A large, historic building with a tower, reflecting on a calm lake with lily pads, surrounded by trees and a sunset sky.

Kissimmee Vacation Rentals

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Dates

November 2026

December 2026

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Our top choices for Kissimmee vacation rentals

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

1. Vacation Village Orlando, Celebration

Kissimmee

Desiree

AED 380 total

includes taxes & fees

29 Nov - 30 Nov

A modern bathroom with a white sink, a large mirror, a wooden shelf with a coffee maker, and a microwave.

2. Hotel-Style Room Pool, Disney Shuttle

Kissimmee

AED 423 total

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with a curved design, surrounded by a paved deck and a fence.

3. Lyrios Vacation Rentals - The Palms

Kissimmee

AED 693 total

includes taxes & fees

13 Nov - 14 Nov

A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

4. Regal Oaks Resort Vacation Townhomes by IDILIQ

Kissimmee

Tina

AED 1,097 total

includes taxes & fees

9 Nov - 10 Nov

An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

5. Barefoot Suites

Kissimmee

Mary

AED 464 total

includes taxes & fees

8 Nov - 9 Nov

A two-story house with a porch, surrounded by palm trees and greenery.

6. Barefoot'n Resort Kissimmee Orlando

Kissimmee

James

AED 485 total

includes taxes & fees

8 Nov - 9 Nov

A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

7. Villas at Fortune Place

Kissimmee

iris

AED 384 total

includes taxes & fees

17 Nov - 18 Nov

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

8. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

Ashley

AED 1,710 total

includes taxes & fees

10 Nov - 11 Nov

A balcony with a table and chairs, overlooking a parking area and a body of water.

9. Sunset Bliss Retreat Condo - Near Disney

Kissimmee

marie c.

AED 558 total

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

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

Kissimmee

katie

AED 827 total

includes taxes & fees

8 Nov - 9 Nov

A wooden dock leading to a calm lake with a 'NO SWIMMING' sign, surrounded by trees and a clear sky.

11. Grand Lake Resort

Kissimmee

LaShonda

AED 308 total

includes taxes & fees

17 Nov - 18 Nov

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

12. Lifetime of Vacations Resort

Kissimmee

Alena

AED 394 total

includes taxes & fees

29 Nov - 30 Nov

A spacious lobby with modern furniture, large windows, and a high ceiling.

13. Vacation Townhomes by IDILIQ at Encantada Resort

Kissimmee

Pamela

AED 1,019 total

includes taxes & fees

16 Nov - 17 Nov

A decorative stone fountain with a twisted base, surrounded by vibrant red flowers and tropical foliage, set against a backdrop of a pool and palm trees.

14. Maple Leaf Inn & Suites

Kissimmee

Alex

AED 246 total

includes taxes & fees

8 Nov - 9 Nov

A modern kitchen with white cabinets, a central island, and pendant lighting. There is a dining area with a bar stool and a TV mounted on the wall.

15. Luxe Condo Double Bed Bliss Getaway near Disney

Kissimmee

Jeremy

AED 584 total

includes taxes & fees

11 Nov - 12 Nov

A hotel with a symmetrical facade, a central entrance, and a covered patio area.

16. Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Kissimmee

Sheila M.

AED 715 total

includes taxes & fees

8 Nov - 9 Nov

A spacious living area with a high ceiling, large windows, and a modern chandelier.

17. Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom

Kissimmee

terri

AED 1,354 total

includes taxes & fees

18 Nov - 19 Nov

A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

18. The Berkley, Orlando

Kissimmee

Kristyn

AED 562 total

includes taxes & fees

1 Dec - 2 Dec

A modern living room with a sofa, ottoman, and glass dining table. There is a kitchen area with a microwave and cabinets.

19. Magical Newly Renovated,1.5 miles to Disney with Tons of Eateries Near By 754

Kissimmee

Glenda F.

A modern kitchen with white cabinets, a central island with bar stools, a stainless steel microwave, and a built-in oven.

20. Luxe King Suite Bliss Getaway Condo Near Disney

Kissimmee

Sarah M.

AED 568 total

includes taxes & fees

9 Nov - 10 Nov

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Find vacation rentals that suit your style

Top Kissimmee Hotel Reviews

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

Kissimmee

10/10 Excellent

Rhonise

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

10/10 Excellent

Chris

The Berkley, Orlando

Kissimmee

10/10 Excellent

rick

A pool area with lounge chairs and umbrellas, surrounded by tropical plants.

ette hotel Orlando

Kissimmee

10/10 Excellent

I absolutely loved this place! It is so clean, charming, & beautifully decorated. The set-up and design of the rooms was so thought out and not a single detail was missed. The room had amazing linens, high-end bathrobes, toiletries and slippers. I was offered turn down service with fresh water every night and my room was always nice and clean when I returned at the end of the day. I love that's it's family owned - the owners did such a great job at making me feel at home. The restaurant has...

Michelle

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

Kompose Boutique Resort at Theme Parks

Kissimmee

10/10 Excellent

Patrik

A water play area with wooden structures and a large water fountain.

Gaylord Palms Resort & Convention Center

Kissimmee

10/10 Excellent

Edward

A resort with multiple swimming pools, a large central pool, and a lake.

Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

10/10 Excellent

This property gave me international resort vibes in Florida. It really was an oasis. I had a two bedroom and our party was five, three were children. The entire property is clean. The staff from the front desk to the support staff were polite and professional. Great location, if you only want to drive a couple of minutes for access to restaurants, you're in a perfect location. It's also not too far out from the theme parks. TIP: There is a $40 daily resort fee that will be deducted from your...

Serene

Lifetime of Vacations Resort

Kissimmee

10/10 Excellent

Robin

Villas at Fortune Place

Kissimmee

10/10 Excellent

Jennifer

Grand Lake Resort

Kissimmee

10/10 Excellent

Anonymous traveler

A hotel with a pool, outdoor seating, and a sign for 'Galleria'.

Galleria Palms Hotel

Kissimmee

10/10 Excellent

Rebecca

A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

Kissimmee

10/10 Excellent

I don’t want to leave a good review because this place is a hidden gem and I don’t want the secret to get out! We stayed for a week, the main purpose was to go to Disney. From hotel door to Magic Kingdom gate was 15-20 minutes. There is a Target 3 minutes driving distance and the cleanest Waffle House with the nicest staff is across the street. You will need a car to access either of these. The staff for this hotel could not have been nicer. This is a very very basic no frills hotel. If...

Michelle

A modern gym with treadmills, stationary bikes, and elliptical machines.

Wyndham Garden Orlando Airport

Belle Isle

10/10 Excellent

Francine

A spacious lobby with high ceilings, large windows, and traditional decor.

Disney's Animal Kingdom Lodge

Bay Lake

10/10 Excellent

Anonymous traveler

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 lively festivals. The array of shops and renowned opera 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?

Beautiful 9-bedroom house with AC in serene Kissimmee , Bring the whole Family !: This Kissimmee vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Other favorite 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 vacation rentals are there in Kissimmee?

Choose from 1618 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 Center for the Arts. 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.

Kissimmee Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Kissimmee vacation rentals

1. Vacation Village Orlando, Celebration

2. Hotel-Style Room Pool, Disney Shuttle

3. Lyrios Vacation Rentals - The Palms

4. Regal Oaks Resort Vacation Townhomes by IDILIQ

5. Barefoot Suites

6. Barefoot'n Resort Kissimmee Orlando

7. Villas at Fortune Place

8. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

9. Sunset Bliss Retreat Condo - Near Disney

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

11. Grand Lake Resort

12. Lifetime of Vacations Resort

13. Vacation Townhomes by IDILIQ at Encantada Resort

14. Maple Leaf Inn & Suites

15. Luxe Condo Double Bed Bliss Getaway near Disney

16. Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

17. Every Bedroom Has Its Own Bathroom ~ 1.4 Miles to Disney`s Animal Kingdom

18. The Berkley, Orlando

19. Magical Newly Renovated,1.5 miles to Disney with Tons of Eateries Near By 754

20. Luxe King Suite Bliss Getaway Condo Near Disney

Find vacation rentals that suit your style

Top Kissimmee Hotel Reviews

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

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Kissimmee?

What's the top vacation rental that Kissimmee has to offer?

How many vacation rentals are there in Kissimmee?

What can I see and do in Kissimmee?

What are vacation rentals like in Kissimmee?