Compare Florida Keys Cottage Rentals

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Featured Florida Keys Cottages

Tropical Cottages

Tropical Cottages

3 out of 5
243 61st Street Gulf, Marathon, FL
The price is $75 per night
$75
per night
Oct 8 - Oct 9
Guests staying at Tropical Cottages have access to a picnic area and barbecue grills. If you drive, put free parking to good use. Multilingual staff is on hand to answer questions.
Pet friendly
Parking included
Old Wooden Bridge Marina

Old Wooden Bridge Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
Free Cancellation
Reserve now, pay when you stay
The price is $119 per night
$119
per night
Oct 6 - Oct 7
Guests staying at Old Wooden Bridge 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.
Pet friendly
Pool
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

At this cottage, guests have access to barbecue grills.
Pool
Outdoor Space
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay

3BR/3BA Sunset Cottage located at The Villages of Hawks Cay

At this cottage, guests have access to an outdoor pool and a garden.
Pool
Outdoor Space
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

At this cottage, guests have access to an outdoor pool and barbecue grills.
Pool
Air conditioning
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4

THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4

Guests staying at this cottage can enjoy an outdoor pool, a picnic area, and barbecue grills. This smoke-free cottage also has a garden.
Pet friendly
Pool
Waterfront Home

Waterfront Home

Guests staying at this cottage enjoy a spa tub, an arcade/game room, and barbecue grills.
Pet friendly
Hot Tub
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

At this cottage, guests have access to an outdoor pool and barbecue grills.
Pool
Outdoor Space
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

Guests staying at this cottage can enjoy an outdoor pool, barbecue grills, and a garden.
Pool
Outdoor Space
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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

    Southernmost Beach Resort

    1319 Duval Street, Key West, FL
    The price is $270 per night from Nov 1 to Nov 2
    $270
    per night
    Nov 1 - Nov 2
    8/10 Very Good! (1,699 reviews)
    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    Zero Duval St., Key West, FL
    The price is $368 per night from Oct 18 to Oct 19
    $368
    per night
    Oct 18 - Oct 19
    9.2/10 Wonderful! (1,000 reviews)
    Hampton Inn Key West FL

    Hampton Inn Key West FL

    3755 S Roosevelt Blvd, Key West, FL
    The price is $159 per night from Oct 8 to Oct 9
    $159
    per night
    Oct 8 - Oct 9
    8.8/10 Excellent! (1,146 reviews)
    24 North Hotel Key West

    24 North Hotel Key West

    3820 North Roosevelt Boulevard, Key West, FL
    The price is $134 per night from Oct 5 to Oct 6
    $134
    per night
    Oct 5 - Oct 6
    7/10 Good! (1,436 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
    The price is $246 per night from Oct 10 to Oct 11
    $246
    per night
    Oct 10 - Oct 11
    8.8/10 Excellent! (1,005 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    The price is $158 per night from Oct 9 to Oct 10
    $158
    per night
    Oct 9 - Oct 10
    8.8/10 Excellent! (1,643 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    The price is $186 per night from Oct 23 to Oct 24
    $186
    per night
    Oct 23 - Oct 24
    9/10 Wonderful! (1,082 reviews)
    The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    1435 Simonton Street, Key West, FL
    The price is $282 per night from Oct 15 to Oct 16
    $282
    per night
    Oct 15 - Oct 16
    8.2/10 Very Good! (484 reviews)
    Ocean Pointe Suites at Key Largo

    Ocean Pointe Suites at Key Largo

    500 Burton Dr, Tavernier, FL
    The price is $179 per night from Oct 5 to Oct 6
    $179
    per night
    Oct 5 - Oct 6
    7.8/10 Good! (1,001 reviews)

Hotel Options in Florida Keys

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $174 per night from Oct 9 to Oct 10
    $174
    per night
    Oct 9 - Oct 10
    8.8/10 Excellent! (1,001 reviews)
    Isla Bella Beach Resort & Spa

    Isla Bella Beach Resort & Spa

    1 Knights Key Boulevard, MM 47, Marathon, FL
    The price is $208 per night from Oct 11 to Oct 12
    $208
    per night
    Oct 11 - Oct 12
    9/10 Wonderful! (1,024 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
    The price is $246 per night from Oct 10 to Oct 11
    $246
    per night
    Oct 10 - Oct 11
    8.8/10 Excellent! (1,005 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
23 Cottages
Lowest Price
$75
Highest Price
$368
Popular accommodation
Tropical Cottages, Old Wooden Bridge Marina, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, 3BR/3BA Sunset Cottage located at The Villages of Hawks Cay , Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4, Waterfront Home, Canal front, dockage, 2 bedroom, 2 bath, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottages in Florida Keys

Most Popular

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