Holiday Rentals in Kissimmee

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Check prices for these dates

Our top choices for Kissimmee holiday rentals

1. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,307 reviews)
"Great stay"
United States
Jonatan
The price is €97
includes taxes & fees
29 Nov - 30 Nov
Vacation Village Orlando, Celebration

2. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (387 reviews)
"My favorite place to stay in Kissimmee"
United States
James
The price is €104
includes taxes & fees
12 Nov - 13 Nov
Barefoot'n Resort Kissimmee Orlando

3. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is €170
includes taxes & fees
12 Nov - 13 Nov
Lyrios Vacation Rentals - The Palms

4. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,947 reviews)
"Our favorite hotel to book in Orlando!"
United States
Mary
The price is €106
includes taxes & fees
15 Nov - 16 Nov
Barefoot Suites

5. Hotel-Style Room Pool, Disney Shuttle

Hotel-Style Room Pool, Disney Shuttle
3.0 star property
Kissimmee
The price is €111
includes taxes & fees
7 Dec - 8 Dec
Hotel-Style Room Pool, Disney Shuttle

6. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (283 reviews)
"Love it nice place to stay"
United States
iris
The price is €93
includes taxes & fees
24 Nov - 25 Nov
Villas at Fortune Place

7. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,505 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
The price is €138
includes taxes & fees
1 Dec - 2 Dec
The Berkley, Orlando

8. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (188 reviews)
"Enjoyed stay"
United States
Shanequa
The price is €90
includes taxes & fees
29 Nov - 30 Nov
Lifetime of Vacations Resort

9. 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, (3,276 reviews)
"Nice property friendly place"
United States
Tina
The price is €267
includes taxes & fees
12 Nov - 13 Nov
Regal Oaks Resort Vacation Townhomes by IDILIQ

10. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (290 reviews)
"Clean rooms and great parking."
United States
Rose
The price is €90
includes taxes & fees
29 Nov - 30 Nov
Grand Lake Resort

11. Budget Disney Room Pool & Parking

Budget Disney Room Pool & Parking
3.0 star property
Kissimmee
7.0 out of 10, Good, (2 reviews)
"Ok"
United States
Daniel
The price is €98
includes taxes & fees
17 Nov - 18 Nov
Budget Disney Room Pool & Parking

12. 129 Seneca Point Trl

129 Seneca Point Trl
4.0 star property
Indian Point
The price is €359
includes taxes & fees
17 Nov - 18 Nov
129 Seneca Point Trl

13. Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
7.0 out of 10, Good, (73 reviews)
"Yes recomende"
United States
Alex
The price is €60
includes taxes & fees
12 Nov - 13 Nov
Maple Leaf Inn & Suites

14. Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (12 reviews)
"Would stay again and so should you! "
United States
katie
The price is €204
includes taxes & fees
16 Nov - 17 Nov
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

15. Sunset Bliss Retreat Condo - Near Disney

Sunset Bliss Retreat Condo - Near Disney
Kissimmee
9.6 out of 10, Exceptional, (64 reviews)
"Will stay again ! Amazing place . Host was very responsive to our needs"
United States
marie c.
The price is €130
includes taxes & fees
16 Nov - 17 Nov
Sunset Bliss Retreat Condo - Near Disney

16. Sophisticated Retreat

Sophisticated Retreat
Kissimmee
9.4 out of 10, Exceptional, (13 reviews)
"It was a nice place, would stay again"
United States
chaynna s.
The price is €170
includes taxes & fees
18 Nov - 19 Nov
Sophisticated Retreat

17. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (2,373 reviews)
"Great stay!"
United States
Haley
The price is €329
includes taxes & fees
12 Dec - 13 Dec
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

18. Luxe Condo Double Bed Bliss Getaway near Disney

Luxe Condo Double Bed Bliss Getaway near Disney
Kissimmee
8.8 out of 10, Excellent, (48 reviews)
"This place is nice. Easy access and the pools are nice. Property is a bit dated but for the price you can’t beat it. I will stay here again."
United States
Jeremy
The price is €157
includes taxes & fees
5 Dec - 6 Dec
Luxe Condo Double Bed Bliss Getaway near Disney

19. Resort stay~Pool Access~Peaceful Retreat~Balcony

Resort stay~Pool Access~Peaceful Retreat~Balcony
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"The host was very nice and helpful The rooms were very clean Enjoyed our stay Would stay again"
United States
Anonymous traveller
The price is €320
includes taxes & fees
15 Nov - 16 Nov
Resort stay~Pool Access~Peaceful Retreat~Balcony

20. Vacation Townhomes by IDILIQ at Encantada Resort

Vacation Townhomes by IDILIQ at Encantada Resort
3.0 star property
Kissimmee
8.4 out of 10, Very good, (1,484 reviews)
"Nice stay"
United States
Pamela
The price is €247
includes taxes & fees
16 Nov - 17 Nov
Vacation Townhomes by IDILIQ at Encantada Resort
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.

Find holiday rentals that suit your style

Top Kissimmee Hotel Reviews

Find out more about Kissimmee

Everything you need to know about Kissimmee holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kissimmee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kissimmee holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kissimmee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kissimmee. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kissimmee holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kissimmee holiday rentals we have selected for you start as low as €59 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Kissimmee rentals

At Expedia, we put the best Kissimmee holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Kissimmee rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kissimmee holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kissimmee. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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 lively festivals. The array of shops and renowned opera 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?

Beautiful 9-bedroom house with AC in serene Kissimmee , Bring the whole Family !: This highly rated holiday home rental in Kissimmee has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Other favourite homes for rent in Kissimmee are Newly Totally Renovated-Video Game Room-Private Pool and Spacious villa with themed bedrooms and private pool.

How many holiday rentals are there in Kissimmee?

Choose from 1618 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 Center for the Arts. 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.

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