Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Kissimmee

Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3050)
"Great place to stay"
United States
Jose
The price is NT$2,841
NT$4,004 total
includes taxes & fees
Dec 3 - Dec 4
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, (1718)
"Amazing accommodations "
Canada
Marina
The price is NT$5,898
NT$12,939 total
includes taxes & fees
Nov 24 - Nov 25
Margaritaville Cottages Orlando by Rentyl
Lobby
The Berkley, Orlando

The Berkley, Orlando

4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1978)
"Recommended amazing stay."
United States
Elf
The price is NT$3,255
NT$4,016 total
includes taxes & fees
Nov 25 - Nov 26
The Berkley, Orlando
2 bars/lounges, poolside bar
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, (3009)
" Clean room and a great staff"
United States
Victor
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, (1848)
"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, (1426)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
The price is NT$6,531
NT$8,892 total
includes taxes & fees
Dec 10 - Dec 11
Reunion Resort & Golf Club
Outdoor pool, pool umbrellas, sun 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
Exterior
Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando

2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (156)
"Enjoyed the closeness of Old Town Kissimmee"
United States
Mary
The price is NT$2,651
NT$3,399 total
includes taxes & fees
Nov 24 - Nov 25
Barefoot'n Resort Kissimmee Orlando
Exterior
Magical Dreams

Magical Dreams

4.0 star property
Kissimmee
6.0 out of 10, (5)
"Parking can be an issue but as long as you communicate with the others, you’ll be alright. "
United States
Shana
The price is NT$1,779
NT$4,144 total
includes taxes & fees
Nov 27 - Nov 28
Magical Dreams
2 outdoor pools, sun loungers
Club Wyndham Star Island

Club Wyndham Star Island

3.5 star property
Kissimmee
8.4 out of 10, Very Good, (454)
"Nice place to stay with affordable price."
United States
Eneida
Club Wyndham Star Island
2 outdoor pools, pool umbrellas, sun loungers
Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (1399)
"2nd time staying here safe to say this is our second home "
United States
Melanie
Encantada Resort Vacation Townhomes by IDILIQ
Dock
Grand Lake Resort

Grand Lake Resort

3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (150)
"Amber was great we had a ball definitely coming back resort was beautiful "
United States
TAIYLAR
Grand Lake Resort
Dock
Barefoot Suites

Barefoot Suites

3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1790)
"Barefoot Suites is just an overall an awesome place to stay."
United States
Loretta
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, (189)
"Overall a clean house, one of the best properties I’ve stayed in. "
United States
Cristian
Formosa Valley Resort by UNE Homes
Lake view
Lifetime of Vacations Resort

Lifetime of Vacations Resort

3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (150)
"Very nice quiet place... very polite front desk personnel "
United States
Iliana
Lifetime of Vacations Resort
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)
"Not enough parking "
United States
Corey
Summerville Vacation Homes by Columbia Management
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 NT$1,872
NT$4,250 total
includes taxes & fees
Nov 21 - Nov 22
Enchanted Fantasy
Full-size fridge, microwave, oven, stovetop
Enchanted Dreams

Enchanted Dreams

3.5 star property
Kissimmee
6.8 out of 10, (5)
"Clean, comfortable home. Everything was excellent from the security to amenities. I will book again, share with friends and family. "
United States
Gregory
The price is NT$2,184
NT$4,604 total
includes taxes & fees
Nov 21 - Nov 22
Enchanted Dreams
2 outdoor pools, open 7:00 AM to midnight, pool umbrellas, sun loungers
Villas at Fortune Place

Villas at Fortune Place

3.0 star property
Kissimmee
8.8 out of 10, Excellent, (137)
"Stayed there for nine days and it was absolutely beautiful perfect place for a young family"
United States
Christie
Villas at Fortune Place
Sauna
Harmony Haven

Harmony Haven

2.5 star property
Kissimmee
The price is NT$1,560
NT$3,896 total
includes taxes & fees
Nov 21 - Nov 22
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

Comfort Inn & Suites Kissimmee by the Parks

Comfort Inn & Suites Kissimmee by the Parks

10/10 Excellent
"Everything was. Great"
Cristobal 4-night trip
Posted 16 hours ago
Comfort Inn & Suites Kissimmee by the Parks

Find out more about Kissimmee

Search for holiday rentals in Kissimmee on Expedia! You can easily find your home rentals, villas, holiday apartments in Kissimmee using one of the methods below:

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Look no further and take a look at our great range of rental properties in Kissimmee!

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 15067 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 Capone's Dinner Show. 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.