Hot Kissimmee Cottage Rates

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Featured Cottages in Kissimmee

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
When you stay at this cottage in Kissimmee, you'll be next to a golf course, a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® ...
Opens in a new windowLafitte's Landing Lakeview Cottage - Lakefront!
8000 Lost Shaker Lane

8000 Lost Shaker Lane

3 out of 5
8000 Lost Shaker Lane, Kissimmee, FL
With a stay at this cottage in Kissimmee, you'll be a 5-minute drive from Mystic Dunes Golf Club and 8 minutes from Walt Disney World® Resort.
Opens in a new window8000 Lost Shaker Lane
5003 Windermere Avenue

5003 Windermere Avenue

3 out of 5
5003 Windermere Avenue,, Kissimmee, FL
With a stay at this cottage in Kissimmee, you'll be a 4-minute drive from Old Town and 9 minutes from Disney Springs™.
Opens in a new window5003 Windermere Avenue
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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
Located in Kissimmee, this cottage is within a 15-minute drive of Flamingo Crossings Town Center and Mystic Dunes Golf Club.
Opens in a new windowAmazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621
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
Located in Kissimmee, this cottage is within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center.
Opens in a new windowStunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003
Modern Townhome W/private Pool & Free Water Park!

Modern Townhome W/private Pool & Free Water Park!

4 out of 5
5009 Windermere Avenue, Kissimmee, FL
With a stay at this cottage in Kissimmee, you'll be a 4-minute drive from Old Town and 9 minutes from Disney Springs™.
Opens in a new windowModern Townhome W/private Pool & Free Water Park!
Townhome Splash Pool BBQ Free Water Park!

Townhome Splash Pool BBQ Free Water Park!

3.5 out of 5
8920 Sydney Avenue, Kissimmee, FL
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and Flamingo Crossings Town Center.
Opens in a new windowTownhome Splash Pool BBQ Free Water Park!
3000 Latitude Lane

3000 Latitude Lane

3 out of 5
Kissimmee
With a stay at this cottage in Kissimmee, you'll be within a 10-minute drive of Walt Disney World® Resort and Mystic Dunes Golf Club.
Opens in a new window3000 Latitude Lane
Charming 2-bedroom Country Cottage in Kissimmee with private parking

Charming 2-bedroom Country Cottage in Kissimmee with private parking

Kissimmee
The price is AU$212 per night from 22 Sept to 23 Sept
AU$212
22 Sept - 23 Sept
includes taxes & fees
Located in Kissimmee, this vacation home is within a 10-minute drive of Houston Astros Spring Training and Silver Spurs Arena.
Opens in a new windowCharming 2-bedroom Country Cottage in Kissimmee with private parking
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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
1060 Cottages
Lowest Price
AU$113
Highest Price
AU$291
Popular accommodation
Lafitte's Landing Lakeview Cottage - Lakefront!, 8000 Lost Shaker Lane, 5003 Windermere Avenue, Amazing Game Room, Harry Potter, Mickey & Princess Room. All new Decor! #7sl1621, Stunning Villa With Themed Room's and Game Room, Right Across From the Club House #7sl9003, Modern Townhome W/private Pool & Free Water Park!, Townhome Splash Pool BBQ Free Water Park!, 3000 Latitude Lane, Charming 2-bedroom Country Cottage in Kissimmee with private parking

Top trending hotels in Kissimmee

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Fully refundable
The price is AU$120 per night from 16 Sept to 17 Sept
AU$120
16 Sept - 17 Sept
includes taxes & fees
Located in Kissimmee, Holiday Inn Resort Kissimmee by the Parks by IHG is on the Strip, within a 10-minute drive of Disney's Blizzard Beach Water Park and ESPN ...
Opens in a new windowHoliday Inn Resort Kissimmee by the Parks by IHG
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL
The price is AU$113 per night from 15 Sept to 16 Sept
AU$113
15 Sept - 16 Sept
includes taxes & fees
With a stay at Palazzo Lakeside Hotel in Kissimmee, you'll be a 4-minute drive from Old Town and 9 minutes from Disney Springs™.
Opens in a new windowPalazzo Lakeside Hotel
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 16 Sept to 17 Sept
AU$291
16 Sept - 17 Sept
includes taxes & fees
Located in Kissimmee, Margaritaville Resort Orlando with H2O Waterpark is a 3-minute drive from Island H2O Live! and 8 minutes from Walt Disney World® ...
Opens in a new windowMargaritaville Resort Orlando with H2O Waterpark
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Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is AU$212 per night from 21 Sept to 22 Sept
AU$212
21 Sept - 22 Sept
includes taxes & fees
Located in Kissimmee, Hilton Vacation Club Mystic Dunes Orlando is within a 15-minute drive of Disney's Hollywood Studios® and Disney Springs™.
Opens in a new windowHilton Vacation Club Mystic Dunes Orlando
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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.