Hot Kissimmee Cottage Rates

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Featured Cottages in Kissimmee

Large Villa W/private Pool & Game Room! Waterpark

Large Villa W/private Pool & Game Room! Waterpark

3.5 out of 5
8997 Rhodes Street, Kissimmee, FL
Stay at this 3.5-star family-friendly cottage in Kissimmee. Enjoy free parking, a lazy river, and a fitness center. Popular attractions Reunion Resort Golf Course ...
Large Villa W/private Pool & Game Room! Waterpark
Home w/ Hot Tub: 4 Mi to Disney!

Home w/ Hot Tub: 4 Mi to Disney!

Kissimmee
Book a stay at this family-friendly cottage in Kissimmee. Enjoy a garden, tennis courts, and cable/satellite TV service. Popular attractions Disney's Animal ...
Home w/ Hot Tub: 4 Mi to Disney!
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003

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

3 out of 5
Kissimmee
Stay at this 3-star cottage in Kissimmee. Enjoy free parking, a garden, and cable TV channels. Popular attractions Reunion Resort Golf Course and Disney's Animal ...
Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
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Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621

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

3 out of 5
Nassau Point Trail 1621, Kissimmee, FL
Stay at this 3-star cottage in Kissimmee. Enjoy a garden, cable TV channels, and an in-room coffeemaker. Popular attractions Reunion Resort Golf Course and Disney's ...
Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
1-bedroom cottage just a 13-minute walk to Old Town

1-bedroom cottage just a 13-minute walk to Old Town

Kissimmee
Stay at this cottage in Kissimmee. Enjoy free WiFi, a fitness center, and a pool table. Our guests praise the helpful staff in our reviews. Popular attractions ...
1-bedroom cottage just a 13-minute walk to Old Town
Stunning Lakeview Townhome w/ Private Pool!

Stunning Lakeview Townhome w/ Private Pool!

4 out of 5
4893 Romeo Circle, Kissimmee, FL
Stay at this 4-star family-friendly cottage in Kissimmee. Enjoy free WiFi, free parking, and a lazy river. Popular attractions Old Town and Disney Springs™ are ...
Stunning Lakeview Townhome w/ Private Pool!
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!

4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!

Kissimmee
Stay at this cottage in Kissimmee. Enjoy free WiFi, a water park, and patios. Popular attractions Disney Springs™ and ESPN Wide World of Sports are located ...
4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!
Townhome Splash Pool BBQ Free Water Park!

Townhome Splash Pool BBQ Free Water Park!

3.5 out of 5
8920 Sydney Avenue, Kissimmee, FL
Stay at this 3.5-star family-friendly cottage in Kissimmee. Enjoy free parking, a lazy river, and a fitness center. Popular attractions Reunion Resort Golf Course ...
Townhome Splash Pool BBQ Free Water Park!
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

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

Kissimmee
Book a stay at this family-friendly cottage in Kissimmee. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Disney's Animal Kingdom® ...
Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly
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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.

Kissimmee Budget-Friendly Cottage Accommodation

Adulting can be rough. You love your job, and your sweetheart is the best, but next time someone says “think outside the box” or “we’ll park that”, you just might throw a fit. When was the last time you had one of those really deep convos with your person, anyway? It sounds like you need a holiday, and you’ve come to the right place. Budget-friendly cottage accommodation in Kissimmee will have you feeling like your SO is the peanut butter to your jelly again in no time.

We’re not here to tell you what you want—we think you already know. You want a spot that’s totally relaxing, but still has plenty of things to do, you know, if you feel like it. You want great scenery, and you want food that’s worthy of your number one hashtag: #nomnom. Cottage getaways to Kissimmee definitely fit the bill.

Yes, the scenery is stunning, but on a romantic cottage holiday, it’s what’s inside that counts. Today’s cottages are filled with those little touches of luxury, like fine bath amenities and gourmet kitchens. You know the saying about how the way to someone’s heart is through their stomach? Don’t miss your chance to impress this holiday—even if that just means remembering their favourite wine. (Hey, that still counts!)

Before you can check out entirely, you’ve got a few last bits of adulting to take care of: pick your perfect cheap country cottage in Kissimmee, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Kissimmee Cottages essential information

Accommodation
995 Cottages
Lowest Price
NZ$133
Highest Price
NZ$459
Popular accommodation
Large Villa W/private Pool & Game Room! Waterpark, Home w/ Hot Tub: 4 Mi to Disney!, 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, 1-bedroom cottage just a 13-minute walk to Old Town, Stunning Lakeview Townhome w/ Private Pool!, 4 miles from Disney 5 Star RV Resort! Location Location !The Hidden Gem Cottage!, Townhome Splash Pool BBQ Free Water Park!, Frankly Fintastic - Happy Days in Margaritaville! Min to Resorts, Pet Friendly

Top trending hotels in Kissimmee

Vacation Village at Parkway

Vacation Village at Parkway

3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
The price is NZ$205 per night from 9 Mar to 10 Mar
NZ$205
includes taxes & fees
9 Mar - 10 Mar
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 spa tubs. Our guests praise the helpful staff and the clean rooms ...
Vacation Village at Parkway
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is NZ$459 per night from 23 Feb to 24 Feb
NZ$459
includes taxes & fees
23 Feb - 24 Feb
Stay at this 4-star spa resort in Kissimmee. Enjoy 3 outdoor pools, a full-service spa, and 3 restaurants. Our guests praise the pool and the restaurant in our ...
Margaritaville Resort Orlando
Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

3 out of 5
Kissimmee
Fully refundableReserve now, pay when you stay
The price is NZ$133 per night from 25 Feb to 26 Feb
NZ$133
includes taxes & fees
25 Feb - 26 Feb
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free water park access, and breakfast (surcharge). Our guests praise the helpful staff ...
Ramada by Wyndham Hotel & Water Park
Save an average of 15% on thousands of hotels when you're signed in
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is NZ$295 per night from 3 Mar to 4 Mar
NZ$295
includes taxes & fees
3 Mar - 4 Mar
Book a stay at this golf property in Kissimmee. Enjoy free WiFi, free parking, and 4 outdoor pools. Our guests praise the pool and the restaurant in our reviews. ...
Hilton Vacation Club Mystic Dunes Orlando
Don't see what you're looking for?
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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.

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^Subject to availability and chosen travel dates.