Search Kissimmee Cottage Rentals from CA $104

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Browse Select Kissimmee Cottages

Lafitte's Landing Lakeview Cottage - Lakefront!
House, Multiple Beds, Patio, Garden View (Lafitte's Landing Lakeview Cottage) | Dining

Lafitte's Landing Lakeview Cottage - Lakefront!

3.0 star property
10.0 out of 10, Exceptional, (7)
"Beautiful Cottage and enjoyed the back deck overlooking the lake. Great family vacation spot."
Lafitte's Landing Lakeview Cottage - Lakefront!
8000 Lost Shaker Lane
Relax in a welcoming space with comfortable seating, lush greenery, and a striking central sculpture.

8000 Lost Shaker Lane

3.0 star property
9.6 out of 10, Exceptional, (7)
"The house is absolutely beautiful. Very clean and has everything you need. Unfortunately you can’t use the pool which I didn’t understand so that was the only downside. The property is gorgeous. "
8000 Lost Shaker Lane
Charming 2-bedroom Country Cottage in Kissimmee with private parking
Fridge, microwave, oven, stovetop

Charming 2-bedroom Country Cottage in Kissimmee with private parking

10.0 out of 10, Exceptional, (2)
"The house was exactly as shown. It was very clean and really nice. Great space for parking my large trailer. The neighborhood was nice and very quiet. We would definitely stay again."
The price is CA $159
CA $208 total
includes taxes & fees
Aug 11 - Aug 12
Charming 2-bedroom Country Cottage in Kissimmee with private parking
5003 Windermere Avenue
Relax by the resort pool surrounded by palm trees and lounge chairs, with a golf course in the background.

5003 Windermere Avenue

3.0 star property
10.0 out of 10, Exceptional, (2)
"Great location, convenient to all shopping needs. Close to Disney World. Good amenities. Great for families traveling together."
5003 Windermere Avenue
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Relax by the pool surrounded by palm trees and lounge chairs.

Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

3.0 star property
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
Gorgeous Cottage w/Private Pool + Balcony, Near Disney!
Experience the warm and inviting lobby, featuring a unique abstract sculpture, comfortable seating, and lush greenery.

Gorgeous Cottage w/Private Pool + Balcony, Near Disney!

9.8 out of 10, Exceptional, (48)
"We had a great stay! Very clean, spacious for a family of 4, easy access to Disney parks, food/shopping. Will definitely stay again! "
Gorgeous Cottage w/Private Pool + Balcony, Near Disney!
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Relax by the resort pool surrounded by palm trees and lounge chairs.

Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

3.0 star property
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Beautiful, family-friendly cottage just 4 miles from Disney World
Enjoy cooking in this well-equipped kitchen with a stove, microwave, and sink, offering ample counter space and a view of the outdoors.

Beautiful, family-friendly cottage just 4 miles from Disney World

9.4 out of 10, Exceptional, (11)
"Perfect for our stay in Orlando/Kissimmee. Close to everything we were attending, quiet, clean, and well supplied with the basics."
The price is CA $118
CA $300 total
includes taxes & fees
Aug 5 - Aug 6
Beautiful, family-friendly cottage just 4 miles from Disney World
Modern Townhome W/private Pool & Free Water Park!
Relax by the main pool, children's pool, and putting green, surrounded by palm trees and lounge chairs.

Modern Townhome W/private Pool & Free Water Park!

4.0 star property
8.8 out of 10, Excellent, (5)
"This property was excellent and lived up to the expectations in the post! So close to the parks, we came back everyday to cool down by the pool and recharge our batteries."
Modern Townhome W/private Pool & Free Water Park!
3050 Pirate Way
Relax in style amidst comfortable seating and lush greenery, surrounded by a striking abstract sculpture and natural light.

3050 Pirate Way

3.0 star property
3050 Pirate Way
3000 Latitude Lane
Experience the elegant lobby with a striking abstract sculpture, comfortable seating, and lush greenery.

3000 Latitude Lane

3.0 star property
9.6 out of 10, Exceptional, (4)
"Great stay!"
3000 Latitude Lane
8960 Cat Palm Road
Relax by the resort's pool surrounded by palm trees and a small waterfall.

8960 Cat Palm Road

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nice place to stay. Clean, quiet, secure."
8960 Cat Palm Road
Disney, Universal and Legoland Getaway
Relax by the pool surrounded by lush trees and enjoy a soak in the hot tub.

Disney, Universal and Legoland Getaway

9.2 out of 10, Wonderful, (9)
The price is CA $104
CA $300 total
includes taxes & fees
Aug 9 - Aug 10
Disney, Universal and Legoland Getaway
Large Villa W/private Pool & Game Room! Waterpark
Relax by the resort's serene pool surrounded by lush greenery and palm trees.

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (11)
"Great property! Was perfect for our family and made down time from the parks really nice."
Large Villa W/private Pool & Game Room! Waterpark
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
Relax by the oval-shaped pool surrounded by palm trees and lounge chairs.

Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

3.0 star property
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
Gorgeous Cottage w/Private Pool *Near Disney!*
Relax in style amidst lush greenery and modern design, with comfortable seating areas and a unique abstract sculpture.

Gorgeous Cottage w/Private Pool *Near Disney!*

9.2 out of 10, Wonderful, (5)
"Love the neighborhood and rental. Perfect location."
Gorgeous Cottage w/Private Pool *Near Disney!*
Luxury Villa, South Facing Pool! No Rear Neighbors. Themed Rooms, Theatre & Game Room. #8so8956
Relax by the pool surrounded by palm trees and lounge chairs.

Luxury Villa, South Facing Pool! No Rear Neighbors. Themed Rooms, Theatre & Game Room. #8so8956

3.0 star property
Luxury Villa, South Facing Pool! No Rear Neighbors. Themed Rooms, Theatre & Game Room. #8so8956
3148 Caribbean Soul Drive
Experience the open and airy lobby with comfortable seating, a large abstract sculpture, and lush greenery.

3148 Caribbean Soul Drive

3.0 star property
3148 Caribbean Soul Drive
Townhome Splash Pool BBQ Free Water Park!
Relax by the resort's curving pool surrounded by lush greenery and palm trees.

Townhome Splash Pool BBQ Free Water Park!

3.5 star property
9.6 out of 10, Exceptional, (10)
"Nice and relaxing quiet neighborhood "
Townhome Splash Pool BBQ Free Water Park!
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
Relax in this serene outdoor space with a comfortable sofa set, coffee table, and lush greenery.

Fully-Stocked Cozy Tropical Cottage-4 mi to Disney

The price is CA $168
CA $360 total
includes taxes & fees
Aug 3 - Aug 4
Fully-Stocked Cozy Tropical Cottage-4 mi to Disney
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.
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Top Kissimmee Hotel Reviews

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"great location"
Jose 4-night trip
Posted 19 hours ago
Delta Hotels by Marriott Orlando Celebration