COVID-19 alert: Travel requirements are changing rapidly, including need for pre-travel COVID-19 testing and quarantine on arrival.

Compare Islamorada 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

Islamorada Beach Accommodation

    Islander Resort
    Islander Resort
    82100 Overseas Highway, Islamorada, FL
    The price is $518 per night from Mar 9 to Mar 10
    4.7/5Exceptional! (56 reviews)
    Islander Resort
    Postcard Inn Beach Resort & Marina
    Postcard Inn Beach Resort & Marina
    84001 Overseas Hwy, Islamorada, FL
    4.3/5Excellent! (57 reviews)
    Postcard Inn Beach Resort & Marina
    Pelican Cove Resort & Marina
    Pelican Cove Resort & Marina
    84457 Overseas Highway, Islamorada, FL
    The price is $332 per night from Mar 4 to Mar 5
    4.2/5Very Good! (70 reviews)
    Pelican Cove Resort & Marina
    Cheeca Lodge & Spa
    Cheeca Lodge & Spa
    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
    The price is $779 per night from Mar 7 to Mar 8
    4.6/5Wonderful! (34 reviews)
    Cheeca Lodge & Spa
    Amara Cay Resort
    Amara Cay Resort
    80001 Overseas Hwy, Islamorada, FL
    The price is $319 per night from Mar 24 to Mar 25
    4.4/5Excellent! (34 reviews)
    Amara Cay Resort
    Creekside Inn Islamorada
    Creekside Inn Islamorada
    90611 Old Highway, Tavernier, FL
    The price is $188 per night from Mar 4 to Mar 5
    3.8/5Good! (41 reviews)
    Creekside Inn Islamorada
    La Siesta Resort & Marina
    La Siesta Resort & Marina
    80241 Overseas Highway, Islamorada, FL
    The price is $377 per night from Mar 9 to Mar 10
    3.8/5Good! (31 reviews)
    La Siesta Resort & Marina
    Drop Anchor
    Drop Anchor
    84959 Overseas Highway, 222, Islamorada, FL
    The price is $229 per night from Mar 7 to Mar 8
    4.5/5Wonderful! (38 reviews)
    Drop Anchor
    Chesapeake Beach Resort
    Chesapeake Beach Resort
    83409 Overseas Hwy, Islamorada, FL
    The price is $287 per night from Mar 4 to Mar 5
    3.5/5Good! (53 reviews)
    Chesapeake Beach Resort

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.

Hotel Options in Islamorada

    Islander Resort
    Islander Resort
    82100 Overseas Highway, Islamorada, FL
    The price is $518 per night from Mar 9 to Mar 10
    4.7/5Exceptional! (56 reviews)
    Islander Resort
    Postcard Inn Beach Resort & Marina
    Postcard Inn Beach Resort & Marina
    84001 Overseas Hwy, Islamorada, FL
    4.3/5Excellent! (57 reviews)
    Postcard Inn Beach Resort & Marina
    Chesapeake Beach Resort
    Chesapeake Beach Resort
    83409 Overseas Hwy, Islamorada, FL
    The price is $287 per night from Mar 4 to Mar 5
    3.5/5Good! (53 reviews)
    Chesapeake Beach Resort