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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Featured Cottages in Kissimmee

8081 Knee Deep Rd
Miscellaneous

8081 Knee Deep Rd

3.0 star property
10.0 out of 10, Exceptional, (1)
"Nuestra experiencia fue muy buena las condiciones son perfectas el único detalle que no me gustó fue el baño de arriba que cuando te bañas se llena la bañadera de agua está tupida lo demás perfecto y tiene todo lo que puedes necesitar "
8081 Knee Deep Rd
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
Pool

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

3.0 star property
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
Our Retro Mod Pod-Disney & Old Town Minutes Away!
Outdoor pool, a heated pool

Our Retro Mod Pod-Disney & Old Town Minutes Away!

2.0 star property
9.2 out of 10, Wonderful, (5)
"Great location "
Our Retro Mod Pod-Disney & Old Town Minutes Away!
8000 Lost Shaker Lane
Miscellaneous

8000 Lost Shaker Lane

3.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful and clean! Easy to find, great location, easy check in and out and very roomy space! Everything you need is provided! Comfortable beds! Only thing I’d change is find an easier way to contact host with questions, such as direct texting. Otherwise, it’s call them, leave a message and wait for a call back. Or send a message through their chat and days to get a response. That said everything I needed - check in/check out proceedings was sent on time through email . Overall, a great...
8000 Lost Shaker Lane
Large Villa W/private Pool & Game Room! Waterpark
Miscellaneous

Large Villa W/private Pool & Game Room! Waterpark

3.5 star property
9.6 out of 10, Exceptional, (11)
"Large family , wonderful beds !! Nice big house tons of bathrooms, would stay again 4 sure "
Large Villa W/private Pool & Game Room! Waterpark
3-br Condo BBQ & Heated Pool Near Disney&malls
Outdoor pool

3-br Condo BBQ & Heated Pool Near Disney&malls

3.0 star property
3-br Condo BBQ & Heated Pool Near Disney&malls
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Fridge, microwave, oven, stovetop

Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

9.6 out of 10, Exceptional, (5)
"The house was very clean and the area offered lots of dining options which were in walking distance. The only thing that I would recommend is to provide more towels. "
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
Parrot Paradise Escape – Margaritaville Getaway for 8, Close to Theme Parks!
Miscellaneous

Parrot Paradise Escape – Margaritaville Getaway for 8, Close to Theme Parks!

10.0 out of 10, Exceptional, (1)
"This house was spotless, had absolutely everything we needed, and was the perfect location! We will definitely be staying here again! It was everything as described in the listing and more. "
Parrot Paradise Escape – Margaritaville Getaway for 8, Close to Theme Parks!
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Outdoor pool

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

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
1 bedroom, private laundry in resort near Disney!!
Outdoor pool, a heated pool

1 bedroom, private laundry in resort near Disney!!

9.2 out of 10, Wonderful, (127)
"The stay was great and the location was perfect! The area felt very safe and it was easy to get to. We were doing a lot of different activities on this trip and it was a nice relaxing stay. "
1 bedroom, private laundry in resort near Disney!!
Margarita Porch Paradise
Outdoor dining

Margarita Porch Paradise

5.0 star property
10.0 out of 10, Exceptional, (2)
"The house was beautiful and comfortable for our family, we would have stayed longer! The resort is fun, plenty of stores and good restaurants. We will definitely come back. "
Margarita Porch Paradise
Beautiful, family-friendly cottage just 4 miles from Disney World
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (4)
"Very clean, had everything we needed for our short stay. Would stay again. Loved the community. Felt safe. "
The price is AU$343
includes taxes & fees
18 Mar - 19 Mar
Beautiful, family-friendly cottage just 4 miles from Disney World
Stunning Lakeview Townhome w/ Private Pool!
Outdoor pool

Stunning Lakeview Townhome w/ Private Pool!

4.0 star property
8.4 out of 10, Very good, (10)
"Perfect location house was just what is described "
Stunning Lakeview Townhome w/ Private Pool!
Modern Townhome W/private Pool & Free Water Park!
Miscellaneous

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!
Home w/ Hot Tub: 4 Mi to Disney!
Terrace/patio

Home w/ Hot Tub: 4 Mi to Disney!

9.4 out of 10, Exceptional, (30)
"Family friendly home. We stayed here for a multi family trip to Disney. We especially love that there were two primary rooms with king beds and on suites. The house has all the necessities in the kitchen, with coffee /keurig combo , cups and plates, and other cookie necessities. Very comfortable and specious stay and would highly recommend. "
Home w/ Hot Tub: 4 Mi to Disney!
3000 Latitude Lane
Interior

3000 Latitude Lane

3.0 star property
10.0 out of 10, Exceptional, (3)
"We loved this property the moment we walked in. We enjoyed the comfy beds, coziness, close parking, easy check-in, cleanliness, and having our own hot tub. We would like to stay here, again."
3000 Latitude Lane
3-br Condo Family Retreat Near Disney Gym&pool
Miscellaneous

3-br Condo Family Retreat Near Disney Gym&pool

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was really nice and spacious. The team does great at communication. We arrived hours before check in and for just a small fee they let us check in early. The houses are well cleaned! I would forsure stay again and recommend this for anyone!"
3-br Condo Family Retreat Near Disney Gym&pool
Spacious Vacation Rental w/ Yard in Kissimmee!
Interior

Spacious Vacation Rental w/ Yard in Kissimmee!

3.0 star property
8.0 out of 10, Very good, (1)
"Communication on the property was excellent. Comfortable"
Spacious Vacation Rental w/ Yard in Kissimmee!
"Peachy Keen" 3BD Pool & Spa Cottage Near Disney
Bar (on property)

"Peachy Keen" 3BD Pool & Spa Cottage Near Disney

10.0 out of 10, Exceptional, (4)
"The property was exactly what we expected. The host was attentive to any questions we had even over the holiday week. I highly recommend it. "
"Peachy Keen" 3BD Pool & Spa Cottage Near 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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Other property types in Kissimmee

Vacation Village at Parkway
Aerial view

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1714)
"Love the location very close to Disney and tonnes of other activities and dining. (15 min drive to Disney parks and a lot of things within 10 min walk)"
The price is AU$175
includes taxes & fees
1 Apr - 2 Apr
Vacation Village at Parkway
Margaritaville Resort Orlando Cottages by Rentyl
Interior

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1247)
"We loved our stay!"
Margaritaville Resort Orlando Cottages by Rentyl
Barefoot'n Resort Kissimmee Orlando
Exterior

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.2 out of 10, Wonderful, (25)
"Large room, Great price. Second time staying. Will definitely go back. "
The price is AU$196
includes taxes & fees
12 Mar - 13 Mar
Barefoot'n Resort Kissimmee Orlando
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.

Frequently asked questions

How much do cottages in Kissimmee cost?
Prepare to pay between and per night for cottages in Kissimmee. Whatever your budget, an excellent stay is only a click or two away on Expedia. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Kissimmee?
Pack your bags and pick from 888 cottages in Kissimmee. Thinking about a place where you can relax and stay in touch with nature? Expedia will help you find the ideal escape in a few easy clicks.
What is there to do in Kissimmee near my cottage?
Whatever you’re into, Kissimmee has loads to keep you occupied. Discovery Cove, Aquatica and Disneys Typhoon Lagoon Water Park are on most visitors’ itineraries. Don’t miss Gatorland®, Medieval Times and Fun Spot America either. With Expedia’s hotel deals in Kissimmee, you’ll be able to see more terrific attractions like these with the cash you save.