Luxury Vacation Rentals in Islamorada
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 4 vacation rentals – enter your dates for availability.
Welcome to Islamorada
Escape to the Keys with Wander. Our collection of luxury vacation rentals in Islamorada blends the polish of a luxury hotel with the comfort of a private coastal home.
Choose from waterfront villas with sweeping Atlantic or Florida Bay views, contemporary coastal homes with private pools and outdoor lounges, and airy retreats designed for both focus and downtime. Every stay delivers hotel-grade amenities including ultra fast WiFi, premium linens, pristine housekeeping, and 24/7 concierge.
Each home is expertly operated and looks exactly like the photos, so all you have to do is arrive and unwind.
Destinations near Islamorada
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
All homes in Islamorada
Discover more of Islamorada
Strung across a chain of islands between Key Largo and Marathon, Islamorada sits where the Atlantic meets Florida Bay. Water clarity is exceptional, the flats glow turquoise, and sunsets paint the horizon in saturated color.
Days revolve around blue water adventure. Cast for trophy fish, snorkel luminous reefs at Alligator Reef Light, paddle quiet mangrove creeks, or drift to the famous Islamorada Sandbar. When you slow the pace, browse local galleries and soak up easygoing island culture.
From sunrise boat runs to golden hour by the bay, this island chain invites a slower rhythm without losing sophistication. This is why Wander’s luxury vacation rentals in Islamorada are the perfect choice, whether you are traveling for work or leisure.