Compare Islamorada Cottage Rentals

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Featured Islamorada Cottages

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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.

Islamorada Beach Accommodation

    Islander Resort

    Islander Resort

    82100 Overseas Highway Islamorada FL
    $262 nightly
    The price is $295 total per night from Dec 7 to Dec 8
    $295 total
    Dec 7 - Dec 8
    Total with taxes and fees
    9.2/10 Wonderful! (1,019 reviews)
    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

    84001 Overseas Hwy Islamorada FL
    $271 nightly
    The price is $304 total per night from Dec 3 to Dec 4
    $304 total
    Dec 3 - Dec 4
    Total with taxes and fees
    8.8/10 Excellent! (112 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $265 nightly
    The price is $299 total per night from Dec 15 to Dec 16
    $299 total
    Dec 15 - Dec 16
    Total with taxes and fees
    9/10 Wonderful! (1,276 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy Islamorada FL
    $207 nightly
    The price is $233 total per night from Dec 2 to Dec 3
    $233 total
    Dec 2 - Dec 3
    Total with taxes and fees
    8.8/10 Excellent! (1,269 reviews)
    Creekside Inn

    Creekside Inn

    90611 Old Highway Tavernier FL
    $125 nightly
    The price is $141 total per night from Dec 3 to Dec 4
    $141 total
    Dec 3 - Dec 4
    Total with taxes and fees
    7.8/10 Good! (1,009 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway Islamorada FL
    $199 nightly
    The price is $224 total per night from Dec 3 to Dec 4
    $224 total
    Dec 3 - Dec 4
    Total with taxes and fees
    8.6/10 Excellent! (1,001 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222 Islamorada FL
    $130 nightly
    The price is $142 total per night from Dec 1 to Dec 2
    $142 total
    Dec 1 - Dec 2
    Total with taxes and fees
    8.6/10 Excellent! (1,004 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $175 nightly
    The price is $197 total per night from Dec 1 to Dec 2
    $197 total
    Dec 1 - Dec 2
    Total with taxes and fees
    9.2/10 Wonderful! (1,590 reviews)
    Fisher Inn Resort & Marina

    Fisher Inn Resort & Marina

    84951 Overseas Hwy Islamorada FL
    $113 nightly
    The price is $127 total per night from Dec 18 to Dec 19
    $127 total
    Dec 18 - Dec 19
    Total with taxes and fees
    8/10 Very Good! (1,014 reviews)

Hotel Options in Islamorada

    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $175 nightly
    The price is $197 total per night from Dec 1 to Dec 2
    $197 total
    Dec 1 - Dec 2
    Total with taxes and fees
    9.2/10 Wonderful! (1,590 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $265 nightly
    The price is $299 total per night from Dec 15 to Dec 16
    $299 total
    Dec 15 - Dec 16
    Total with taxes and fees
    9/10 Wonderful! (1,276 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy Islamorada FL
    $207 nightly
    The price is $233 total per night from Dec 2 to Dec 3
    $233 total
    Dec 2 - Dec 3
    Total with taxes and fees
    8.8/10 Excellent! (1,269 reviews)

Cottages

Book a cottage in Islamorada
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Islamorada. 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 Islamorada better.

Cottage apartments in Islamorada 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 Islamorada
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 Islamorada 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 Islamorada 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 Islamorada. 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.

Islamorada Cottages essential information

Accommodation
30 Cottages
Lowest Price
$127
Highest Price
$304
Popular accommodation
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