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
    $229 nightly
    The price is $258 total per night from Oct 29 to Oct 30
    $258 total
    Oct 29 - Oct 30
    Total with taxes and fees
    8.6/10 Excellent! (2,767 reviews)
    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    Zero Duval St., Key West, FL
    $274 nightly
    The price is $308 total per night from Oct 6 to Oct 7
    $308 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9/10 Wonderful! (1,000 reviews)
    Hampton Inn Key West FL

    Hampton Inn Key West FL

    3755 S Roosevelt Blvd, Key West, FL
    $169 nightly
    The price is $190 total per night from Oct 7 to Oct 8
    $190 total
    Oct 7 - Oct 8
    Total with taxes and fees
    9/10 Wonderful! (1,241 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard, Key West, FL
    $160 nightly
    The price is $180 total per night from Oct 6 to Oct 7
    $180 total
    Oct 6 - Oct 7
    Total with taxes and fees
    7.8/10 Good! (1,601 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    $163 nightly
    The price is $183 total per night from Oct 12 to Oct 13
    $183 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.8/10 Excellent! (1,722 reviews)
    The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    1435 Simonton Street, Key West, FL
    $242 nightly
    The price is $272 total per night from Oct 15 to Oct 16
    $272 total
    Oct 15 - Oct 16
    Total with taxes and fees
    8.4/10 Very Good! (1,002 reviews)
    Southernmost House

    Southernmost House

    1400 Duval Street, Key West, FL
    $322 nightly
    The price is $362 total per night from Oct 27 to Oct 28
    $362 total
    Oct 27 - Oct 28
    Total with taxes and fees
    9.2/10 Wonderful! (999 reviews)
    Pier House Resort & Spa

    Pier House Resort & Spa

    1 Duval St, Key West, FL
    $457 nightly
    The price is $514 total per night from Oct 13 to Oct 14
    $514 total
    Oct 13 - Oct 14
    Total with taxes and fees
    9/10 Wonderful! (1,000 reviews)
    Hyatt Centric Key West Resort and Spa

    Hyatt Centric Key West Resort and Spa

    601 Front St, Key West, FL
    $235 nightly
    The price is $264 total per night from Oct 6 to Oct 7
    $264 total
    Oct 6 - Oct 7
    Total with taxes and fees
    8.8/10 Excellent! (1,001 reviews)

Hotel Options in Key West

    Margaritaville Beach House Key West

    Margaritaville Beach House Key West

    2001 South Roosevelt Boulevard, Key West, FL
    $235 nightly
    The price is $264 total per night from Oct 20 to Oct 21
    $264 total
    Oct 20 - Oct 21
    Total with taxes and fees
    8.6/10 Excellent! (1,763 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street, Key West, FL
    $229 nightly
    The price is $258 total per night from Oct 29 to Oct 30
    $258 total
    Oct 29 - Oct 30
    Total with taxes and fees
    8.6/10 Excellent! (2,767 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    $163 nightly
    The price is $183 total per night from Oct 12 to Oct 13
    $183 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.8/10 Excellent! (1,722 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
121 Cottages
Lowest Price
$180
Highest Price
$686
Popular accommodation
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!, Conch Republic Consul General's Cottage.-Historic District, Heart of Downtown Key West Cottage With Off-Street Parking, NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location, The Dancing Rooster: 2 Blocks from Duval in Old Town., Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!, Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!, One Bedroom Cottage House in Old Town Key West by the Hemingway House., Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

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