West Kissimmee Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in West Kissimmee

5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, (4719)
"Our family have a great time "
The price is AU$217
per night
28 May - 29 May
Summer Bay Orlando by Exploria Resorts
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1413)
"Nice and clean "
The Berkley, Orlando
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (843)
"great stay"
Margaritaville Resort Orlando Cottages by Rentyl
Save an average of 15% on thousands of hotels when you're signed in
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1253)
"It was great besides no air conditioning upstairs where bedrooms are , even though they clean after you leave there should be a dust pan and mop to do cleaning while there "
The price is AU$176
per night
12 June - 13 June
Encantada Resort Vacation Townhomes by IDILIQ
Lake
Lifetime of Vacations Resort
3.0 star property
9.0 out of 10, Wonderful, (82)
"Place is good Its a older place but its safe and in a great location. Staff is very nice and area is a hub for Disneyland merchandise. "
Lifetime of Vacations Resort
Outdoor pool, pool umbrellas, pool loungers
Grand Lake Resort
3.0 star property
9.0 out of 10, Wonderful, (85)
"Very courteous staff "
Grand Lake Resort
Interior
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
9.8 out of 10, Exceptional, (12)
"The house was the perfect size and those beds. So comfy. The house is older but well maintained. Great communication with the host. We really felt safe and relaxed while we were there. Thank you again!!!"
Home w/ Pool, Hot Tub & Game Room, 6 Mi to Disney!
Condo, 2 Bedrooms, Hot Tub, Garden View (Standard Bahama Bay San Salvador Vill) | Property grounds
Bahama Bay Resort
3.5 star property
8.6 out of 10, Excellent, (2024)
"We had a lower end 2 bedroom unit. Very spacious & updated nicely. We will definitely return to this resort. "
Bahama Bay Resort
Private pool
Formosa Valley Resort by UNE Homes
4.0 star property
9.4 out of 10, Exceptional, (113)
"So well appointed, beautiful and clean!! Great location, an easy and close drive to Disney!"
Formosa Valley Resort by UNE Homes
Outdoor pool
Caribe Cove Resort
3.5 star property
8.8 out of 10, Excellent, (2227)
"The salt water pool is heated. The mattresses were lumpy, shower in master bath wasn't useable, carpet is worn, ice dispenser stuck. In need of some updating but overall was a good value. Front desk people were great and super helpful. "
Caribe Cove Resort
Indoor pool, outdoor pool
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 11 Pool, Spa, Theater, Gated
10.0 out of 10, Exceptional, (35)
"We had a great stay at this property! It is very conveniently located close to all the Walt Disney World Parks. It was healing to use the jacuzzi and pool after a long day of walking at the Disney parks! The kids enjoyed the themed bedrooms, home theater, pool, popcorn, and the Pacman arcade. Highly recommend it, and I'd choose to stay here again on our next Disney-parks vacation."
VERY CLOSE TO DISNEY! Fabulous 5 bed Home! Sleeps 11 Pool, Spa, Theater, Gated
Pool
Windsor Palms Resort Free wifi Olympic size pool 3 miles to Disney new listing!
10.0 out of 10, Exceptional, (17)
"We were very pleased with the property. Everything was just as pictured and very clean. We had one tiny hiccup checking in, but the property owner got back to us immediately and it was smooth sailing after. The location was perfect, close to all the parks and plenty of dining and shopping options. Would definitely recommend staying here to anyone."
Windsor Palms Resort Free wifi Olympic size pool 3 miles to Disney new listing!
Fridge, microwave, oven, stovetop
Relaxing Lake Front House near the Mouse
9.6 out of 10, Exceptional, (87)
"We enjoyed our stay. The home was as advertised- clean, convenient to the parks and roomy. Lisa was very quick to respond to any questions we had. We would stay again!"
Relaxing Lake Front House near the Mouse
Property grounds
Gorgeous home: Movie room + Stunning Private pool + Splash zone!
8.4 out of 10, Very good, (21)
"We had a great time, and the house was beautiful. We had no issues at all."
Gorgeous home: Movie room + Stunning Private pool + Splash zone!
Pool
3BD/2BA Comfy Updated Condo Near Disney
10.0 out of 10, Exceptional, (4)
"Excellent except the floor left feet dirty. But otherwise, it was perfect."
3BD/2BA Comfy Updated Condo Near Disney
Fridge, microwave, oven, stovetop
☼ Luxury Home * Private Pool ☼ 3 Miles from Disney - 200 5-Star Reviews ★ ★★ ★★
9.6 out of 10, Exceptional, (229)
"We had a great stay at this property although it was cut short by flight delays and cancelations. Great location, close to the parks. Our grandson loved having his own pool. Would stay there again."
☼ Luxury Home * Private Pool ☼ 3 Miles from Disney - 200 5-Star Reviews ★ ★★ ★★
Pool
CINDERELLA'S CASTLE Close to Disney, ONE story Home_5 bedrooms 4 baths_Pool/Spa
9.8 out of 10, Exceptional, (16)
"Very nice property. Lots of room, beds were very comfortable."
CINDERELLA'S CASTLE Close to Disney, ONE story Home_5 bedrooms 4 baths_Pool/Spa
Fridge, microwave, oven, stovetop
BEST ROOMS! StarWars, HPotter, Cinderella, Moana, Pirates, Belle...Disney 8 min!
10.0 out of 10, Exceptional, (196)
"Highly recommended this property everything you could want and more would go bk in a heart beat"
BEST ROOMS! StarWars, HPotter, Cinderella, Moana, Pirates, Belle...Disney 8 min!
Outdoor pool, a heated pool
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
10.0 out of 10, Exceptional, (200)
"We had a wonderful stay at the property. Everything was as described. Excellent communication with host. Check in and out were super easy. A problem with the air conditioner was handled very efficiently. The only minor suggestion I have is more towel bars in the master bath to hang towels to dry. Thank you for a wonderful trip!"
Our DisneyDreamVilla - Salt water pool! Only minutes to DisneyWorld!!!
Pool
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
10.0 out of 10, Exceptional, (237)
"We enjoyed our stay at this property. With 4 bedrooms and 4 bathroom, there was plenty of room for everybody. The gated neighborhood felt very welcoming and safe. It was quiet, too!"
4 Bedroom Villa 2 Miles from Disney Entrance Kissimmee Us192
Don't see what you're looking for?
See all available properties in West Kissimmee
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.

Other types of properties in West Kissimmee you may be interested in

4 outdoor pools, pool cabanas (surcharge), pool umbrellas
Hilton Vacation Club Mystic Dunes Orlando
3.5 star property
8.8 out of 10, Excellent, (3146)
"Just one complaint The door to the area we stayed at was VERY HARD TO OPEN and we were stuck there two mornings for a few minutes because the door would not open The lock just spun around… we physically went to the office and told them but it never got fixed … we were in room 23309 "
The price is AU$150
per night
4 June - 5 June
Hilton Vacation Club Mystic Dunes Orlando
2 outdoor pools, pool umbrellas, pool loungers
Hilton Vacation Club Aqua Sol Orlando West
3.5 star property
8.6 out of 10, Excellent, (3536)
"Absolutely fantastic service and accommodations!"
The price is AU$149
per night
9 June - 10 June
Hilton Vacation Club Aqua Sol Orlando West
Lobby
Margaritaville Resort Orlando
4.0 star property
8.8 out of 10, Excellent, (3008)
"So welcoming and relaxing!"
The price is AU$292
per night
27 May - 28 May
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.

Everything you need to know about West 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 West Kissimmee holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 West Kissimmee holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

West Kissimmee holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in West 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A West 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 West Kissimmee holiday rentals we have selected for you start as low as AU$176 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on West Kissimmee rentals

At Expedia, we put the best West 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 West 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 West 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 West 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

Are there holiday rentals in West Kissimmee?

Yes, there are holiday rentals in West Kissimmee close to Island H2O Live!, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit West Kissimmee speak highly of the fun-filled water park. Make sure you have time to check out the football matches while you're in the area.

What are some of the best holiday rentals that West Kissimmee has to offer?

The Berkley, Orlando (No Resort Fees): This highly rated holiday home rental in West 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 a hot tub. Other favourite homes for rent in West Kissimmee are Summerville Vacation Homes by Columbia Management and Beautiful 3 bed / 3 Bath Townhome in Windsor Hills Resort - Minutes From Disney!.

How many holiday rentals will I find in West Kissimmee?

Choose from 7792 Expedia holiday rentals in West Kissimmee for a memorable holiday.

What can I see and do in West Kissimmee?

Family-friendly attractions include Island H2O Live!, whereas Lake Davenport is a spot to enjoy the outdoors. While in the area, you can also visit popular places such as Disney's Animal Kingdom® Theme Park and Disney's Blizzard Beach Water Park.

What are holiday rentals like in West Kissimmee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in West Kissimmee. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.

Recent reviews of West Kissimmee properties
Expedia verified reviews