Compare Islamorada Guest House 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 Guest Houses 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

    Amara Cay Resort

    Amara Cay Resort

    80001 Overseas Hwy, Islamorada, FL, 33036
    The price is $224 per night from Dec 11 to Dec 12
    $224
    per night
    Dec 11 - Dec 12
    4.4/5 Wonderful! (1,063 reviews)
    Cheeca Lodge & Spa

    Cheeca Lodge & Spa

    81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL, 33036
    The price is $156 per night from Nov 28 to Nov 29
    $156
    per night
    Nov 28 - Nov 29
    4.4/5 Excellent! (1,004 reviews)
    Postcard Inn Beach Resort & Marina

    Postcard Inn Beach Resort & Marina

    84001 Overseas Hwy, Islamorada, FL, 33036
    The price is $139 per night from Nov 30 to Dec 1
    $139
    per night
    Nov 30 - Dec 1
    4.2/5 Very Good! (1,248 reviews)