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Check prices for these dates

Tonight
22 Jul - 23 Jul
Tomorrow
23 Jul - 24 Jul
This weekend
25 Jul - 27 Jul
Next weekend
1 Aug - 3 Aug

Top Holiday Rentals in Kissimmee

Vacation Village at Parkway
Relax by the resort's central pool, surrounded by lounge chairs and umbrellas.

Vacation Village at Parkway

3.0 star property
8.6 out of 10, Excellent, (2565)
"Very nice place to stay."
The price is ₹7,922
₹10,462 total
includes taxes & fees
24 Jul - 25 Jul
Vacation Village at Parkway
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Experience a luxurious atmosphere in our spacious lobby, surrounded by palm trees, large plants, and vibrant bird murals.

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1507)
"Wonderful property and location!"
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Barefoot'n Resort Kissimmee Orlando
Stunning two-story home with a vibrant facade, front porch, and blue-trimmed door.

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.0 out of 10, Wonderful, (128)
"Great place, would definitely stay there again "
The price is ₹8,637
₹10,881 total
includes taxes & fees
10 Aug - 11 Aug
Barefoot'n Resort Kissimmee Orlando
Reunion Resort & Golf Club
Surrounded by lush greenery and palm trees, this resort offers multiple pools and a lazy river.

Reunion Resort & Golf Club

5.0 star property
8.8 out of 10, Excellent, (1350)
"Great place for families"
Reunion Resort & Golf Club
Club Wyndham Cypress Palms
Relax by the inviting pool surrounded by lounge chairs and umbrellas, with stunning views from the hotel's spacious balconies.

Club Wyndham Cypress Palms

3.5 star property
9.0 out of 10, Wonderful, (1775)
"Wonderful stay! Very clean, cozy, and peaceful. The location is super central—close to everything. I’d definitely stay here again!"
Club Wyndham Cypress Palms
The Berkley, Orlando
Lobby

The Berkley, Orlando

4.0 star property
9.6 out of 10, Exceptional, (1851)
"Wonderful place to stay, staff were so nice. Would stay there every time we came to florida"
The price is ₹11,663
₹14,101 total
includes taxes & fees
28 Jul - 29 Jul
The Berkley, Orlando
Regal Oaks Resort Vacation Townhomes by IDILIQ
Relax by the resort's curved pool, surrounded by palm trees and lounge chairs.

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2949)
"Great stay "
The price is ₹7,292
₹25,319 total
includes taxes & fees
17 Aug - 18 Aug
Regal Oaks Resort Vacation Townhomes by IDILIQ
The Irlo
Relax on the patio surrounded by lush greenery and enjoy meals at one of the many tables.

The Irlo

4.0 star property
7.6 out of 10, Good, (13)
"Everything was great!"
The price is ₹8,803
₹14,824 total
includes taxes & fees
24 Jul - 25 Jul
The Irlo
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, (160)
"Second time we stayed in this place. Spacious, clean and convenient."
The price is ₹14,058
₹43,532 total
includes taxes & fees
30 Jul - 31 Jul
Formosa Valley Resort by UNE Homes
Encantada Resort Vacation Townhomes by IDILIQ
Relax by the serene lake and enjoy the resort's central pool surrounded by lush greenery and sun loungers.

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1359)
"Very nice resort "
The price is ₹11,226
₹25,439 total
includes taxes & fees
11 Aug - 12 Aug
Encantada Resort Vacation Townhomes by IDILIQ
Lifetime of Vacations Resort
Stroll along the paved walkway surrounded by lush greenery and tropical plants, leading to a charming covered seating area.

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (142)
"Fairly quiet, beautiful view. We would 100% stay here again."
Lifetime of Vacations Resort
Grand Lake Resort
Enjoy serene views from the pier, where benches offer a peaceful spot to sit and take in the surroundings.

Grand Lake Resort

3.0 star property
9.2 out of 10, Wonderful, (131)
"Always a great place to stay"
Grand Lake Resort
Magic Village Yards, Trademark Collection by Wyndham
Relax by the pool surrounded by comfortable lounge chairs and umbrellas.

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1143)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham
Barefoot Suites
Surrounded by lush greenery, this dock extends over a serene body of water, offering a tranquil escape.

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1759)
"Much better than the last stay there!"
Barefoot Suites
Summerville Vacation Homes by Columbia Management
Captiva-06 (SMV104) | Private kitchen | Fridge, microwave, oven, stovetop

Summerville Vacation Homes by Columbia Management

4.0 star property
8.4 out of 10, Very good, (151)
"Not enough parking "
Summerville Vacation Homes by Columbia Management
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
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
Club Wyndham Star Island
Relax by the pool surrounded by palm trees and enjoy the serene atmosphere.

Club Wyndham Star Island

3.5 star property
8.2 out of 10, Very good, (431)
"Property was very clean, nice decor and floorplan"
Club Wyndham Star Island
Villas at Fortune Place
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Villas at Fortune Place

3.0 star property
8.8 out of 10, Excellent, (134)
"Property inside and out was very clean. The management staff were very friendly and responsive. The pool and hot tub areas were wonderful. The giant size checkers and chess were fun to play as well as look at. The location was convenient for the Heritage Center although there was a lit of road construction going on."
Villas at Fortune Place
Berkley Lake Townhomes
Relax by the serene pool surrounded by lounge chairs and palm trees.

Berkley Lake Townhomes

3.0 star property
8.4 out of 10, Very good, (432)
"My kids love it "
Berkley Lake Townhomes
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

Holiday Inn Resort Kissimmee By The Parks by IHG

Holiday Inn Resort Kissimmee By The Parks by IHG

10/10 Excellent
"This great and cheap"
Seven 3-night trip
Posted 5 hours ago
Holiday Inn Resort Kissimmee By The Parks by IHG

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 Encore Resort.

How many holiday rentals are there in Kissimmee?

Choose from 15237 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 Osceola County Welcome Center and History Museum. 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.