Compare West Kissimmee Cottage Rentals

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Featured West Kissimmee Cottages

Encore Swanky

Encore Swanky

3 out of 5
411 Lasso Drive Kissimmee FL
$812 nightly
The price is $920 total per night
$920 total
Dec 29 - Dec 30
Total with taxes and fees
Guests staying at this cottage enjoy an outdoor pool, an arcade/game room, and a terrace. You can put free offsite parking to good use if you drive. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Pool
Kitchen
8960 Cat Palm Road

8960 Cat Palm Road

3 out of 5
8960 Cat Palm Road Kissimmee FL
Guests of this cottage enjoy features like an outdoor pool, free WiFi in public areas, and an arcade/game room. Free parking is available if you drive. This family-friendly cottage also has barbecue grills.
Pool
Kitchen
3000 Latitude Lane

3000 Latitude Lane

3 out of 5
Kissimmee FL
Guests of this cottage have access to free WiFi in public areas. If you drive, take advantage of free parking.
Kitchen
Dryer
8462 Secret Key Cove

8462 Secret Key Cove

3 out of 5
8462 Secret Key Cove Kissimmee FL
Guests staying at this cottage enjoy free WiFi in public areas, an arcade/game room, and barbecue grills. If you decide to drive, there's free parking.
Kitchen
Dryer
3148 Caribbean Soul Drive

3148 Caribbean Soul Drive

3 out of 5
3148 Caribbean Soul Drive Kissimmee FL
Guests of this cottage have access to free WiFi in public areas. Free parking is available if you drive.
Kitchen
Dryer
Lafitte's Landing Lakeview Cottage - Lakefront!

Lafitte's Landing Lakeview Cottage - Lakefront!

3 out of 5
8121 Surf St, Kissimmee, Fl 34747, Usa Kissimmee FL
Guests of this cottage enjoy features like free WiFi in public areas. You'll find limited parking.
Kitchen
Washer
Up to Scale With Margaritas

Up to Scale With Margaritas

3 out of 5
8021 Sandy Toes Way, Kissimmee, Fl Kissimmee FL
Guests of this cottage have access to free WiFi in public areas. Limited parking is available.
Kitchen
Washer
3 Mi to Disney: Home w/ Hot Tub in Margaritaville!

3 Mi to Disney: Home w/ Hot Tub in Margaritaville!

3 out of 5
Kissimmee FL
Guests of this cottage enjoy features like free WiFi in public areas. A stay here includes free offsite parking. Staff members can help with accommodation requests, and provide a safe deposit box at the front desk.
Kitchen
Washer
8000 Lost Shaker Lane

8000 Lost Shaker Lane

3 out of 5
8000 Lost Shaker Lane Kissimmee FL
Guests of this cottage enjoy features like free WiFi in public areas. If you plan to drive, free parking is available.
Kitchen
Dryer
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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.

Hotel Options in West Kissimmee

    Margaritaville Resort Orlando

    Margaritaville Resort Orlando

    8000 Fins Up Circle Kissimmee FL
    $176 nightly
    The price is $200 total per night from Jan 6 to Jan 7
    $200 total
    Jan 6 - Jan 7, 2026
    Total with taxes and fees
    8.8/10 Excellent! (3,652 reviews)
    Hilton Vacation Club Mystic Dunes Orlando

    Hilton Vacation Club Mystic Dunes Orlando

    7600 Mystic Dunes Lane Kissimmee FL
    $139 nightly
    The price is $158 total per night from Jan 4 to Jan 5
    $158 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    9/10 Wonderful! (4,500 reviews)
    Holiday Inn Club Vacations at Orange Lake Resort by IHG

    Holiday Inn Club Vacations at Orange Lake Resort by IHG

    8505 W Irlo Bronson Memorial Hwy Kissimmee FL
    $158 nightly
    The price is $178 total per night from Jan 4 to Jan 5
    $178 total
    Jan 4 - Jan 5, 2026
    Total with taxes and fees
    8.6/10 Excellent! (2,517 reviews)

Cottages

Book a cottage in West Kissimmee
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in West Kissimmee. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know West Kissimmee better.

Cottage apartments in West Kissimmee range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in West Kissimmee
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in West Kissimmee and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a West Kissimmee cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in West Kissimmee. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

West Kissimmee Cottages essential information

Accommodation
49 Cottages
Lowest Price
$158
Highest Price
$920
Popular accommodation
Encore Swanky, 8960 Cat Palm Road, 3000 Latitude Lane, 8462 Secret Key Cove, 3148 Caribbean Soul Drive, Lafitte's Landing Lakeview Cottage - Lakefront!, Up to Scale With Margaritas, 3 Mi to Disney: Home w/ Hot Tub in Margaritaville!, 8000 Lost Shaker Lane

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