Kissimmee Holiday Rentals

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Kissimmee

Aerial view
Vacation Village Orlando, Celebration

Condo in Kissimmee

3.0 star property
8.6 out of 10, Excellent, (3052)
"Great place to stay"
United States
Jose
The price is S$174
includes taxes & fees
15 Dec - 16 Dec
Vacation Village Orlando, Celebration
Interior
Margaritaville Cottages Orlando by Rentyl

Aparthotel in Kissimmee

4.0 star property
8.8 out of 10, Excellent, (1719)
"Amazing accommodations "
Canada
Marina
The price is S$548
includes taxes & fees
22 Nov - 23 Nov
Margaritaville Cottages Orlando by Rentyl
Lobby
The Berkley, Orlando

Holiday Home in Kissimmee

4.0 star property
9.6 out of 10, Exceptional, (1978)
"Recommended amazing stay."
United States
Elf
The price is S$168
includes taxes & fees
23 Nov - 24 Nov
The Berkley, Orlando
Billiards
Regal Oaks Resort Vacation Townhomes by IDILIQ

Condo resort in Kissimmee

4.0 star property
8.4 out of 10, Very good, (3009)
" Clean room and a great staff"
United States
Victor
Regal Oaks Resort Vacation Townhomes by IDILIQ
Private pool
Club Wyndham Cypress Palms

Aparthotel in Kissimmee

3.5 star property
9.0 out of 10, Wonderful, (1848)
"clean, great staff nice area and well maintained"
United States
Sharon
Club Wyndham Cypress Palms
Water park
Reunion Resort & Golf Club

Aparthotel in Reunion

5.0 star property
8.8 out of 10, Excellent, (1426)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
The price is S$372
includes taxes & fees
9 Dec - 10 Dec
Reunion Resort & Golf Club
Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham

Aparthotel in Kissimmee

4.0 star property
9.2 out of 10, Wonderful, (1152)
"Easy check-in, clean room"
United States
THOMAS
Magic Village Yards, Trademark Collection by Wyndham
Exterior
Barefoot'n Resort Kissimmee Orlando

Aparthotel in Kissimmee

2.5 star property
9.0 out of 10, Wonderful, (156)
"Enjoyed the closeness of Old Town Kissimmee"
United States
Mary
The price is S$142
includes taxes & fees
23 Nov - 24 Nov
Barefoot'n Resort Kissimmee Orlando
Exterior
Magical Dreams

Aparthotel in Kissimmee

4.0 star property
6.0 out of 10, (5)
"Parking can be an issue but as long as you communicate with the others, you’ll be alright. "
United States
Shana
The price is S$169
includes taxes & fees
22 Nov - 23 Nov
Magical Dreams
2 outdoor pools, pool loungers
Club Wyndham Star Island

Aparthotel in Kissimmee

3.5 star property
8.4 out of 10, Very good, (454)
"Nice place to stay with affordable price."
United States
Eneida
Club Wyndham Star Island
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ

Aparthotel in Kissimmee

3.0 star property
8.6 out of 10, Excellent, (1399)
"2nd time staying here safe to say this is our second home "
United States
Melanie
Encantada Resort Vacation Townhomes by IDILIQ
Dock
Grand Lake Resort

Aparthotel in Kissimmee

3.0 star property
9.2 out of 10, Wonderful, (151)
"Amber was great we had a ball definitely coming back resort was beautiful "
United States
TAIYLAR
Grand Lake Resort
Dock
Barefoot Suites

Aparthotel in Kissimmee

3.0 star property
9.0 out of 10, Wonderful, (1791)
"Barefoot Suites is just an overall an awesome place to stay."
United States
Loretta
Barefoot Suites
Private pool
Formosa Valley Resort by UNE Homes

Holiday Home in Kissimmee

4.0 star property
9.4 out of 10, Exceptional, (189)
"Overall a clean house, one of the best properties I’ve stayed in. "
United States
Cristian
Formosa Valley Resort by UNE Homes
Lake view
Lifetime of Vacations Resort

Condo in Kissimmee

3.0 star property
9.4 out of 10, Exceptional, (151)
"Very nice quiet place... very polite front desk personnel "
United States
Iliana
Lifetime of Vacations Resort
Private kitchen
Summerville Vacation Homes by Columbia Management

Holiday Home in Kissimmee

4.0 star property
8.4 out of 10, Very good, (152)
"Not enough parking "
United States
Corey
Summerville Vacation Homes by Columbia Management
Terrace/patio
Enchanted Fantasy

Aparthotel in Kissimmee

3.5 star property
2.0 out of 10, (1)
"I left briefly after I arrived because there was people there & she did not try to work with me it was very frustrating while trying to get in contact with her she kept picking up & hanging up on my face even multiple attempts of Expedia contacting her I didn’t want a full refund because I understand her policy but she didn’t try to work with me for a solution. "
United States
george
The price is S$173
includes taxes & fees
22 Nov - 23 Nov
Enchanted Fantasy
Full-sized fridge, microwave, oven, stovetop
Enchanted Dreams

Aparthotel in Kissimmee

3.5 star property
6.8 out of 10, (5)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
United States
Gregory
The price is S$190
includes taxes & fees
22 Nov - 23 Nov
Enchanted Dreams
2 outdoor pools, open 7:00 AM to midnight, pool umbrellas, pool loungers
Villas at Fortune Place

Aparthotel in Kissimmee

3.0 star property
8.8 out of 10, Excellent, (137)
"Stayed there for nine days and it was absolutely beautiful perfect place for a young family"
United States
Christie
Villas at Fortune Place
Sauna
Harmony Haven

Aparthotel in Kissimmee

2.5 star property
The price is S$161
includes taxes & fees
22 Nov - 23 Nov
Harmony Haven
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

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South

10/10 Excellent
"Room was clean, staff very friendly, wish the rooms had a little more shampoo for a family of 4. Also thought we could check in at 1pm but we couldn't check in until 3pm. Great place, great location and easy to find places to eat on the main strip. Highly recommend to anyone in the Orlando area or visiting Disney World or other parks. We didn't get to try out their pool and slide, it did look good."
Toma 3-night trip
Posted 2 days ago
Red Lion Hotel Orlando Lake Buena Vista South

Frequently asked questions

Can I find holiday rentals in Kissimmee?

Yes, there are holiday rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Kissimmee like the fun-filled theme parks and renowned opera. The array of shops and lively festivals are some other things you might want to check out while you're here.

What are some of the best holiday rentals that Kissimmee has to offer?

The Berkley, Orlando: This highly rated holiday home rental in Kissimmee offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub. Other favourite homes for rent in Kissimmee are Formosa Valley Resort by UNE Homes and Summerville Vacation Homes by Columbia Management.

How many holiday rentals are there in Kissimmee?

Choose from 15067 Expedia holiday rentals in Kissimmee for a memorable holiday.

What can I see and do in Kissimmee?

Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of the family-friendly sights, whereas cultural attractions include Medieval Times and Capone's Dinner Show. Other popular places to visit in the area include Old Town and Disney Springs™.

What are holiday rentals like in Kissimmee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kissimmee. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.