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Kissimmee Vacation Rentals

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Vacation Rentals in Kissimmee

Regal Oaks - The Official CLC World Resort

Regal Oaks - The Official CLC World Resort

4 out of 5
5780 Golden Hawk Way, Kissimmee, FL
The price is CA $170 per night from Nov 11 to Nov 12

This family-friendly Kissimmee condominium resort is located in the entertainment district, within a 10-minute walk of Old Town and Fun Spot America. Museum ...

4.3/5Excellent! (1,784 reviews)

"I absolutely loved this place and look forward to going again. The hot tub was amazing the place is spacious and very clean! Everything was well taken care of. Will be bringing my kids next time for sure. Looks just like the pictures."…"

Reviewed on Oct. 20, 2020

Regal Oaks - The Official CLC World Resort
Polynesian Isles by Diamond Resorts

Polynesian Isles by Diamond Resorts

3 out of 5
3045 Polynesian Isle Blvd., Kissimmee, FL
The price is CA $81 per night from Oct 25 to Oct 26

Situated in Kissimmee, this condominium resort is within 2 miles (3 km) of Lake Buena Vista Factory Stores, Old Town and Fun Spot America. Falcon's Fire Golf ...

4.7/5Exceptional! (2,115 reviews)

"I come here all the time; I love it. Always clean and staff is friendly."…"

Reviewed on Oct. 16, 2020

Polynesian Isles by Diamond Resorts
Fantasy World Resort

Fantasy World Resort

3.5 out of 5
5005 Kyngs Heath Rd, Kissimmee, FL

This family-friendly Kissimmee condominium resort is located in the entertainment district, within 2 mi (3 km) of Congo River Golf and Lake Buena Vista Factory ...

4.1/5Very Good! (3,400 reviews)

"I love this place, this people is awsome. I came on september and came back on october."…"

Reviewed on Oct. 20, 2020

Fantasy World Resort

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Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
3151 Pantanal Lane, Kissimmee, FL
The price is CA $405 per night from Oct 25 to Oct 26

Situated in the entertainment district, this condominium resort is 2.5 mi (4 km) from Disney's Animal Kingdom® Theme Park and within 6 miles (10 km) of ESPN ...

4.6/5Wonderful! (574 reviews)

"Excellent service, and grate cleaning , super secure inside the condominium"…"

Reviewed on Oct. 19, 2020

Magic Village Yards, Trademark Collection by Wyndham
Staybridge Suites Orlando Royale Parc Suites

Staybridge Suites Orlando Royale Parc Suites

3 out of 5
5876 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is CA $98 per night from Oct 25 to Oct 26

This family-friendly Kissimmee aparthotel is located on the Strip, within a 10-minute walk of Old Town and Fun Spot America. Lake Buena Vista Factory Stores ...

4/5Very Good! (1,884 reviews)

"Due to COVID there is only grab and go breakfast... not bad but it’s mostly a snake not breakfast. I do suggest that you cook in the room or order from dennys across the street"…"

Reviewed on Sep. 28, 2020

Staybridge Suites Orlando Royale Parc Suites
Club Sevilla

Club Sevilla

2 out of 5
4646 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is CA $66 per night from Oct 23 to Oct 24

Situated in Kissimmee, this condo is within 1 mi (2 km) of Capone's Dinner Show and Medieval Times. Give Kids the World Village and Lake Buena Vista Factory ...

4.4/5Excellent! (1,221 reviews)

"I love how clean the property is and the landscaping"…"

Reviewed on Sep. 26, 2020

Club Sevilla
Encantada - The Official CLC World Resort

Encantada - The Official CLC World Resort

3 out of 5
3070 Secret Lake Drive, Kissimmee, FL
The price is CA $185 per night from Nov 4 to Nov 5

Located on a lake, this family-friendly condominium resort is within 9 mi (15 km) of Lake Davenport, Disney's Animal Kingdom® Theme Park and Disney's Blizzard ...

4.5/5Wonderful! (966 reviews)

"Front desk so much lovely women at my check in . I’m sure we’ll back ."…"

Reviewed on Sep. 28, 2020

Encantada - The Official CLC World Resort
Vacation Villas at Fantasyworld Two

Vacation Villas at Fantasyworld Two

3.5 out of 5
4999 Kyngs Heath Rd, Kissimmee, FL

This family-friendly condominium resort is located in the city centre, within 1 mi (2 km) of Congo River Golf and Capone's Dinner Show. Old Town and Lake Buena ...

4.3/5Excellent! (1,033 reviews)
Peasantly Surprised

"I was a little worried about how this hotel would be since it was pretty cheap. I was really impressed. The landscaping and the grounds are maintained nicely. When you get inside the decorations and couch look like they were from the 70's or 80's but it was comfortable. I was in a 2 bed 3 bath room ..."…"

Reviewed on Jul. 20, 2020

Vacation Villas at Fantasyworld Two
Banyan Hotel & MicroSuites

Banyan Hotel & MicroSuites

3 out of 5
5565 W Irlo Bronson Memorial Hwy, Kissimmee, FL
The price is CA $61 per night from Oct 23 to Oct 24

Situated in Kissimmee, this apartment building is within 9 mi (15 km) of Disney's Animal Kingdom® Theme Park, Epcot® and Disney Springs®. Discovery Cove and ...

3.2/5 (190 reviews)

"Great staff and hotel. Convenient to everything. Will be staying there again."…"

Reviewed on Sep. 10, 2020

Banyan Hotel & MicroSuites
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See all available properties in Kissimmee
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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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kissimmee. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Kissimmee?
Yes, we have vacation rentals in Kissimmee close to Give Kids the World Village, 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 can I see and do in Kissimmee?
Give Kids the World Village and Fun Spot America are a couple of family-friendly sights, whereas cultural attractions include Medieval Times and Capone’s Dinner Show. You can also visit some other popular places in town, such as Old Town and Kissimmee Lakefront Park.
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.

Other types of properties in Kissimmee you may be interested in

Mystic Dunes Resort & Golf Club by Diamond Resorts

Mystic Dunes Resort & Golf Club by Diamond Resorts

3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Free cancellationReserve now, pay when you stay
The price is CA $70 per night from Oct 25 to Oct 26
Mystic Dunes Resort & Golf Club by Diamond Resorts
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle, Kissimmee, FL
Free cancellationReserve now, pay when you stay
The price is CA $147 per night from Oct 25 to Oct 26
Margaritaville Resort Orlando
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.