Kissimmee Holiday Rentals

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Check prices for these dates

Tonight
20 Jan - 21 Jan
Tomorrow
21 Jan - 22 Jan
This weekend
24 Jan - 26 Jan
Next weekend
31 Jan - 2 Feb

Holiday Rentals in Kissimmee

Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1163)
"Great area with a vacation feel."
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1416)
"Enjoyed my stay at this property. Clean and loved the jacuzzi tub in the room."
The price is S$163
includes taxes & fees
3 Feb - 4 Feb
Vacation Village at Parkway
The Berkley, Orlando
Lobby sitting area

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1646)
"This property felt like a cozy home away from home. It had great on site amenities and was able to comfortably fit my big family for a weekend trip to Orlando. "
The price is S$243
includes taxes & fees
4 Feb - 5 Feb
The Berkley, Orlando
Regal Oaks Resort Vacation Townhomes by IDILIQ
2 outdoor pools, open 8:00 AM to 9:00 PM, pool cabanas (surcharge)

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2825)
"I would recommend this property! Just be sure you townhome is not on the side close to Old Town. The townhouse was great and could easily have held 8. We were 6. But they definitely need attention. The carpet on the stairs and in the rooms is absolutely awful and must be replaced. The dryer vent was leaking into the house so the washer/dryer cabinet was filled with lint and hot moist air when you ran it. The a/c vent on the stairwell was so dusty and needed a good scrubbing. These are...
The price is S$448
includes taxes & fees
22 Jan - 23 Jan
Regal Oaks Resort Vacation Townhomes by IDILIQ
Club Wyndham Cypress Palms
Private pool

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1637)
"Excellent would stay again. But Elevator was broken our whole stay and we were on the 5th floor. "
Club Wyndham Cypress Palms
Reunion Resort & Golf Club
11 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1209)
"So luxurious and very well decorated! We enjoyed feeling so comfortable and it was super clean! Staff was so knowledgeable and very accommodating. Definitely coming back!!!"
The price is S$460
includes taxes & fees
27 Jan - 28 Jan
Reunion Resort & Golf Club
Barefoot Suites
Aerial view

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1676)
"Wonderful stay, we were on the 6th floor so no noise and great view from balcony!"
The price is S$154
includes taxes & fees
22 Jan - 23 Jan
Barefoot Suites
Magic Village Yards, Trademark Collection by Wyndham
Outdoor pool, pool umbrellas, pool loungers

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1113)
"Good for big families staff friendly "
Magic Village Yards, Trademark Collection by Wyndham
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, pool loungers

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1322)
"I recently stayed at Encantada Resort Vacation Townhomes by IDILIQ in Four Corners, Florida, from December 23 to January 2, and it was absolutely fantastic! The resort provided the perfect balance of relaxation and convenience. The townhome was spacious, clean, and well-maintained, with all the amenities we needed to feel at home. The fully equipped kitchen made it easy to prepare meals, and the private patio with a hot tub was an incredible touch for unwinding after a day of exploring. The...
The price is S$359
includes taxes & fees
21 Jan - 22 Jan
Encantada Resort Vacation Townhomes by IDILIQ
Lifetime of Vacations Resort
Lake

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (117)
"Amazing for families. Great location and amenities. "
The price is S$268
includes taxes & fees
21 Jan - 22 Jan
Lifetime of Vacations Resort
Grand Lake Resort
Outdoor pool, pool umbrellas, pool loungers

Grand Lake Resort

3.0 star property
9.0 out of 10, Wonderful, (102)
"Only issue I had was that there wasn't a broom or many cleaning supplies located in the room"
The price is S$297
includes taxes & fees
21 Jan - 22 Jan
Grand Lake Resort
Formosa Valley Resort by UNE Homes
Private pool

Formosa Valley Resort by UNE Homes

4.0 star property
9.4 out of 10, Exceptional, (133)
"Clean and comfortable, food and shopping close by"
Formosa Valley Resort by UNE Homes
Caribe Cove Resort
Outdoor pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2242)
"Condo is spacious, beds aren’t comfortable but for the price it’s understandable. If they could change the mattress would be amazing! Pool area is really nice. "
Caribe Cove Resort
Berkley Lake Townhomes
2 outdoor pools, open 8:00 AM to 7:00 PM, pool loungers

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very good, (421)
"Stay was great, good location with lots of different stores within miles away, "
Berkley Lake Townhomes
Maple Leaf Inn & Suites
Front of property

Maple Leaf Inn & Suites

2.5 star property
6.6 out of 10, (63)
"Property is in bad shape need a update asap in every aspect was to pricy "
The price is S$101
includes taxes & fees
26 Jan - 27 Jan
Maple Leaf Inn & Suites
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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Other types of properties in Kissimmee you may be interested in

Hilton Vacation Club Mystic Dunes Orlando
4 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

9.0 out of 10, Wonderful, (3551)
"Enjoyed my stay."
The price is S$180
includes taxes & fees
26 Jan - 27 Jan
Hilton Vacation Club Mystic Dunes Orlando
Margaritaville Resort Orlando
Lobby

Margaritaville Resort Orlando

4.0 star property
9.0 out of 10, Wonderful, (3192)
"Location is amazing, the grounds are well kept, walking distance to restaurants, overall a great place. I already booked my birthday getaway for June."
The price is S$298
includes taxes & fees
21 Jan - 22 Jan
Margaritaville Resort Orlando
Red Lion Hotel Orlando Lake Buena Vista South
Water park

Red Lion Hotel Orlando Lake Buena Vista South

3.5 star property
8.8 out of 10, Excellent, (4410)
"The Staff is Amazing, the rooms are great. "
The price is S$144
includes taxes & fees
21 Jan - 22 Jan
Red Lion Hotel Orlando Lake Buena Vista South
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.

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 entertainment choices. 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. Another good choice for your trip to Kissimmee is Formosa Valley Resort by UNE Homes.

How many holiday rentals are there in Kissimmee?

Choose from 17801 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 Disney Springs™ and Universal Orlando Resort.

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.