Compare Key West Cottage Rentals

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Featured Cottages in Key West

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

$521 nightly

$583 total

Aug 23 - Aug 24

Total with taxes and fees

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Conch Republic Consul General's Cottage.-Historic District

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

~GARDENIA COTTAGE~18+ Adult Only cottage near Duval St

This cottage is a smoke-free cottage.

Charming 1BR Cottage : Steps from Hemingway House & Old Town

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Heart of Downtown Key West Cottage With Off-Street Parking

Guests of this cottage have access to free WiFi in public areas.

NEW! - The Jolly Rooster Cottage
Steps to Duval - Prime and Quiet Location

$537 nightly

$596 total

Aug 5 - Aug 6

Total with taxes and fees

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.

**DARLING OF DUVAL @ OLD TOWN** Cottage + Spa + Last Key White Glove Service...

At this cottage, guests have access to free WiFi in public areas, a hot tub, and laundry facilities. There's free offsite parking if you drive. This smoke-free cottage also has barbecue grills.

Old Town Elegance Island Breezes and Poolside Bliss

At this cottage, guests have access to features like laundry facilities.

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

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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.

Hotel Options in Key West

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

$202 nightly

$227 total

Aug 17 - Aug 18

Total with taxes and fees

8.6/10 Excellent! (2,397 reviews)

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

$203 nightly

$228 total

Sep 1 - Sep 2

Total with taxes and fees

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

$166 nightly

$187 total

Aug 31 - Sep 1

Total with taxes and fees

Cottages

Book a cottage in Key West
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Key West. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Key West better.

Cottage apartments in Key West range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Key West
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Key West and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Key West cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Key West. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Key West Cottages essential information

Accommodation	115 Cottages
Lowest Price	$187
Highest Price	$596
Popular accommodation	The Dancing Rooster: 2 Blocks from Duval in Old Town., Conch Republic Consul General's Cottage.-Historic District, ~GARDENIA COTTAGE~18+ Adult Only cottage near Duval St, Charming 1BR Cottage : Steps from Hemingway House & Old Town, Heart of Downtown Key West Cottage With Off-Street Parking, NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location, DARLING OF DUVAL @ OLD TOWN Cottage + Spa + Last Key White Glove Service..., Old Town Elegance Island Breezes and Poolside Bliss, Ann Street Gardens