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

$185

per night

Nov 28 - Nov 29

Guests of Coconut Bay Resort Key Largo enjoy features like an outdoor pool, free WiFi in public areas, and a library. Free parking is available if you drive. Front-desk staff can help with concierge services, and provide local restaurant recommendations. Other amenities at this beach guesthouse include free newspapers, a picnic area, and a garden.

Pool

Free WiFi

Guests of Ragged Edge Resort & Marina enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. You can take advantage of free parking if you drive. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include a library, a terrace, and laundry facilities.

Pool

Free WiFi

Gulf access, private dock and private neighborhood beach!

This vacation home is a smoke-free vacation home.

Free WiFi

Kitchen

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.