Hot Key West Cottage Rates

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Featured Cottages in Key West

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
Southernmost Retreat: 2 Blocks from Duval in Old Town.

Southernmost Retreat: 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 ...
Southernmost Retreat: 2 Blocks from Duval in Old Town.
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
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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 Fort Zachary Taylor Historic State Park.
Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex
Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking

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.-Pool-Historic District-Assigned Parking
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 Duval Street and Ernest Hemingway Home and Museum.
Old Town Cottage House in Old Town Key West!
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!

Key West
With a stay at this cottage, you'll be centrally located in Key West, steps from Duval Street and 4 minutes by foot from Ernest Hemingway Home and Museum.
~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!

3.5 out of 5
1075-29 Duval Square, Key West, FL
With a stay at this cottage in Key West (Key West Historic District), you'll be steps from Duval Street and 6 minutes by foot from Ernest Hemingway Home and ...
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

3 out of 5
Key West
With a stay at this cottage in Key West (Key West Historic District), you'll be a 5-minute walk from Duval Street and 7 minutes by foot from Mallory Square.
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only
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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
93 Cottages
Lowest Price
AU$378
Highest Price
AU$507
Popular accommodation
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK, Southernmost Retreat: 2 Blocks from Duval in Old Town., Conch Republic Consul General's Cottage.-Historic District, Sea Breeze Cottage with 2 Large Decks in Beautiful Truman Annex , Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking, Old Town Cottage House in Old Town Key West!, ~ Chick-A-Pea Cottage ~ Enjoy Key West’s charisma, with a pool, and parking!, Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!, Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

Top trending hotels in Key West

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Fully refundable
The price is AU$507 per night from 1 Dec to 2 Dec
AU$507
includes taxes & fees
1 Dec - 2 Dec
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
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$378 per night from 3 Dec to 4 Dec
AU$378
includes taxes & fees
3 Dec - 4 Dec
When you stay at Beachside Resort & Residences in Key West, you'll be next to a golf course, within a 5-minute drive of Key West Golf Club and Smathers ...
Beachside Resort & Residences
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$392 per night from 2 Dec to 3 Dec
AU$392
includes taxes & fees
2 Dec - 3 Dec
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 6 minutes from Duval ...
Havana Cabana at Key West - Adults Only
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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$403 per night from 19 Nov to 20 Nov
AU$403
includes taxes & fees
19 Nov - 20 Nov
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
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.