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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Top Holiday Rentals in Kissimmee

Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3035)
"Great place to stay"
United States
Jose
The price is 2.387.959 ₫
3.369.084 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Vacation Village Orlando, Celebration
Interior
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1706)
"Our favorite hotel!"
United States
Odanis
The price is 4.980.150 ₫
10.926.614 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Margaritaville Cottages Orlando by Rentyl
Lobby
The Berkley, Orlando

The Berkley, Orlando

4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1974)
"This property meets ALL my needs and I'll continue to stay here when i visit Orlando. Always friendly staff when i arrive there! Looking forward to my next visit, next year."
United States
Julia
The price is 3.337.228 ₫
4.053.456 ₫ total
includes taxes & fees
20 Nov - 21 Nov
The Berkley, Orlando
Lobby
Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
Kissimmee
8.4 out of 10, Very good, (3004)
"Superb accommodation and an excellent location for the parks if you have hired a car. My only criticism was we had a huge cockroach in the house that we had to get rid of. "
United Kingdom
Jordan
The price is 3.143.213 ₫
8.771.409 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Regal Oaks Resort Vacation Townhomes by IDILIQ
Private pool
Club Wyndham Cypress Palms

Club Wyndham Cypress Palms

3.5 star property
Kissimmee
9.0 out of 10, Wonderful, (1845)
"clean, great staff nice area and well maintained"
United States
Sharon
Club Wyndham Cypress Palms
Water park
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5.0 star property
Reunion
8.8 out of 10, Excellent, (1422)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
The price is 5.515.055 ₫
7.508.576 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Reunion Resort & Golf Club
Outdoor pool, pool umbrellas, pool loungers
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
Kissimmee
9.2 out of 10, Wonderful, (1152)
"Easy check-in, clean room"
United States
THOMAS
Magic Village Yards, Trademark Collection by Wyndham
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (1398)
"Everything was great over all"
United States
Jesus
The price is 2.882.909 ₫
8.475.963 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Encantada Resort Vacation Townhomes by IDILIQ
Exterior
Magical Dreams

Magical Dreams

4.0 star property
Kissimmee
7.0 out of 10, Good, (4)
"This was one of the worst lodging experiences we’ve ever had. We booked through Hotels.com thinking this was a hotel or private suite. Instead, it turned out to be a single bedroom and bathroom inside a shared house in the Bella Vida subdivision. The house was not clean—dirty carpets, marked walls, and bugs. Parking was a major issue. The driveway was full, the street had “No Parking” signs, and no realistic alternative was provided. We parked our small Chevy Trax in the marked spot “E,” which...
United States
Sean
The price is 1.501.950 ₫
3.499.148 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Magical Dreams
Exterior
Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando

2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (156)
"Condo has a friendly staff, clean and walking distance to Old Town. "
United States
BONNIE
The price is 3.198.363 ₫
3.959.121 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Barefoot'n Resort Kissimmee Orlando
2 outdoor pools, pool loungers
Club Wyndham Star Island

Club Wyndham Star Island

3.5 star property
Kissimmee
8.4 out of 10, Very good, (453)
"Nice place to stay with affordable price."
United States
Eneida
Club Wyndham Star Island
Dock
Grand Lake Resort

Grand Lake Resort

3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (149)
"Very nice property staff are very nice "
United States
Dian
Grand Lake Resort
Dock
Barefoot Suites

Barefoot Suites

3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1786)
"Yes Espectacular, from the sixth floor I we saw Disneys fireworks ❤️❤️"
United States
Daniel
Barefoot Suites
Private pool
Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes

4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (186)
"Brilliantly decorated and very spacious villa in a perfect location. "
United Kingdom
Bradley
The price is 3.912.975 ₫
12.846.692 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Formosa Valley Resort by UNE Homes
2 outdoor pools, open 7:00 AM to midnight, pool umbrellas, pool loungers
Villas at Fortune Place

Villas at Fortune Place

3.0 star property
Kissimmee
8.8 out of 10, Excellent, (137)
"Nice clean place with everything u need to accommodate a big family.will stay here again."
United States
Nelson
Villas at Fortune Place
Captiva-06 (SMV104) | Private kitchen | Fridge, microwave, oven, stovetop
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4.0 star property
Kissimmee
8.4 out of 10, Very good, (152)
"Nice place ,plenty of room to relax,, hottub was also a great place to hang out after a long day of walking the parks"
United States
Kevin
Summerville Vacation Homes by Columbia Management
Lake view
Lifetime of Vacations Resort

Lifetime of Vacations Resort

3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (149)
"The room was spacious and clean. Staff was kind and professional. Highly recommended!!"
United States
Kishi
Lifetime of Vacations Resort
Terrace/patio
Enchanted Fantasy

Enchanted Fantasy

3.5 star property
Kissimmee
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 1.581.000 ₫
3.588.870 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Enchanted Fantasy
Full-sized fridge, microwave, oven, stovetop
Enchanted Dreams

Enchanted Dreams

3.5 star property
Kissimmee
6.8 out of 10, (5)
"Whats not to like. Check in to see for yourself "
United States
LeeAnn
The price is 1.844.500 ₫
3.887.943 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Enchanted Dreams
Sauna
Harmony Haven

Harmony Haven

2.5 star property
Kissimmee
The price is 1.317.500 ₫
3.289.798 ₫ total
includes taxes & fees
16 Nov - 17 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

Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"yes"
Eileen Marie Miranda 2-night trip
Posted 16 hours ago
Galleria Palms Hotel

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.

How many holiday rentals are there in Kissimmee?

Choose from 15052 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.