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
Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool
Villa Largo Island Retreat
Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!
BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART
NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA AZUL! PICKLEBALL-KAYAKS- BEACH- POOLS
VOTED TRIPADVISOR'S #1 KEY LARGO DESTINATION, KAYAKS, MARINA, POOL TENNIS
Casa Largo
New Caribbean home. Resort access to pool
Marina-View 3BR/3BA Mariner's Club Townhouse 201 with Oasis Pool, Marina, Game Room & More
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 | 645 Holiday Homes |
---|---|
Lowest Price | AU$322 |
Highest Price | AU$490 |
Popular accommodation | Waterfront - Private Lagoon - in Park on the Ocean side -beach, pool, Villa Largo Island Retreat, Kawama 3 bedroom townhouse--2 heated pools, marina, tennis, lagoon & much more!, BRAND NEW! KEYS BEACH RETREAT! CAPTIVATING WATERVIEW VILLA! WIFI! FREE GOLF CART, NEW! FREE GOLF CART! VOTED #1 RENTAL! CASA AZUL! PICKLEBALL-KAYAKS- BEACH- POOLS, VOTED TRIPADVISOR'S #1 KEY LARGO DESTINATION, KAYAKS, MARINA, POOL TENNIS, Casa Largo, New Caribbean home. Resort access to pool, Marina-View 3BR/3BA Mariner's Club Townhouse 201 with Oasis Pool, Marina, Game Room & More |
Holiday Homes in Islamorada
Top Locations for Holiday Homes in Islamorada
Top trending hotels in Islamorada
Cheeca Lodge & Spa
Amara Cay Resort
Chesapeake Beach Resort
La Siesta Resort & Villas
More ways to explore Islamorada
Top picks
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.