Hot Raccoon Key Cottage Rates

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Cottages in Raccoon Key

Heart of Downtown Key West Cottage With Off-Street Parking

Heart of Downtown Key West Cottage With Off-Street Parking

Key West
A stay at this cottage places you in the heart of Key West, within a 10-minute walk of Duval Street and Mallory Square.
Heart of Downtown Key West Cottage With Off-Street Parking
Cottage with Pool  and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
The price is AU$458 per night from 9 Apr to 10 Apr
AU$458
includes taxes & fees
9 Apr - 10 Apr
With a stay at this cottage in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Cottage with Pool and Boat Dockage just minutes to Key West!
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cudjoe Key
The price is AU$491 per night from 7 Apr to 8 Apr
AU$491
includes taxes & fees
7 Apr - 8 Apr
With a stay at this cottage in Summerland Key, you'll be by the ocean, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Save an average of 15% on thousands of hotels when you're signed in
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Key West
The price is AU$751 per night from 4 Apr to 5 Apr
AU$751
includes taxes & fees
4 Apr - 5 Apr
A stay at this cottage places you in the heart of Key West, steps from Duval Street and Florida Keys Beaches.
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.

Key West
The price is AU$1,308 per night from 30 Mar to 31 Mar
AU$1,308
includes taxes & fees
30 Mar - 31 Mar
With a stay at this cottage, you'll be centrally located in Key West, just a 3-minute walk from Duval Street and 5 minutes by foot from Ernest Hemingway Home ...
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
The price is AU$561 per night from 5 Apr to 6 Apr
AU$561
includes taxes & fees
5 Apr - 6 Apr
With a stay at this cottage in Summerland Key, you'll be by the ocean, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Cottage with Pool and Dockage, just minutes to Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
The price is AU$588 per night from 6 Apr to 7 Apr
AU$588
includes taxes & fees
6 Apr - 7 Apr
With a stay at this cottage in Summerland Key, you'll be within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
The price is AU$712 per night from 1 Apr to 2 Apr
AU$712
includes taxes & fees
1 Apr - 2 Apr
With a stay at this cottage in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
The price is AU$591 per night from 7 Apr to 8 Apr
AU$591
includes taxes & fees
7 Apr - 8 Apr
With a stay at this cottage in Summerland Key, you'll be on the waterfront, within a 10-minute drive of Florida Keys Beaches and Upper Sugarloaf Key.
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Don't see what you're looking for?
See all available properties in Raccoon Key
View all properties
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.

Raccoon Key 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 Raccoon Key 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 Raccoon Key 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 Raccoon Key, then type up that email to your boss and request your annual leave. We’re sure they’ll understand.

Raccoon Key Cottages essential information

Accommodation
93 Cottages
Lowest Price
AU$431
Highest Price
AU$1,308
Popular accommodation
Heart of Downtown Key West Cottage With Off-Street Parking, Cottage with Pool and Boat Dockage just minutes to Key West!, Private Oceanfront Cottage with dockage, pool just minutes to Key West!, Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!, The Dancing Rooster: 2 Blocks from Duval in Old Town., Cottage with Pool and Dockage, just minutes to Key West, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Top trending hotels in Raccoon Key

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$562 per night from 29 Apr to 30 Apr
AU$562
includes taxes & fees
29 Apr - 30 Apr
When you stay at Beachside Resort & Residences in Key West, you'll be next to a golf course, a 5-minute drive from Smathers Beach and 8 minutes from Duval ...
Beachside Resort & Residences
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is AU$791 per night from 30 Mar to 31 Mar
AU$791
includes taxes & fees
30 Mar - 31 Mar
With a stay at Southernmost Beach Resort and Guesthouses, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost ...
Southernmost Beach Resort
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$746 per night from 31 Mar to 1 Apr
AU$746
includes taxes & fees
31 Mar - 1 Apr
Located in Key West, Margaritaville Beach House Key West is by the ocean, within a 5-minute drive of Smathers Beach and Fort East Martello Museum and ...
Margaritaville Beach House Key West
Save an average of 15% on thousands of hotels when you're signed in
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3 out of 5
2400 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$431 per night from 27 Apr to 28 Apr
AU$431
includes taxes & fees
27 Apr - 28 Apr
With a stay at Fairfield Inn and Suites by Marriott Key West, you'll be centrally located in Key West, within a 5-minute drive of Duval Street and Florida Keys ...
Fairfield Inn and Suites by Marriott Key West
Don't see what you're looking for?
See all available properties in Raccoon Key
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.