Compare Key West Cottage Rentals

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Featured Key West Cottages

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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 Beach Accommodation

    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street Key West FL
    $227 nightly
    The price is $255 total per night from Dec 2 to Dec 3
    $255 total
    Dec 2 - Dec 3
    Total with taxes and fees
    8.6/10 Excellent! (2,883 reviews)
    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    Zero Duval St. Key West FL
    $302 nightly
    The price is $340 total per night from Dec 16 to Dec 17
    $340 total
    Dec 16 - Dec 17
    Total with taxes and fees
    9/10 Wonderful! (1,003 reviews)
    Hampton Inn Key West FL

    Hampton Inn Key West FL

    3755 S Roosevelt Blvd Key West FL
    $221 nightly
    The price is $248 total per night from Dec 9 to Dec 10
    $248 total
    Dec 9 - Dec 10
    Total with taxes and fees
    9/10 Wonderful! (1,273 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $145 nightly
    The price is $164 total per night from Dec 1 to Dec 2
    $164 total
    Dec 1 - Dec 2
    Total with taxes and fees
    7.8/10 Good! (1,724 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue Key West FL
    $202 nightly
    The price is $227 total per night from Dec 1 to Dec 2
    $227 total
    Dec 1 - Dec 2
    Total with taxes and fees
    8.8/10 Excellent! (1,745 reviews)
    The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    1435 Simonton Street Key West FL
    $258 nightly
    The price is $290 total per night from Dec 17 to Dec 18
    $290 total
    Dec 17 - Dec 18
    Total with taxes and fees
    8.4/10 Very Good! (1,017 reviews)
    Southernmost House

    Southernmost House

    1400 Duval Street Key West FL
    $322 nightly
    The price is $362 total per night from Dec 15 to Dec 16
    $362 total
    Dec 15 - Dec 16
    Total with taxes and fees
    9.2/10 Wonderful! (1,004 reviews)
    Pier House Resort & Spa

    Pier House Resort & Spa

    1 Duval St Key West FL
    $407 nightly
    The price is $458 total per night from Dec 1 to Dec 2
    $458 total
    Dec 1 - Dec 2
    Total with taxes and fees
    9/10 Wonderful! (1,003 reviews)
    Hyatt Centric Key West Resort and Spa

    Hyatt Centric Key West Resort and Spa

    601 Front St Key West FL
    $264 nightly
    The price is $297 total per night from Dec 2 to Dec 3
    $297 total
    Dec 2 - Dec 3
    Total with taxes and fees
    8.8/10 Excellent! (1,009 reviews)

Hotel Options in Key West

    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd Key West FL
    $195 nightly
    The price is $219 total per night from Dec 1 to Dec 2
    $219 total
    Dec 1 - Dec 2
    Total with taxes and fees
    8.6/10 Excellent! (1,721 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $145 nightly
    The price is $164 total per night from Dec 1 to Dec 2
    $164 total
    Dec 1 - Dec 2
    Total with taxes and fees
    7.8/10 Good! (1,724 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue Key West FL
    $202 nightly
    The price is $227 total per night from Dec 1 to Dec 2
    $227 total
    Dec 1 - Dec 2
    Total with taxes and fees
    8.8/10 Excellent! (1,745 reviews)

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
120 Cottages
Lowest Price
$164
Highest Price
$630
Popular accommodation
The Dancing Rooster: 2 Blocks from Duval in Old Town., Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!, Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!, Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!, Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!, Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!, Conch Republic Consul General's Cottage.-Historic District, One Bedroom Cottage House in Old Town Key West by the Hemingway House., ~Hibiscus Cottage~ Adults Only cottage near Duval with shared pool

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