Compare Florida Keys Cottage Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Cottages in Florida Keys

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive Big Pine Key FL
$254 nightly
The price is $286 total per night
$286 total
Apr 29 - Apr 30
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
$129 nightly
The price is $145 total per night
$145 total
May 4 - May 5
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
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key FL
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks

Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks

Key Largo FL
At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key FL
$412 nightly
The price is $457 total per night
$457 total
May 18 - May 19
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
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
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, barbecue grills, and a garden.
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.
Don't see what you're looking for?
See all available properties in Florida Keys
View all properties
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.

Hotel Options in Florida Keys

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $232 nightly
    The price is $261 total per night from May 10 to May 11
    $261 total
    May 10 - May 11
    Total with taxes and fees
    9.2/10 Wonderful! (1,710 reviews)
    Hawks Cay Resort

    Hawks Cay Resort

    61 Hawks Cay Blvd Marathon FL
    $292 nightly
    The price is $327 total per night from May 27 to May 28
    $327 total
    May 27 - May 28
    Total with taxes and fees
    8.2/10 Very Good! (1,014 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $312 nightly
    The price is $351 total per night from May 14 to May 15
    $351 total
    May 14 - May 15
    Total with taxes and fees
    9.2/10 Wonderful! (1,317 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
52 Cottages
Lowest Price
$145
Highest Price
$457
Popular accommodation
Old Wooden Bridge Resort and Marina, Tropical Cottages, Direct Oceanfront Cottage-Sunrise View- #2,, Cottage with Pool and Dockage, just minutes to Key West, Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks, Canal front, dockage, 2 bedroom, 2 bath, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Quaint cottage, pool, dockage just minutes to Key West!, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West