Compare Florida Keys Cottage Rentals

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Featured Florida Keys Cottages

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
$274 nightly
The price is $308 total per night
$308 total
Dec 5 - Dec 6
Total with taxes and fees
Guests staying at Old Wooden Bridge Resort and Marina enjoy access to a marina, an outdoor pool, and free WiFi in public areas. If you plan to drive, free parking is available. Staff members can answer questions about accommodations, and also provide front-desk service during limited hours. Additional amenities include express check-in, a terrace, and a picnic area.
Pool
Pet friendly
Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf Marathon FL
$85 nightly
The price is $96 total per night
$96 total
Nov 30 - Dec 1
Total with taxes and fees
Tropical Cottages offers a picnic area, barbecue grills, and a garden. If you drive, put free parking to good use. Multilingual staff is on hand to answer questions.
Parking included
Restaurant
Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2,

Little Torch Key FL
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Pool
Kitchen
Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!

Cudjoe Key FL
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key FL
$228 nightly
The price is $253 total per night
$253 total
Dec 15 - Dec 16
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Quaint cottage, pool, dockage just minutes to Key West!

Quaint cottage, pool, dockage just minutes to Key West!

Cudjoe Key FL
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
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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
    $240 nightly
    The price is $270 total per night from Dec 17 to Dec 18
    $270 total
    Dec 17 - Dec 18
    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
    $212 nightly
    The price is $239 total per night from Dec 2 to Dec 3
    $239 total
    Dec 2 - Dec 3
    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 Nov 30 to Dec 1
    $164 total
    Nov 30 - Dec 1
    Total with taxes and fees
    7.8/10 Good! (1,724 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
    $286 nightly
    The price is $322 total per night from Dec 3 to Dec 4
    $322 total
    Dec 3 - Dec 4
    Total with taxes and fees
    8.6/10 Excellent! (1,001 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)
    Islander Resort

    Islander Resort

    82100 Overseas Highway Islamorada FL
    $284 nightly
    The price is $320 total per night from Dec 4 to Dec 5
    $320 total
    Dec 4 - Dec 5
    Total with taxes and fees
    9.2/10 Wonderful! (1,011 reviews)
    The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    1435 Simonton Street Key West FL
    $282 nightly
    The price is $318 total per night from Nov 30 to Dec 1
    $318 total
    Nov 30 - Dec 1
    Total with taxes and fees
    8.4/10 Very Good! (1,008 reviews)
    Ocean Pointe Suites at Key Largo

    Ocean Pointe Suites at Key Largo

    500 Burton Dr Tavernier FL
    $150 nightly
    The price is $167 total per night from Dec 2 to Dec 3
    $167 total
    Dec 2 - Dec 3
    Total with taxes and fees
    8.2/10 Very Good! (1,005 reviews)

Hotel Options in Florida Keys

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $178 nightly
    The price is $201 total per night from Dec 2 to Dec 3
    $201 total
    Dec 2 - Dec 3
    Total with taxes and fees
    9.2/10 Wonderful! (1,582 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $265 nightly
    The price is $299 total per night from Dec 9 to Dec 10
    $299 total
    Dec 9 - Dec 10
    Total with taxes and fees
    9/10 Wonderful! (1,274 reviews)
    Waterside Suites & Marina

    Waterside Suites & Marina

    201 Ocean Drive Key Largo FL
    $125 nightly
    The price is $141 total per night from Dec 4 to Dec 5
    $141 total
    Dec 4 - Dec 5
    Total with taxes and fees
    8.8/10 Excellent! (1,123 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
64 Cottages
Lowest Price
$96
Highest Price
$340
Popular accommodation
Old Wooden Bridge Resort and Marina, Tropical Cottages, Direct Oceanfront Cottage-Sunrise View- #2,, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Cottage with swimming pool and dockage, just minutes to Key West!, Canal front, dockage, 2 bedroom, 2 bath, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Cottage with Pool and Boat Dockage just minutes to Key West!, Quaint cottage, pool, dockage just minutes to Key West!