Kissimmee Vacation Rentals

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Vacation 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, (2664)
"Loved our stay can’t wait to go back "
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, (1523)
"Love staying here. It’s like home away from HOME! "
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, (131)
"Great place, would definitely stay there again "
The price is P6,990
P8,652 total
includes taxes & fees
Aug 16 - Aug 17
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, (1364)
"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, (1780)
"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, (1864)
"Very nice property for family vacation)"
The price is P6,148
P7,570 total
includes taxes & fees
Aug 11 - Aug 12
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, (2952)
"Great stay "
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
7.2 out of 10, Good, (15)
"Everything was great!"
The price is P5,874
P9,891 total
includes taxes & fees
Aug 2 - Aug 3
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, (163)
"We loved our stay in UNE HOMES! Very spacious, clean, bathroom in everyroom, big rooms, BIG KITCHEN! Will be back for sure."
Formosa Valley Resort by UNE Homes
Encantada Resort Vacation Townhomes by IDILIQ
2 outdoor pools, pool umbrellas, sun loungers

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1364)
"Very nice resort "
Encantada Resort Vacation Townhomes by IDILIQ
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, (1144)
"Spacious accommodations near Disney, with some amenities. "
Magic Village Yards, Trademark Collection by Wyndham
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
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
Private kitchen

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, (432)
"Very spacious! Villa was clean ! No complaints "
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, (136)
"Stayed there for nine days and it was absolutely beautiful perfect place for a young family"
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, (433)
"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

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent
"Great place "
Hadassa 1-night trip
Posted 5 hours ago
Margaritaville Resort Orlando with H2O Waterpark

Frequently asked questions

Can I find vacation rentals in Kissimmee?

Yes, we have vacation rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a secluded option if you'd like a relaxing place to 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's the top vacation rental that Kissimmee has to offer?

The Berkley, Orlando: This Kissimmee vacation home rental offers a furnished patio, a terrace, and a barbecue grill 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 vacation with an arcade game room and a hot tub. Other favorite homes for rent in Kissimmee are Formosa Valley Resort by UNE Homes and Summerville Vacation Homes by Columbia Management.

How many vacation rentals are there in Kissimmee?

Choose from 15304 Expedia vacation rentals in Kissimmee for a memorable vacation.

What can I see and do in Kissimmee?

Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of 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 vacation rentals like in Kissimmee?

Vacation rentals are privately owned properties you can book for several days or more in Kissimmee. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.