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
    $259 nightly
    The price is $291 total per night from Aug 4 to Aug 5
    $291 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    8.6/10 Excellent! (2,615 reviews)
    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    Zero Duval St., Key West, FL
    $424 nightly
    The price is $477 total per night from Aug 12 to Aug 13
    $477 total
    Aug 12 - Aug 13
    Total includes taxes and fees
    9.2/10 Wonderful! (1,001 reviews)
    Hampton Inn Key West FL

    Hampton Inn Key West FL

    3755 S Roosevelt Blvd, Key West, FL
    $189 nightly
    The price is $213 total per night from Jul 13 to Jul 14
    $213 total
    Jul 13 - Jul 14
    Total includes taxes and fees
    9/10 Wonderful! (1,181 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard, Key West, FL
    $172 nightly
    The price is $193 total per night from Aug 11 to Aug 12
    $193 total
    Aug 11 - Aug 12
    Total includes taxes and fees
    7.6/10 Good! (1,452 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    $224 nightly
    The price is $251 total per night from Aug 10 to Aug 11
    $251 total
    Aug 10 - Aug 11
    Total includes taxes and fees
    8.8/10 Excellent! (1,674 reviews)
    The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    1435 Simonton Street, Key West, FL
    $236 nightly
    The price is $266 total per night from Jul 18 to Jul 19
    $266 total
    Jul 18 - Jul 19
    Total includes taxes and fees
    8.2/10 Very Good! (1,011 reviews)
    Southernmost House

    Southernmost House

    1400 Duval Street, Key West, FL
    $269 nightly
    The price is $303 total per night from Jul 22 to Jul 23
    $303 total
    Jul 22 - Jul 23
    Total includes taxes and fees
    9.2/10 Wonderful! (1,004 reviews)
    Pier House Resort & Spa

    Pier House Resort & Spa

    1 Duval St, Key West, FL
    $380 nightly
    The price is $428 total per night from Jul 13 to Jul 14
    $428 total
    Jul 13 - Jul 14
    Total includes 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
    $309 nightly
    The price is $348 total per night from Jul 15 to Jul 16
    $348 total
    Jul 15 - Jul 16
    Total includes taxes and fees
    8.8/10 Excellent! (1,007 reviews)

Hotel Options in Key West

    Beachside Resort & Residences

    Beachside Resort & Residences

    3841 N Roosevelt Blvd, Key West, FL
    $202 nightly
    The price is $227 total per night from Jul 20 to Jul 21
    $227 total
    Jul 20 - Jul 21
    Total includes taxes and fees
    8.4/10 Very Good! (1,311 reviews)
    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    1319 Duval Street, Key West, FL
    $259 nightly
    The price is $291 total per night from Aug 4 to Aug 5
    $291 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    8.6/10 Excellent! (2,615 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard, Key West, FL
    $172 nightly
    The price is $193 total per night from Aug 11 to Aug 12
    $193 total
    Aug 11 - Aug 12
    Total includes taxes and fees
    7.6/10 Good! (1,452 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
124 Cottages
Lowest Price
$193
Highest Price
$560
Popular accommodation
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!, NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location, Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!, Conch Republic Consul General's Cottage.-Historic District, Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!, Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!, Heart of Downtown Key West Cottage With Off-Street Parking, Conch Republic Consul General's Cottage.-Pool-Historic District-Assigned Parking, One Bedroom Cottage House in Old Town Key West by the Hemingway House.