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
Jan 28 - Jan 29
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 barbecue grills.
Pool
Pet friendly
Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf Marathon FL
$160 nightly
The price is $180 total per night
$180 total
Jan 25 - Jan 26
Total with taxes and fees
Tropical Cottages offers a garden, barbecue grills, and a picnic area. 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, a garden, and barbecue grills.
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
$407 nightly
The price is $452 total per night
$452 total
Feb 6 - Feb 7
Total with taxes and fees
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
$305 nightly
The price is $339 total per night
$339 total
Feb 15 - Feb 16
Total with taxes and fees
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
$440 nightly
The price is $488 total per night
$488 total
Feb 1 - Feb 2
Total with taxes and fees
Guests of this cottage enjoy features like an outdoor pool, a hot tub, and laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Hot Tub
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
$414 nightly
The price is $459 total per night
$459 total
Feb 5 - Feb 6
Total with taxes and fees
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
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
$285 nightly
The price is $316 total per night
$316 total
Jan 31 - Feb 1
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Quaint cottage, pool, dockage just minutes to Key West!

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

Cudjoe Key FL
$393 nightly
The price is $437 total per night
$437 total
Jan 24 - Jan 25
Total with taxes and fees
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
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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
    $511 nightly
    The price is $574 total per night from Jan 26 to Jan 27
    $574 total
    Jan 26 - Jan 27
    Total with taxes and fees
    8.6/10 Excellent! (3,009 reviews)
    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    Zero Duval St. Key West FL
    $642 nightly
    The price is $723 total per night from Jan 28 to Jan 29
    $723 total
    Jan 28 - Jan 29
    Total with taxes and fees
    9/10 Wonderful! (1,002 reviews)
    Hampton Inn Key West FL

    Hampton Inn Key West FL

    3755 S Roosevelt Blvd Key West FL
    $467 nightly
    The price is $525 total per night from Feb 2 to Feb 3
    $525 total
    Feb 2 - Feb 3
    Total with taxes and fees
    9/10 Wonderful! (1,301 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard Key West FL
    $400 nightly
    The price is $450 total per night from Jan 25 to Jan 26
    $450 total
    Jan 25 - Jan 26
    Total with taxes and fees
    8/10 Very Good! (1,881 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
    $402 nightly
    The price is $453 total per night from Feb 4 to Feb 5
    $453 total
    Feb 4 - Feb 5
    Total with taxes and fees
    8.6/10 Excellent! (1,005 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue Key West FL
    $551 nightly
    The price is $620 total per night from Feb 2 to Feb 3
    $620 total
    Feb 2 - Feb 3
    Total with taxes and fees
    8.8/10 Excellent! (1,776 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway Islamorada FL
    $364 nightly
    The price is $410 total per night from Jan 29 to Jan 30
    $410 total
    Jan 29 - Jan 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,000 reviews)
    The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    1435 Simonton Street Key West FL
    $506 nightly
    The price is $569 total per night from Feb 1 to Feb 2
    $569 total
    Feb 1 - Feb 2
    Total with taxes and fees
    8.4/10 Very Good! (1,006 reviews)
    Ocean Pointe Suites at Key Largo

    Ocean Pointe Suites at Key Largo

    500 Burton Dr Tavernier FL
    $201 nightly
    The price is $224 total per night from Feb 1 to Feb 2
    $224 total
    Feb 1 - Feb 2
    Total with taxes and fees
    8.2/10 Very Good! (1,005 reviews)

Hotel Options in Florida Keys

    Marina Del Mar Resort and Marina

    Marina Del Mar Resort and Marina

    527 Caribbean Drive Key Largo FL
    $167 nightly
    The price is $188 total per night from Jan 29 to Jan 30
    $188 total
    Jan 29 - Jan 30
    Total with taxes and fees
    8.4/10 Very Good! (1,689 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $247 nightly
    The price is $278 total per night from Jan 29 to Jan 30
    $278 total
    Jan 29 - Jan 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,632 reviews)
    Hawks Cay Resort

    Hawks Cay Resort

    61 Hawks Cay Blvd Marathon FL
    $377 nightly
    The price is $423 total per night from Feb 2 to Feb 3
    $423 total
    Feb 2 - Feb 3
    Total with taxes and fees
    8/10 Very Good! (1,010 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
$180
Highest Price
$723
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!