West Kissimmee Vacation Rentals from $98: Search Short-Term Rentals

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Our top choices for West Kissimmee vacation rentals

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

1. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

Lauren

$402 nightly

Sep 2 - Sep 3

Total with taxes and fees

2. Vista Grande - Resort&spa - 15 Min to Disney!

Bahama Bay

Jessica

$291 nightly

Aug 29 - Aug 30

Total with taxes and fees

3. Upstay: Condo Near Disney w Pool, Sauna

Winter Garden

"The unit was very clean and organized when we arrived. All the amenities and appliances that come with the unit worked amazing. The only exception was the WiFi. It was a bit slow, however this could be easily fixed and should not discourage from booking this property. Being at the pool was the highlight of staying at this property. It was clean and came with fun pool sized amenities like pool basketball and connect 4. Being in the lobby was also fun with the ping pong table and pool table. The...

Nancy

$215 nightly

Sep 15 - Sep 16

Total with taxes and fees

A swimming pool area with a hot tub, lounge chairs, and palm trees.

4. Sweet Rental Deal !!! Just Few Minutes Away from Disney

Grand Palms

Cometrist P.

$216 nightly

Aug 29 - Aug 30

Total with taxes and fees

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

5. Encantada Resort Vacation Townhomes by IDILIQ

Kissimmee

$264 nightly

Aug 30 - Aug 31

Total with taxes and fees

An aerial view of a residential property with a large swimming pool, multiple houses, and a well-maintained garden.

6. Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

Bahama Bay

Nathan M.

$257 nightly

Sep 1 - Sep 2

Total with taxes and fees

7. Family Fun Condo Pool and Sauna near Disney

Winter Garden

John and Dawn R.

$238 nightly

Aug 30 - Aug 31

Total with taxes and fees

A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

8. Grand Lake Resort

Kissimmee

$90 nightly

Sep 7 - Sep 8

Total with taxes and fees

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Top West Kissimmee Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"My grandchildren had a great time with water park"

The Berkley, Orlando

10/10 Excellent

"Our family LOVES The Berkley. We stayed for three nights with our family of 6. We enjoyed the pool, arcade and even played bingo this trip. Great place for a family with children.They are always very accommodating! Having a washer and dryer in the condo works well with having children. Plenty of room to spread out in the four bedroom. Whenever going to Orlando whether it's Disney, SeWorld, Universal we ALWAYS stay at The Berkley and will continue to do so. We love it..."

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

8/10 Good

"Overall, The cottage was nice, just as shown in the website. There were few things that would have been cleaned before arrival. The pool wasn’t clean. There were things left from the previous people who were there before us. There were 2 dead frogs in the pool and we had to clean it. Also, the bed sheets had a few stains. Overall, it was a nice property to stay in."

Summer Bay Orlando MOD Collection by Sonesta

10/10 Excellent

"Paul at the tiki bar and Will at big kahuna were awesome. There was also a very tall man at tiki bar that was nice as well. The girl who did Bingo and trivia was awesome! The only part that was terrible was the Karaoke guy with the bald head ( I forgot his name ) he been there for years but that guy was rude. Yelled at kids a few times and was not empathetic or kind at all. He needs to gets some training on empathy and customer engagement."

Westgate Town Center Resort

10/10 Excellent

"This is a very nice hotel/resort. Our room was very nice and clean. I recommend if you do stay to walk around the whole resort and see what it has to offer. Multiple pools around the area that is free if you don’t want to pay for the water park. If you’re a guest you pay to get in the water park ($25/person, kids are free to a certain age) but honored guests are free. We stay in a one bedroom suite/villa. Lots of space for my toddler to run around he also loved the jacuzzi inside the master bedroom, he pretty much had a bath in the jacuzzi tub every night while we were there. I loved the dual shower as well. Fridge, stove, microwave, washer/dryer, pots and pans, 4 guest dinnerware and utensils (fork, spoons, knives) , cooking utensils (your basics, can opener, wine opener, scissors). There’s a Walmart right across the resort which I found very convenient for those staying in the resort, if you want to buy food and cook inside yiur villa. Our first night we made baked zitti. The Walmart was pretty packed lots of people all day all night, disney items (clothing, accessories etc.. cheaper than if you buy at the theme park.) what else?? This is our second time staying in this resort and we prefer it since we have our 2 little puppies and some resorts don’t allow pets. The staff was also very nice and friendly and very accommodating and wanting to make sure our stay was a great experience and comfortable. I would come back here every time."

Price trends for vacation rentals in West Kissimmee

Less expensive	More expensive	Next month
April	December	$210

Month	Price
January	$266
February	$250
March	$213
April	$192
May	$195
June	$209
July	$210
August	$210
September	$210
October	$212
November	$226
December	$268

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in West Kissimmee. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about West Kissimmee

Everything you need to know about West Kissimmee vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the West Kissimmee vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

West Kissimmee vacation 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 low season months. For more hustle and bustle, you may prefer to visit West Kissimmee in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $98 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on West Kissimmee rentals

At Expedia, we put the best West Kissimmee vacation 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 vacation.

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.

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Check prices for these dates

Our top choices for West Kissimmee vacation rentals

1. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

2. Vista Grande - Resort&spa - 15 Min to Disney!

3. Upstay: Condo Near Disney w Pool, Sauna

4. Sweet Rental Deal !!! Just Few Minutes Away from Disney

5. Encantada Resort Vacation Townhomes by IDILIQ

6. Tropical Resort Condo Near Disney: Pools, Spa & Family Fun

7. Family Fun Condo Pool and Sauna near Disney

8. Grand Lake Resort

9. BEAUTIFULLY remodeled 3/2 condo near DISNEY and MARGARITAVILLE RESORT!⭐️⭐️⭐️⭐️⭐️

10. 3BR/2B condo with views of Disney FIREWORKS!!!!

11. The Berkley, Orlando

12. Tropical Retreat - Resort&spa - 15 Min to Disney!

13. Upstay Large Family Condo w Pool, Sauna

14. Disney Dream Villa w/Pool 5 Miles to the Parks!

15. Unit 19 | 3BR Home | 2 Mi to Disney | Pet Friendly | Gated Resort

16. Quiet Moana Retreat in gated community– Perfect for Disney & Universal Visitors

17. Unit 26 | 4BR Home | 2 Mi to Disney | Pet Friendly |

18. Lifetime of Vacations Resort

19. ASD Friendly Home near Disney World

20. Bahama Bay, Davenport, Florida Oversize 2 Br condo

Find vacation rentals that suit your style

Top West Kissimmee Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

Price trends for vacation rentals in West Kissimmee

Find out more about West Kissimmee

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