Book Holiday Homes in Islamorada
More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)
We keep it easy with the option to pay now or later on select accommodation
Book up 'til the last second - millions of rooms to crash tonight^
Featured Holiday Homes in Islamorada

Mariners Club Townhouse, Unit 603, Epic Amenities, Tennis & Indoor Pickleball

Key Largo Sunset Estate

BEACHFRONT POOL HOME

BeachFront Paradise/By The Glam Homes

VOTED BEST KEY LARGO VACATION RENTAL

Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!

Beautiful Updated Kawama Townhouse. Marina, boat ramp, lagoon and pools.

Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage.

Villa Valbuena Azul Escape Key Largo 2 Kings, Pickleball
Islamorada Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Islamorada vacation homes are the perfect way for you to wing it.
Holiday houses in Islamorada let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Islamorada in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Islamorada adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Islamorada with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Islamorada vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Islamorada Holiday Homes essential information
Accommodation | 734 Holiday Homes |
|---|---|
Lowest Price | NZ$378 |
Highest Price | NZ$528 |
Popular accommodation | Mariners Club Townhouse, Unit 603, Epic Amenities, Tennis & Indoor Pickleball, Key Largo Sunset Estate, BEACHFRONT POOL HOME, BeachFront Paradise/By The Glam Homes, VOTED BEST KEY LARGO VACATION RENTAL, Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!, Beautiful Updated Kawama Townhouse. Marina, boat ramp, lagoon and pools., Iconic Ted Williams Estate. Bayfront, Heated Infinity Pool & Hot Tub, Dockage., Villa Valbuena Azul Escape Key Largo 2 Kings, Pickleball |
Top trending hotels in Islamorada

Cheeca Lodge & Spa

Chesapeake Beach Resort

Amara Cay Resort

Islander Resort
More ways to explore Islamorada
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.
