Compare Florida Keys Cottage Rentals

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Featured Florida Keys 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.

Florida Keys 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! (2,584 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 Jul 8 to Jul 9
    $477 total
    Jul 8 - Jul 9
    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
    $179 nightly
    The price is $201 total per night from Jul 13 to Jul 14
    $201 total
    Jul 13 - Jul 14
    Total includes taxes and fees
    8.8/10 Excellent! (1,176 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard, Key West, FL
    $179 nightly
    The price is $201 total per night from Aug 5 to Aug 6
    $201 total
    Aug 5 - Aug 6
    Total includes taxes and fees
    7.6/10 Good! (1,454 reviews)
    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    Baker's Cay Resort Key Largo, Curio Collection by Hilton

    97000 Overseas Hwy, Key Largo, FL
    $346 nightly
    The price is $389 total per night from Jul 13 to Jul 14
    $389 total
    Jul 13 - Jul 14
    Total includes taxes and fees
    8.6/10 Excellent! (1,000 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    $241 nightly
    The price is $271 total per night from Aug 3 to Aug 4
    $271 total
    Aug 3 - Aug 4
    Total includes taxes and fees
    8.8/10 Excellent! (1,672 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    $279 nightly
    The price is $314 total per night from Aug 3 to Aug 4
    $314 total
    Aug 3 - Aug 4
    Total includes taxes and fees
    9/10 Wonderful! (1,001 reviews)
    The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    1435 Simonton Street, Key West, FL
    $281 nightly
    The price is $316 total per night from Aug 4 to Aug 5
    $316 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    8.2/10 Very Good! (1,002 reviews)
    Ocean Pointe Suites at Key Largo

    Ocean Pointe Suites at Key Largo

    500 Burton Dr, Tavernier, FL
    $185 nightly
    The price is $206 total per night from Jul 9 to Jul 10
    $206 total
    Jul 9 - Jul 10
    Total includes taxes and fees
    8/10 Very Good! (1,000 reviews)

Hotel Options in Florida Keys

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $207 nightly
    The price is $233 total per night from Jul 10 to Jul 11
    $233 total
    Jul 10 - Jul 11
    Total includes taxes and fees
    9/10 Wonderful! (1,479 reviews)
    Isla Bella Beach Resort & Spa

    Isla Bella Beach Resort & Spa

    1 Knights Key Boulevard, MM 47, Marathon, FL
    $350 nightly
    The price is $394 total per night from Aug 4 to Aug 5
    $394 total
    Aug 4 - Aug 5
    Total includes taxes and fees
    9/10 Wonderful! (1,006 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $229 nightly
    The price is $258 total per night from Jul 7 to Jul 8
    $258 total
    Jul 7 - Jul 8
    Total includes taxes and fees
    9/10 Wonderful! (1,112 reviews)

Cottages

Book a cottage in Florida Keys
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Florida Keys. 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 Florida Keys better.

Cottage apartments in Florida Keys 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 Florida Keys
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 Florida Keys 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 Florida Keys 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 Florida Keys. 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.

Florida Keys Cottages essential information

Accommodation
48 Cottages
Lowest Price
$113
Highest Price
$477
Popular accommodation
Tropical Cottages, Old Wooden Bridge Resort and Marina, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Canal front, dockage, 2 bedroom, 2 bath, Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Beachfront Retreat w Pool, Boat Ramp & Dock Rental, Cottage with Pool and Dockage, just minutes to Key West, Waterfront Home