The price is ￥15,390
￥55,794 total
includes taxes & fees
Sep 21 - Sep 22
Magical Family Townhome Retreat – Comfort & Convenience Near Top Attractions!
House | 5 bedrooms, high-speed internet

16. Stylish Home With Pool Hot Tub and Parking

Stylish Home With Pool Hot Tub and Parking
2.0 star property
Reunion
10.0 out of 10, Exceptional, (1 review)
The price is ￥19,987
￥65,244 total
includes taxes & fees
Sep 20 - Sep 21
Stylish Home With Pool Hot Tub and Parking
Outdoor pool

17. It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando

It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
Kissimmee
9.8 out of 10, Exceptional, (38 reviews)
"Great location and condo."
United States
Lonnie M.
The price is ￥18,355
￥53,504 total
includes taxes & fees
Sep 20 - Sep 21
It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
Pool

18. 2BR family retreat w/ resort access

2BR family retreat w/ resort access
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay! I strongly recommend the stay"
United States
dwayne
The price is ￥15,247
￥55,622 total
includes taxes & fees
Oct 1 - Oct 2
2BR family retreat w/ resort access
Pool

19. Beautiful 4/3 TH w/ private pool in gated resort w/ clubhouse (10' to WDW)

Beautiful 4/3 TH w/ private pool in gated resort w/ clubhouse (10' to WDW)
Kissimmee
9.4 out of 10, Exceptional, (56 reviews)
"This home was such a wonderful space for our stay! It was clean, welcoming & in a great location! Would definitely stay here again!"
United States
Kathleen C.
The price is ￥12,563
￥61,558 total
includes taxes & fees
Sep 27 - Sep 28
Beautiful 4/3 TH w/ private pool in gated resort w/ clubhouse (10' to WDW)
Pool

20. Cozy Lakeview 4BED Townhouse close to Major Parks

Cozy Lakeview 4BED Townhouse close to Major Parks
Kissimmee
9.4 out of 10, Exceptional, (59 reviews)
"Pool was enjoyable. Stay was great! "
United States
Michael M.
The price is ￥12,563
￥63,127 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Lakeview 4BED Townhouse close to Major Parks
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Great place, free breakfast was a hit for the kids. The lazy river was awesome!"
Jennifer 1-night trip
Posted 1 hour ago
Kompose Boutique Resort at Theme Parks

Find out more about Kissimmee

Kissimmee Vacation Homes information

Number of reviews
350
Accommodation
15582 Vacation Homes
Lowest Price
￥10,506
Highest Price
￥96,471