West Kissimmee Holiday Rentals, Orlando: Private House Rentals

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Go beyond your typical stay in West Kissimmee

Pet friendly

Hot tub

Apartment

Apart hotel

Pool

Villa

Condo

Family friendly

Spa

Cottage

Resort

Waterpark

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Our top choices for West Kissimmee hotels

7 outdoor pools, pool cabanas (surcharge), pool umbrellas

1. Holiday Inn Club Vacations at Orange Lake Resort by IHG

Orange Lake

Petrina

฿3,771

฿5,919 total

includes taxes & fees

11 Sept - 12 Sept

2. Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Clermont

Julianna

฿2,561

฿2,843 total

includes taxes & fees

27 Sept - 28 Sept

3. SureStay Hotel by Best Western Clermont Theme Park West

Clermont

brigitte

฿1,872

฿2,097 total

includes taxes & fees

6 Sept - 7 Sept

4. Embassy Suites By Hilton Orlando Sunset Walk

Kissimmee

Niya

฿4,317

฿6,553 total

includes taxes & fees

12 Sept - 13 Sept

3 restaurants; breakfast, lunch, dinner and brunch served

5. Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

Danequa

฿4,602

฿7,028 total

includes taxes & fees

7 Sept - 8 Sept

5 outdoor pools, pool umbrellas, pool loungers

Family House, 3 Bedrooms, Non Smoking, Resort View | Blackout curtains, iron/ironing board, WiFi, bed sheets

6. Summer Bay Orlando MOD Collection by Sonesta

Clermont

Yaitza

฿3,874

฿5,403 total

includes taxes & fees

31 Aug - 1 Sept

Premium bedding, desk, iron/ironing board, free WiFi

7. Quality Inn & Suites By the Parks

Kissimmee

Alexis

฿2,233

฿2,535 total

includes taxes & fees

2 Sept - 3 Sept

8. Ramada by Wyndham Kissimmee Gateway

Kissimmee

Sean

฿1,599

฿2,492 total

includes taxes & fees

27 Sept - 28 Sept

Standard Room, 2 Queen Beds | Desk, blackout curtains, soundproofing, iron/ironing board

9. Destiny Palms Hotel Maingate West

Kissimmee

Tomas

฿1,634

฿2,004 total

includes taxes & fees

10 Sept - 11 Sept

4 outdoor pools, pool cabanas (surcharge), pool umbrellas

10. Hilton Vacation Club Mystic Dunes Orlando

Kissimmee

Sunita

฿2,861

฿4,374 total

includes taxes & fees

6 Sept - 7 Sept

2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

11. Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

Alesha

฿3,122

฿4,444 total

includes taxes & fees

7 Sept - 8 Sept

In-room safe, desk, laptop workspace, soundproofing

12. JC Inn

Clermont

ESTHELA

฿2,384

฿2,670 total

includes taxes & fees

31 Aug - 1 Sept

Laptop workspace, iron/ironing board, free WiFi, bed sheets

13. Serena Inn

Clermont

Gerardo

฿1,766

฿1,978 total

includes taxes & fees

2 Sept - 3 Sept

14. Westgate Vacation Villas Resort

Kissimmee

Madelaine

฿2,812

฿4,319 total

includes taxes & fees

31 Aug - 1 Sept

15. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

Victor

฿6,755

฿16,549 total

includes taxes & fees

31 Aug - 1 Sept

16. Encore Resort and Water Park at Reunion by Rentyl

Kissimmee

Wendy

฿6,556

฿25,104 total

includes taxes & fees

14 Sept - 15 Sept

17. voco Kissimmee Orlando by IHG

Kissimmee

Hugo

฿1,920

฿2,931 total

includes taxes & fees

27 Sept - 28 Sept

2 outdoor pools, pool umbrellas, pool loungers

Exclusive Townhome, 4 Bedrooms, Private Pool | Living area | 50-inch LCD TV with cable channels, TV

18. Encantada Resort Vacation Townhomes by IDILIQ

Kissimmee

Pamela

฿2,563

฿9,448 total

includes taxes & fees

31 Aug - 1 Sept

19. Grand Lake Resort

Kissimmee

Lissette

฿2,359

฿2,976 total

includes taxes & fees

7 Sept - 8 Sept

Standard Apartment, 3 Bedrooms | Interior

20. Bahama Bay Resort

Bahama Bay

Kavya

฿6,943

฿15,922 total

includes taxes & fees

8 Sept - 9 Sept

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Holiday Rentals in West Kissimmee

Aparthotel

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"nice place to stay!"

Condo

Economy House, 3 Bedrooms, Non Smoking | Interior

Standard House, 2 Bedrooms, Non Smoking, Lakeside | Interior

Caribe Cove Resort

Kissimmee

"This was a great place to stay for our business trip much better then staying in a hotel. Its nice to have a home away from home atmosphere."

Condo

43-inch TV with digital channels, DVD player, pay films

Orbit One Vacation Villas by Coolvacay

Kissimmee

"All staff members are extremely nice. The pool was clean and the rooms as well. Definitely staying again!"

Cottage

House, Multiple Beds, Patio, Garden View (Up to Scale With Margaritas) | Dining

Up to Scale With Margaritas

Kissimmee

"The perfect place to for the family to relax after a day at the amusement parks!"

Aparthotel

Grand Lake Resort

Kissimmee

"Loved it! Would definitely stay again."

Holiday Home

Deluxe Townhome, 5 Bedrooms, Private Pool | In-room dining

Deluxe Townhome, 5 Bedrooms, Private Pool | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Deluxe Townhome, 5 Bedrooms, Private Pool | Living area | 40-inch Smart TV with cable channels, TV

Formosa Valley Resort by UNE Homes

Kissimmee

"Everything was good, except the sofa upstair smell like pipi."

Condo

Peaceful Horizons at Caribe Cove

Kissimmee

"This the fourth time renting in Caribe Cove when it was a resort and it was excellent! This time as an Airbnb was also great. The kitchen had every utensil needed. The bedrooms were spacious and the mattresses very comfortable with a balcony with chairs and a screens.The decoration all in all very nice. We were in the fifth floor, and it had an elevator plus stairs for emergency. Lights always on in the outside hall ways. The security was excellent too. The pool area was very nice not many...

Holiday Home

Doppio Westside

Davenport

"Great place to stay. Very clean and the inside of the place was beautiful and spacious."

Aparthotel

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...

Condo

Outdoor pool, pool umbrellas, pool loungers

Coffee/tea maker, full-sized fridge, microwave, toaster

Magic Tree Resort by Coolvacay

Kissimmee

"Great hotel friendly staff definitely would recommend"

Aparthotel

The Berkley, Orlando

Kissimmee

"The place was wonderful, clean, spacious and staff was very friendly. This is our go to place when we go to Disney!!"

Aparthotel

Bahama Bay Resort

Bahama Bay

"Had a wonderful stay at Bahama Bay Resort. The property was clean, comfortable, and had everything we needed for a relaxing stay. The resort itself was beautiful and peaceful, and the location was convenient. Everything went smoothly from check-in to check-out. Would definitely stay here again!"

Condo

Lifetime of Vacations Resort

Kissimmee

"Best value option in the area. May be a bit out of date and directly on the strip, but clean, well maintained, and a really nice view. Great value for the money."

Holiday Home

Condo, Multiple Beds, Balcony, Garden View (Breezy Day at Bahama Bay) | Outdoor dining

Breezy Day at Bahama Bay

Bahama Bay

"Awesome rental was clean and exactly as the pictures described. Would stay again. Definitely recommend this property for the Orlando area. "

Apartment

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

Bahama Bay

"Schone kamers en iedereen is zeer vriendelijk!"

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Stay near popular West Kissimmee attractions

Mystic Dunes Golf Club

7.8/10 (4,134 reviews)

Tee off at one of Orlando’s premier golf clubs and enjoy the championship course, the excellent facilities and the laid-back Florida vibe.

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Island H2O Live!

8.2/10 (270 reviews)

Bring the family to Island H2O Live! and enjoy this exciting theme park in Four Corners. Make time for the shops and golf courses in this family-friendly area.

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Orange Lake Golf

7.8/10 (2,203 reviews)

Enjoy a round of golf in Four Corners at Orange Lake Golf. Amble around this family-friendly area's lakeside or experience its entertainment choices.

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Northeast Regional Park

7.8/10 (156 reviews)

Explore the lovely green spaces of Northeast Regional Park and enjoy the golf courses in Four Corners. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

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Surfari Water Park

9.0/10 (2,086 reviews)

Enjoy the thrill rides with your children at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.

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Lake Davenport

8.4/10 (283 reviews)

Commune with nature and explore the great outdoors at Lake Davenport during your travels in Four Corners. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

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beach near Bahama Bay

Why not spend a lazy afternoon at beach near Bahama Bay during your trip to Four Corners?

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Four Corners FC

Find out about the history of Four Corners when you take a trip to Four Corners FC. Make time for the shops and golf courses in this family-friendly area.

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Learn more about West Kissimmee

Discover the family-friendly area of West Kissimmee—water parks, football and top sights like Walt Disney World® Resort.

See all hotels in West Kissimmee

A large castle with multiple spires and turrets, surrounded by a crowd of people.

Top West Kissimmee Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"My stay was amazing. Will return again."

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"Clean rooms"

Westgate Town Center Resort

10/10 Excellent

"Everything was good i enjoy my stay"

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"Very clean and a lot things to do around"

Destiny Palms Hotel Maingate West

8/10 Good

"Safe quiet location"