Search Condo Rentals in West Kissimmee

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31
In one month
Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Featured Condo Rentals in West Kissimmee

Lifetime of Vacations Resort
Lake view

Lifetime of Vacations Resort

3.0 star property
9.4 out of 10, Exceptional, (143)
"Fairly quiet, beautiful view. We would 100% stay here again."
Lifetime of Vacations Resort
Caribe Cove Resort
Outdoor pool, a heated pool

Caribe Cove Resort

3.5 star property
8.8 out of 10, Excellent, (2257)
"We had a great family vacation "
Caribe Cove Resort
Kissimmee Vacation Homes by Shine FM
Outdoor pool, sun loungers

Kissimmee Vacation Homes by Shine FM

4.0 star property
8.0 out of 10, Very Good, (78)
"Amazing pool clean rooms amazing stay "
Kissimmee Vacation Homes by Shine FM
Disney Tropical Oasis at Bahama Bay New 3 Bdr!
Pool

Disney Tropical Oasis at Bahama Bay New 3 Bdr!

4.0 star property
10.0 out of 10, Exceptional, (3)
"Thank you for helping us during hurricane Milton. Letting us stay an extra 4 hrs till we were told that we can be on the streets was a blessing. thank you so very much."
Disney Tropical Oasis at Bahama Bay New 3 Bdr!
Luxurious Condo Near Disneyfree Waterpark Access
Miscellaneous

Luxurious Condo Near Disneyfree Waterpark Access

4.0 star property
7.4 out of 10, Good, (3)
"Overall very good place to stay for a weekend"
Luxurious Condo Near Disneyfree Waterpark Access
Your Florida Paradise Home New 3 BR Pool
Outdoor pool, pool umbrellas, sun loungers

Your Florida Paradise Home New 3 BR Pool

2.5 star property
Your Florida Paradise Home New 3 BR Pool
Couilli Condo At Bahama Bay
Pool

Couilli Condo At Bahama Bay

4.0 star property
Couilli Condo At Bahama Bay
Get Happy
Private kitchen

Get Happy

3.5 star property
9.2 out of 10, Wonderful, (9)
"really nice and clean unit. very close to everything. highly recommend. "
Get Happy
Minutes To Mickey New. Pool. Near Disney
Exterior

Minutes To Mickey New. Pool. Near Disney

3.0 star property
10.0 out of 10, Exceptional, (1)
"Super clean, quite place, spacious living room for family, kitchen has everything you need. Definitively I will syat again. "
Minutes To Mickey New. Pool. Near Disney
Mickey's Terrace at Bahama Bay
Pool

Mickey's Terrace at Bahama Bay

4.0 star property
7.2 out of 10, Good, (5)
"Overall, the property was great. Very well kept. "
Mickey's Terrace at Bahama Bay
Cozy Condo Minutes Away From Disney
Exterior

Cozy Condo Minutes Away From Disney

2.0 star property
8.0 out of 10, Very Good, (1)
"Could have some shower soap and shampoo, beside that was a nice stay "
Cozy Condo Minutes Away From Disney
Windsor Hills Resort 2Bd W/ Great Amenities!
Pool

Windsor Hills Resort 2Bd W/ Great Amenities!

4.0 star property
8.0 out of 10, Very Good, (2)
"The amenities were great, our children enjoyed the water park! The condo itself truly requires renovations and new mattresses! "
Windsor Hills Resort 2Bd W/ Great Amenities!
Westgate Vacation Villas
3 outdoor pools

Westgate Vacation Villas

3.5 star property
The price is P10,164
P14,373 total
includes taxes & fees
Aug 27 - Aug 28
Westgate Vacation Villas
Cozy Cove Caribe Escape for 8!
Exterior

Cozy Cove Caribe Escape for 8!

4.0 star property
Cozy Cove Caribe Escape for 8!
Making Memories at Windsor Palms Resort, Great Amenities and Much More Fun!
Exterior

Making Memories at Windsor Palms Resort, Great Amenities and Much More Fun!

2.0 star property
Making Memories at Windsor Palms Resort, Great Amenities and Much More Fun!
The Windsor Hills IHR 3071
Pool

The Windsor Hills IHR 3071

3.0 star property
The Windsor Hills IHR 3071
Caribe Cove Breeze Sleeps 6
Exterior

Caribe Cove Breeze Sleeps 6

4.0 star property
Caribe Cove Breeze Sleeps 6
Bella Notte At Caribe Cove
Exterior

Bella Notte At Caribe Cove

4.0 star property
Bella Notte At Caribe Cove
3 Bed Resort Condo Near Disney 3 Bedroom Condo by RedAwning
Exterior

3 Bed Resort Condo Near Disney 3 Bedroom Condo by RedAwning

2.0 star property
3 Bed Resort Condo Near Disney 3 Bedroom Condo by RedAwning
Sunset Bliss At Caribe Cove
Exterior

Sunset Bliss At Caribe Cove

4.0 star property
Sunset Bliss At Caribe Cove
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top West Kissimmee Hotel Reviews

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

10/10 Excellent
"Will be back soon"
Okan 3-night trip
Posted 4 hours ago
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Frequently asked questions

Why book your condo in West Kissimmee with Expedia?
Expedia will help you find your dream condo in West Kissimmee. After someplace luxurious? Take advantage of our filters to search for properties with a 5-star rating. If you have a set budget, choose how much you'd like to spend and then check out our incredible deals. We'll help you find the right stay whatever your plans or bank balance.
How can I find cheap condos in West Kissimmee?
The easiest way to locate cheap condos in West Kissimmee is with Expedia's nifty filter tool. Narrow your search by star rating, budget and amenities to take advantage of unbeatable bargains in just a few keystrokes.