Hot Key West Cottage Rates

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Featured Cottages in Key West

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

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

Key West
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.
Old Town Cottage House in Old Town Key West!

Old Town Cottage House in Old Town Key West!

Key West
With a stay at this cottage in Key West (Key West Historic District), you'll be within a 5-minute walk of Ernest Hemingway Home and Museum and Duval Street.
Old Town Cottage House in Old Town Key West!
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St

ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St

2.5 out of 5
Key West
Located in Key West (Key West Historic District), this cottage is within a 10-minute walk of Duval Street and Florida Keys Beaches.
ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St
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ROYAL POINCIANA COTTAGE - Quaint Old Town location

ROYAL POINCIANA COTTAGE - Quaint Old Town location

2 out of 5
Key West
The price is AU$1,412 per night from 4 Feb to 5 Feb
AU$1,412
includes taxes & fees
4 Feb - 5 Feb
With a stay at this cottage in Key West (Key West Historic District), you'll be steps from Duval Street and 4 minutes by foot from Ernest Hemingway Home and ...
ROYAL POINCIANA COTTAGE - Quaint Old Town location
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK

Key West
With a stay at this cottage in Key West (Key West Historic District), you'll be a 3-minute walk from Duval Street and 5 minutes by foot from Ernest Hemingway ...
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Conch Republic Consul General's Cottage.-Historic District

Conch Republic Consul General's Cottage.-Historic District

Key West
A stay at this cottage places you in the heart of Key West, within a 15-minute walk of Duval Street and Florida Keys Beaches.
Conch Republic Consul General's Cottage.-Historic District
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…

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.
**DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex

Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex

Key West
A stay at this cottage places you in the heart of Key West, within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum.
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Key West
A stay at this cottage places you in the heart of Key West, steps from Florida Keys Beaches and Duval Street.
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!
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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.

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

Key West Cottages essential information

Accommodation
99 Cottages
Lowest Price
AU$484
Highest Price
AU$1,412
Popular accommodation
The Dancing Rooster: 2 Blocks from Duval in Old Town., Old Town Cottage House in Old Town Key West!, ROBINSON CRUSOE COTTAGE - Quaint poolside cottage on Margaret St, ROYAL POINCIANA COTTAGE - Quaint Old Town location, Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK, Conch Republic Consul General's Cottage.-Historic District, **DARLING OF DUVAL @ OLD TOWN** Estate Cottage + Spa + LAST KEY SERVICES…, Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex , Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Top trending hotels in Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$484 per night from 26 Jan to 27 Jan
AU$484
includes taxes & fees
26 Jan - 27 Jan
With a stay at Ibis Bay Beach Resort in Key West (Northside Resort), you'll be a 4-minute drive from Florida Keys Beaches and 5 minutes from Duval Street.
Ibis Bay Beach Resort
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
3420 N. Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$497 per night from 26 Jan to 27 Jan
AU$497
includes taxes & fees
26 Jan - 27 Jan
With a stay at Havana Cabana at Key West - Adults Only in Key West (New Town), you'll be a 5-minute drive from Florida Keys Beaches and 5 minutes from Smathers ...
Havana Cabana at Key West - Adults Only
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$534 per night from 27 Jan to 28 Jan
AU$534
includes taxes & fees
27 Jan - 28 Jan
When you stay at The Perry Hotel & Marina Key West in Key West, you'll be on the waterfront, within a 5-minute drive of Stock Island Yacht Club & Marina and ...
The Perry Hotel & Marina Key West
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Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Fully refundableReserve now, pay when you stay
The price is AU$952 per night from 26 Jan to 27 Jan
AU$952
includes taxes & fees
26 Jan - 27 Jan
With a stay at Southernmost Beach Resort, you'll be centrally located in Key West, steps from South Beach and within a 5-minute walk of Southernmost Point.
Southernmost Beach Resort
Don't see what you're looking for?
See all available properties in Key West
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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.