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

Featured Cottages in Islamorada

Don't see what you're looking for?
See all available properties in Islamorada
View all properties
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.

Hotel Options in Islamorada

    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82 Islamorada FL
    $234 nightly
    The price is $263 total per night from Aug 16 to Aug 17
    $263 total
    Aug 16 - Aug 17
    Total with taxes and fees
    Chesapeake Beach Resort

    Chesapeake Beach Resort

    83409 Overseas Hwy Islamorada FL
    $209 nightly
    The price is $235 total per night from Aug 11 to Aug 12
    $235 total
    Aug 11 - Aug 12
    Total with taxes and fees
    9.2/10 Wonderful! (1,769 reviews)
    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy Islamorada FL
    $216 nightly
    The price is $243 total per night from Aug 16 to Aug 17
    $243 total
    Aug 16 - Aug 17
    Total with taxes and fees

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
26 Cottages
Lowest Price
$235
Highest Price
$263
Popular accommodation
Bayfront Cottage Located on the Bay in Sunset Cove with Sandy Beach, Oceanfront Private Cottage!, Cottage w/ Bay View FREE Kayaks, Snorkel`, Cottage w/ FREE Sailboat, Kayak, Bikes & More, Large House w/ FREE Sailboat, Kayaks, Snorkel and Fishing Gear, Bungalow w/ FREE Kayaks, Sailboat, Bicycle Use, Free sailing, kayaking, water toys etc w/ Cottage, Kayaking, sailing, snorkeling Free w/ Cottage, Luxury Key Largo Home w/ Guest House & Pool!

More to Explore