Hot Kissimmee Cottage Rates

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Featured Cottages in Kissimmee

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities

2 out of 5
Kissimmee
With a stay at this cottage, you'll be centrally located in Kissimmee, a 5-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® ...
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities
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.
8000 Lost Shaker Lane
Margarita Porch Paradise

Margarita Porch Paradise

5 out of 5
8121 Surf St, Kissimmee, FL
With a stay at this cottage in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 7 minutes from Walt Disney World® Resort.
Margarita Porch Paradise
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8081 Knee Deep Rd

8081 Knee Deep Rd

3 out of 5
8081 Knee Deep Rd, Kissimmee, FL
With a stay at this cottage in Kissimmee, you'll be a 4-minute drive from Mystic Dunes Golf Club and 6 minutes from Walt Disney World® Resort.
8081 Knee Deep Rd
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms

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

3 out of 5
Sawyer Palm Place 1750, Kissimmee, FL
With a stay at this cottage in Kissimmee, you'll be within a 15-minute drive of Walt Disney World® Resort and ChampionsGate Golf Club.
Elegant Family Home w/ Pool, Game Room, Themed Bedrooms
1 bedroom, private laundry in resort near Disney!!

1 bedroom, private laundry in resort near Disney!!

Kissimmee
With a stay at this cottage in Kissimmee, you'll be a 3-minute drive from Old Town and 9 minutes from Walt Disney World® Resort.
1 bedroom, private laundry in resort near Disney!!
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 ChampionsGate Golf Club.
Townhome Splash Pool BBQ Free Water Park!
3-br Condo BBQ & Heated Pool Near Disney&malls

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

3 out of 5
2221 San Vittorino Circle, Kissimmee, FL
With a stay at this cottage in Kissimmee (Venetian Bay Villages), you'll be within a 15-minute drive of Old Town and 192 Flea Market.
3-br Condo BBQ & Heated Pool Near Disney&malls
3-br Condo Family Retreat Near Disney Gym&pool

3-br Condo Family Retreat Near Disney Gym&pool

2 out of 5
Royal Bay Boulevard 2040, Kissimmee, FL
Located in Kissimmee (Royal Palm Bay), this cottage is within a 10-minute drive of Old Town and Orlando Vineland Premium Outlets.
3-br Condo Family Retreat Near Disney Gym&pool
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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
1050 Cottages
Lowest Price
AU$144
Highest Price
AU$319
Popular accommodation
Once Upon a Lime – Margaritaville 3 BDR Sleeps 9! Incredible Amenities, 8000 Lost Shaker Lane, Margarita Porch Paradise, 8081 Knee Deep Rd, Elegant Family Home w/ Pool, Game Room, Themed Bedrooms, 1 bedroom, private laundry in resort near Disney!!, Townhome Splash Pool BBQ Free Water Park!, 3-br Condo BBQ & Heated Pool Near Disney&malls, 3-br Condo Family Retreat Near Disney Gym&pool

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 AU$194 per night from 7 Apr to 8 Apr
AU$194
includes taxes & fees
7 Apr - 8 Apr
Located in Kissimmee, Vacation Village at Parkway is in the entertainment district, within a 5-minute drive of Old Town and Fun Spot America.
Vacation Village at Parkway
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
The price is AU$319 per night from 31 Mar to 1 Apr
AU$319
includes taxes & fees
31 Mar - 1 Apr
Located in Kissimmee (Orange Lake), Holiday Inn Club Vacations at Orange Lake Resort by IHG is within a 15-minute drive of Old Town and ChampionsGate Golf ...
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is AU$144 per night from 28 Apr to 29 Apr
AU$144
includes taxes & fees
28 Apr - 29 Apr
Located in Kissimmee, Ramada by Wyndham Kissimmee Gateway is on the Strip, within a 10-minute drive of ESPN Wide World of Sports Complex and Disney's Hollywood ...
Ramada by Wyndham Kissimmee Gateway
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Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3 out of 5
5711 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
The price is AU$175 per night from 1 Apr to 2 Apr
AU$175
includes taxes & fees
1 Apr - 2 Apr
With a stay at Holiday Inn & Suites Orlando SW - Celebration Area by IHG, you'll be centrally located in Kissimmee, within a 10-minute walk of Old Town and Fun ...
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
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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.