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
May 21 - May 22
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
$100 nightly
The price is $113 total per night
$113 total
May 14 - May 15
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
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.
Pool
Kitchen
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
Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West.

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

Private Oceanfront Cottage with dockage, pool just minutes to 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
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
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

    Reefhouse Resort & Marina

    Reefhouse Resort & Marina

    103800 Overseas Hwy Key Largo FL
    $299 nightly
    The price is $331 total per night from Jun 3 to Jun 4
    $331 total
    Jun 3 - Jun 4
    Total with taxes and fees
    9.4/10 Exceptional! (1,439 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $240 nightly
    The price is $270 total per night from May 21 to May 22
    $270 total
    May 21 - May 22
    Total with taxes and fees
    9.2/10 Wonderful! (1,738 reviews)
    Marina Del Mar Resort and Marina

    Marina Del Mar Resort and Marina

    527 Caribbean Drive Key Largo FL
    $150 nightly
    The price is $169 total per night from May 17 to May 18
    $169 total
    May 17 - May 18
    Total with taxes and fees
    8.6/10 Excellent! (1,788 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
$113
Highest Price
$331
Popular accommodation
Old Wooden Bridge Resort and Marina, Tropical Cottages, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks, Wonderful Chalet, with Terrace & Private Patio – 20 miles from Key West., Quaint cottage, pool, dockage just minutes to Key West!, Direct Oceanfront Cottage-Sunrise View- #2,, Private Oceanfront Cottage with dockage, pool just minutes to Key West!, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West