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
$80 nightly
The price is $90 total per night
$90 total
Oct 5 - Oct 6
Total with taxes and fees
Tropical Cottages offers a garden, a picnic area, and barbecue grills. If you drive, put free parking to good use. Multilingual staff is on hand to answer questions.
Parking included
Restaurant
Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina

2.5 out of 5
1791 Bogie Drive, Big Pine Key, FL
$205 nightly
The price is $231 total per night
$231 total
Oct 5 - Oct 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
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

At this cottage, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Charming cottages, dockage, pool, just minutes to Key West

Charming cottages, dockage, pool, just minutes to Key West

At this cottage, guests have access to features like laundry facilities. 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!

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

$315 nightly
The price is $349 total per night
$349 total
Oct 7 - Oct 8
Total with taxes and fees
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

This vacation home offers a water park, an outdoor pool, and laundry facilities. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
Waterfront Home

Waterfront Home

Guests of this cottage enjoy a hot tub, an arcade/game room, and laundry facilities. This smoke-free cottage also has barbecue grills.
Pool
Hot Tub
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

$286 nightly
The price is $317 total per night
$317 total
Oct 5 - Oct 6
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
    $229 nightly
    The price is $258 total per night from Oct 29 to Oct 30
    $258 total
    Oct 29 - Oct 30
    Total with taxes and fees
    8.6/10 Excellent! (2,785 reviews)
    Ocean Key Resort - A Noble House Resort

    Ocean Key Resort - A Noble House Resort

    Zero Duval St., Key West, FL
    $254 nightly
    The price is $286 total per night from Oct 6 to Oct 7
    $286 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9/10 Wonderful! (1,000 reviews)
    Hampton Inn Key West FL

    Hampton Inn Key West FL

    3755 S Roosevelt Blvd, Key West, FL
    $159 nightly
    The price is $179 total per night from Oct 5 to Oct 6
    $179 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,248 reviews)
    Blue Flamingo Resort Key West

    Blue Flamingo Resort Key West

    3820 North Roosevelt Boulevard, Key West, FL
    $160 nightly
    The price is $180 total per night from Oct 5 to Oct 6
    $180 total
    Oct 5 - Oct 6
    Total with taxes and fees
    7.8/10 Good! (1,598 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
    $298 nightly
    The price is $335 total per night from Oct 5 to Oct 6
    $335 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8.6/10 Excellent! (1,034 reviews)
    Oceans Edge Key West Resort, Hotel & Marina

    Oceans Edge Key West Resort, Hotel & Marina

    5950 Peninsular Avenue, Key West, FL
    $163 nightly
    The price is $183 total per night from Oct 12 to Oct 13
    $183 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.8/10 Excellent! (1,738 reviews)
    Islander Resort

    Islander Resort

    82100 Overseas Highway, Islamorada, FL
    $250 nightly
    The price is $281 total per night from Oct 6 to Oct 7
    $281 total
    Oct 6 - Oct 7
    Total with taxes and fees
    9/10 Wonderful! (1,022 reviews)
    The Reach Key West, Curio Collection by Hilton

    The Reach Key West, Curio Collection by Hilton

    1435 Simonton Street, Key West, FL
    $242 nightly
    The price is $272 total per night from Oct 14 to Oct 15
    $272 total
    Oct 14 - Oct 15
    Total with taxes and fees
    8.4/10 Very Good! (1,018 reviews)
    Ocean Pointe Suites at Key Largo

    Ocean Pointe Suites at Key Largo

    500 Burton Dr, Tavernier, FL
    $154 nightly
    The price is $171 total per night from Oct 12 to Oct 13
    $171 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.2/10 Very Good! (1,011 reviews)

Hotel Options in Florida Keys

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $159 nightly
    The price is $179 total per night from Oct 5 to Oct 6
    $179 total
    Oct 5 - Oct 6
    Total with taxes and fees
    9/10 Wonderful! (1,221 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
    $298 nightly
    The price is $335 total per night from Oct 5 to Oct 6
    $335 total
    Oct 5 - Oct 6
    Total with taxes and fees
    8.6/10 Excellent! (1,034 reviews)
    Isla Bella Beach Resort & Spa

    Isla Bella Beach Resort & Spa

    1 Knights Key Boulevard, MM 47, Marathon, FL
    $309 nightly
    The price is $347 total per night from Nov 2 to Nov 3
    $347 total
    Nov 2 - Nov 3
    Total with taxes and fees
    9/10 Wonderful! (1,049 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
59 Cottages
Lowest Price
$90
Highest Price
$349
Popular accommodation
Tropical Cottages, Old Wooden Bridge Resort and Marina, Canal front, dockage, 2 bedroom, 2 bath, Charming cottages, dockage, pool, just minutes to Key West, Quaint cottage, pool, dockage just minutes to Key West!, Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West, Kampground Waterfront Paradise /w Private Dock, BBQ and Kayaks, Waterfront Home, Cottage with Pool and Dockage, just minutes to Key West