Holiday Rentals in Kissimmee

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Holiday Rentals in Kissimmee

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"Foe the price you pay it s perfect!in a very good location. There could be some renovations done here and there..our door was about to break and the 2nd pool was not open. Resortfee is a little too much dor what you get!!.it used to be $9, now it s $20 per day!! Otherwise no problems. Thank you"
The price is €62
includes taxes & fees
25 Nov - 26 Nov
Seralago Hotel & Suites Main Gate East

Ramada by Wyndham Hotel & Water Park

3.0 star property
6.8 out of 10, (1298)
"Pleasant check in and overall stay"
The price is €114
includes taxes & fees
1 Dec - 2 Dec
Ramada by Wyndham Hotel & Water Park

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1084)
"Very pretty, and spacious- but a bit far from the resort "
Margaritaville Resort Orlando Cottages by Rentyl

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1394)
"Near parks"
Vacation Village at Parkway

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2800)
"Overall we really enjoyed our stay at Regal Oaks. We had a two bedroom, 2.5 bath townhouse with private hot tub and it was perfect for our group of 4. My only critics is the hot tub cover desperately needs to be replaced (stained and cracked which would leave little pieces floating in the hot tub). And pretty much all the toilet paper roll holders were broken and the toilet paper kept falling off of them. But everything else was clean and the beds were very comfortable. Location was pretty much...
The price is €291
includes taxes & fees
9 Dec - 10 Dec
Regal Oaks Resort Vacation Townhomes by IDILIQ

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1599)
"Clean, relaxing, spacious, lots of amenities."
The Berkley, Orlando

Club Wyndham Cypress Palms

3.5 star property
8.8 out of 10, Excellent, (1603)
"Lovely customer service, when we ran into an issue and needed maintenance… the front desk and maintenance was on it to fix the issue. My 2nd stay here and would definitely consider staying again. "
Club Wyndham Cypress Palms

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (346)
"Great property with plenty of amenities. We really enjoyed the game room every night. The outdoor area out back was great in the evenings and mornings. The screen kept all the bugs away. This property lists multiple suites but I think this is a bit inaccurate and could have causes a problem since we were traveling as a company with coworkers. One bedroom is a proper master suite with a private bath. Another bedroom has a semi private bathroom that also serves as the bathroom for the first...
Modern Luxury Villa with Everything

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1182)
"Love this place. If i could live here i would, but im a jersey girl. "
The price is €235
includes taxes & fees
25 Nov - 26 Nov
Reunion Resort & Golf Club

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
8.6 out of 10, Excellent, (1311)
"Great place for a vacation. The townhouse was super clean and the staff was very friendly."
The price is €273
includes taxes & fees
25 Nov - 26 Nov
Encantada Resort Vacation Townhomes by IDILIQ

Lakeview Luxury Villa with Everything

9.8 out of 10, Exceptional, (292)
"Great property for a big family! Property was clean and communication was top-notch. The boys loved having the movie theatre and the kiddos loved the arcade room. We also appreciated that there was ample parking given that our family had a total of four vehicles. Would recommend!"
Lakeview Luxury Villa with Everything

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
9.2 out of 10, Wonderful, (1103)
"Best option "
Magic Village Yards, Trademark Collection by Wyndham

Lifetime of Vacations Resort

3.0 star property
9.2 out of 10, Wonderful, (110)
"I loved the charming feel of the property. The rooms were very spacious and clean. The property was very well maintained and the staff was terrific "
Lifetime of Vacations Resort

Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!

9.6 out of 10, Exceptional, (20)
"We had a good time and enjoyed the house "
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!

Caribbean Villa

9.0 out of 10, Wonderful, (19)
"Convenient location, and a very positive experience at the property itself. Communication with the property manager was excellent. "
The price is €242
includes taxes & fees
5 Dec - 6 Dec
Caribbean Villa

Ultimate Lakeview Villa with Everything!

9.8 out of 10, Exceptional, (311)
"Fantastic stay in an amazing villa with our family. The kids and adults all loved it so spacious and very centrally located. The pool was great. Would recommend. "
Ultimate Lakeview Villa with Everything!

Luxury 4 bedroom 3 bath pool Home 283

9.2 out of 10, Wonderful, (20)
"Well located and in a quiet, pleasant area. Space worked well for us and kids enjoyed the pool. It’s a little tired and dated but was good value. Communication with host was quick and easy, and we did a later check-out for a small fee which was very helpful with a later flight home. Would stay again. "
Luxury 4 bedroom 3 bath pool Home 283

Drive-In Theater, Forest Bedroom, Huge Pirate Ship, Arcade, Pool Table, Grill: Movie Magic

9.4 out of 10, Exceptional, (20)
"Well thought out theme rooms that were loved by the youngest to the oldest family member. We had plenty of room for all 18 of us, everything we needed was there, the movie room and rhe pool were the two locations that we loved the most. "
Drive-In Theater, Forest Bedroom, Huge Pirate Ship, Arcade, Pool Table, Grill: Movie Magic

Family Resort Home w Private Pool, BBQ, PingPong

8.4 out of 10, Very good, (6)
"Home was amazing even better than it looks online . Due to the weather we couldn’t experience all it had to offer . Check in was easy . Homeowner communicated in a timely manner throughout the stay . There were some issues with cleanliness , broken furniture and a few more issues but they were address as promptly as possible ."
Family Resort Home w Private Pool, BBQ, PingPong

Vacation Villas 2, a Ramada by Wyndham

3.5 star property
8.6 out of 10, Excellent, (1238)
"Loved the room. The price and how quiet and comfortable everything was. "
Vacation Villas 2, a Ramada by Wyndham
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

9.0 out of 10, Wonderful, (3410)
"The staff was very pleasant and the property was clean. Room was amazing and the family loved it. "
The price is €134
includes taxes & fees
26 Nov - 27 Nov
Hilton Vacation Club Mystic Dunes Orlando

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"Foe the price you pay it s perfect!in a very good location. There could be some renovations done here and there..our door was about to break and the 2nd pool was not open. Resortfee is a little too much dor what you get!!.it used to be $9, now it s $20 per day!! Otherwise no problems. Thank you"
The price is €62
includes taxes & fees
25 Nov - 26 Nov
Seralago Hotel & Suites Main Gate East

Margaritaville Resort Orlando

4.0 star property
9.0 out of 10, Wonderful, (3173)
"Nothing else "
The price is €205
includes taxes & fees
15 Dec - 16 Dec
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.

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. Some other homes for rent in Kissimmee include Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney! and ⭐⭐⭐⭐⭐Expansive family-friendly vacation home, themed rooms, water park, fitness.

How many holiday rentals are there in Kissimmee?

Choose from 18571 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 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.