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Cottage rentals in Kissimmee

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1 guest

Cottage rentals in Kissimmee: Recommended vacation rentals

Cottage rentals in Kissimmee: find your perfect rental from just $151 per night!

Cottage Kissimmee
-65%
Mar 13 - Mar 20
Free cancellation
Cottage ∙ 9 guests ∙ 4 bedrooms

139 m² Cottage

Kissimmee, Osceola County, Florida, United States
$876$256
per night
Outstanding(63 ratings)
$876$256
per night
View deal
Cottage Kissimmee
-34%
May 5 - May 12
Free cancellation
Cottage ∙ 10 guests ∙ 4 bedrooms

185 m² Cottage

Kissimmee, Osceola County, Florida, United States
$937$633
per night
$937$633
per night
View deal
Cottage Kissimmee
-33%
May 5 - May 12
Free cancellation
Cottage ∙ 10 guests ∙ 4 bedrooms

171 m² Cottage

Kissimmee, Osceola County, Florida, United States
$979$674
per night
$979$674
per night
View deal
Cottage Kissimmee
-43%
May 10 - May 17
Free cancellation
Cottage ∙ 6 guests ∙ 2 bedrooms

121 m² Cottage

Kissimmee, Osceola County, Florida, United States
$729$424
per night
$729$424
per night
View deal
Cottage Kissimmee
-28%
Jan 25 - Feb 1
Cottage ∙ 10 guests ∙ 4 bedrooms

190 m² Cottage

Kissimmee, Osceola County, Florida, United States
$1,172$865
per night
$1,172$865
per night
View deal
Cottage Kissimmee
-37%
Mar 7 - Mar 14
Cottage ∙ 6 guests ∙ 2 bedrooms

121 m² Cottage

Kissimmee, Osceola County, Florida, United States
$780$474
per night
$780$474
per night
View deal
Cottage Kissimmee
-39%
Jan 21 - Jan 28
Cottage ∙ 8 guests ∙ 3 bedrooms

129 m² Cottage

Kissimmee, Osceola County, Florida, United States
$813$506
per night
$813$506
per night
View deal
Cottage Kissimmee
-43%
May 10 - May 17
Free cancellation
Cottage ∙ 6 guests ∙ 2 bedrooms

121 m² Cottage

Kissimmee, Osceola County, Florida, United States
$729$424
per night
$729$424
per night
View deal
Cottage Kissimmee
Jan 27 - Feb 3
Cottage ∙ 12 guests ∙ 5 bedrooms

172 m² Cottage

Kissimmee, Osceola County, Florida, United States
$891
per night
$891
per night
View deal
Cottage Kissimmee
-39%
Jan 20 - Jan 27
Cottage ∙ 8 guests ∙ 3 bedrooms

143 m² Cottage

Kissimmee, Osceola County, Florida, United States
$813$506
per night
$813$506
per night
View deal
Cottage Kissimmee
-40%
May 6 - May 13
Free cancellation
Cottage ∙ 6 guests ∙ 2 bedrooms

119 m² Cottage

Kissimmee, Osceola County, Florida, United States
$812$508
per night
$812$508
per night
View deal
Cottage Kissimmee
-39%
May 10 - May 17
Free cancellation
Cottage ∙ 8 guests ∙ 3 bedrooms

143 m² Cottage

Kissimmee, Osceola County, Florida, United States
$806$501
per night
$806$501
per night
View deal
Cottage Kissimmee
-21%
Jan 26 - Feb 2
Cottage ∙ 16 guests ∙ 7 bedrooms

384 m² Cottage

Kissimmee, Osceola County, Florida, United States
$1,503$1,196
per night
$1,503$1,196
per night
View deal
Cottage Kissimmee
-40%
May 5 - May 12
Free cancellation
Cottage ∙ 6 guests ∙ 2 bedrooms

119 m² Cottage

Kissimmee, Osceola County, Florida, United States
$812$507
per night
$812$507
per night
View deal
Cottage Kissimmee
-21%
Jan 26 - Feb 2
Cottage ∙ 16 guests ∙ 7 bedrooms

392 m² Cottage

Kissimmee, Osceola County, Florida, United States
$1,501$1,209
per night
$1,501$1,209
per night
View deal
Show all 349 properties

Popular Amenities for Cottage rentals in Kissimmee

Find the perfect home for your stay

Cottage Rentals with pools

Cottage Rentals with pools

Cottage Rentals with internet

Cottage Rentals with internet

Cottage Rentals with air conditioning

Cottage Rentals with air conditioning

Cottage Rentals with kitchen

Cottage Rentals with kitchen

Top-Rated cottage rentals in Kissimmee

Browse our top rated cottage rentals offers

Cottage Kissimmee
May 1 - May 8
-4%
$459
$443 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
Outstanding(38 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
Cottage Kissimmee
from $277 per night
Cottage ∙ 7 guests ∙ 4 bedrooms
4.7
Excellent(33 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
Cottage Kissimmee
from $317 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(27 ratings)
Kissimmee, Osceola County, Florida, United States
View deal

Best Deals and Discounts on Cottage Rentals

Save up to 31%

Cottage Kissimmee
Jan 21 - Jan 28
-31%
$1,043
$738 per night
Cottage ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
View deal
Cottage Kissimmee
May 5 - May 12
-23%
$1,380
$1,075 per night
Cottage ∙ 14 guests ∙ 6 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
View deal
Cottage Kissimmee
May 5 - May 12
-21%
$1,575
$1,271 per night
Cottage ∙ 18 guests ∙ 8 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
View deal

Budget-friendly cottage rentals in Kissimmee

Our top value vacation rentals for cottage rentals

Cottage Kissimmee
May 5 - May 12
-36%
$910
$603 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
View deal
Cottage Kissimmee
Jan 26 - Feb 2
-44%
$729
$424 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
View deal
Cottage Kissimmee
May 5 - May 12
-35%
$882
$705 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
View deal

Soak Up the Sun: Cottage Rentals with Patios

Cottage  Kissimmee
May 10 - May 17
-30%
$1,043
$738 per night
Cottage ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Balcony/Patio
View deal
Cottage  Kissimmee
Jan 22 - Jan 29
-39%
$813
$504 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Balcony/Patio
View deal
Cottage  Kissimmee
May 5 - May 12
-39%
$811
$506 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Balcony/Patio
View deal
See all offers

Cottage Rentals with Hot Tubs

Homes Featuring Jacuzzis and Whirlpools

Cottage Kissimmee
Jan 25 - Feb 1
-40%
$910
$603 per night
Cottage ∙ 8 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
View deal
Cottage Kissimmee
Jan 25 - Feb 1
-39%
$812
$507 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
View deal
Cottage Kissimmee
Jan 25 - Feb 1
-44%
$812
$507 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Kissimmee, Osceola County, Florida, United States
View deal

Information about Cottage rentals in Kissimmee

🏡 Cottages available 349 rentals
💳 Possible discounts up to 44%
🌙 Nightly prices starting at $151
⭐ Popular amenities Non-smoking, Internet and Air conditioning
🐾 Pet friendly homes 43 homes
🏊 Vacation rentals with pools 232 homes

Cottage rentals in Kissimmee: frequently asked questions

How much do vacation rental cost per night for Cottage rentals in Kissimmee?

On average, vacation rental prices in Kissimmee are between $157 to $1,128 per night.

Is it easy to find family or group accommodations for a Cottage rentals in Kissimmee?

On average, the size for vacation rental is 228 m² and can fit 10 on average which is great for large groups.

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