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
    $269 nightly
    The price is $302 total per night from Oct 29 to Oct 30
    $302 total
    Oct 29 - Oct 30
    Total with taxes and fees
    9/10 Wonderful! (1,001 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
    $245 nightly
    The price is $276 total per night from Oct 21 to Oct 22
    $276 total
    Oct 21 - Oct 22
    Total with taxes and fees
    8.8/10 Excellent! (91 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $179 nightly
    The price is $201 total per night from Oct 16 to Oct 17
    $201 total
    Oct 16 - Oct 17
    Total with taxes and fees
    9/10 Wonderful! (1,214 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $208 nightly
    The price is $234 total per night from Oct 13 to Oct 14
    $234 total
    Oct 13 - Oct 14
    Total with taxes and fees
    8.8/10 Excellent! (1,251 reviews)
    Creekside Inn Islamorada

    Creekside Inn Islamorada

    90611 Old Highway, Tavernier, FL
    $152 nightly
    The price is $171 total per night from Oct 22 to Oct 23
    $171 total
    Oct 22 - Oct 23
    Total with taxes and fees
    7.8/10 Good! (1,003 reviews)
    La Siesta Resort & Villas

    La Siesta Resort & Villas

    80241 Overseas Highway, Islamorada, FL
    $180 nightly
    The price is $202 total per night from Oct 13 to Oct 14
    $202 total
    Oct 13 - Oct 14
    Total with taxes and fees
    8.6/10 Excellent! (1,001 reviews)
    Drop Anchor

    Drop Anchor

    84959 Overseas Highway, 222, Islamorada, FL
    $152 nightly
    The price is $167 total per night from Oct 12 to Oct 13
    $167 total
    Oct 12 - Oct 13
    Total with taxes and fees
    8.6/10 Excellent! (1,000 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $201 nightly
    The price is $226 total per night from Oct 13 to Oct 14
    $226 total
    Oct 13 - Oct 14
    Total with taxes and fees
    9.2/10 Wonderful! (1,534 reviews)
    Fisher Inn Resort & Marina

    Fisher Inn Resort & Marina

    84951 Overseas Hwy, Islamorada, FL
    $147 nightly
    The price is $166 total per night from Oct 21 to Oct 22
    $166 total
    Oct 21 - Oct 22
    Total with taxes and fees
    8/10 Very Good! (999 reviews)

Hotel Options in Islamorada

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    $179 nightly
    The price is $201 total per night from Oct 16 to Oct 17
    $201 total
    Oct 16 - Oct 17
    Total with taxes and fees
    9/10 Wonderful! (1,214 reviews)
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy, Islamorada, FL
    $201 nightly
    The price is $226 total per night from Oct 13 to Oct 14
    $226 total
    Oct 13 - Oct 14
    Total with taxes and fees
    9.2/10 Wonderful! (1,534 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL
    $208 nightly
    The price is $234 total per night from Oct 13 to Oct 14
    $234 total
    Oct 13 - Oct 14
    Total with taxes and fees
    8.8/10 Excellent! (1,251 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
$166
Highest Price
$302
Popular accommodation
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