Luxury Vacation Rentals for Families 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 family vacation rentals – enter your dates for availability.
Welcome to family adventures in Islamorada
Make your next family escape effortless with Wander’s luxury family vacation rentals in Islamorada. Each home pairs the polish of a five star stay with the space and privacy families need. Think generous living rooms, multiple bedrooms, and coastal views that set the mood from sunrise to night.
Every Wander delivers hotel-grade amenities, ultra fast WiFi, inspiring views, pristine cleaning, and 24/7 concierge. Many homes feature private pools, grills, and breezy terraces for easy indoor-outdoor living. With thoughtful touches like quiet work nooks, full kitchens, and in-home laundry, our Islamorada retreats keep routines simple and downtime unforgettable.
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 family fun in Islamorada
Set between Florida Bay and the Atlantic, Islamorada blends island ease with classic Keys character. Clear, shallow flats and Anne’s Beach are perfect for little swimmers, while snorkelers can spot tropical fish near Alligator Reef Lighthouse. Mangrove tunnels shelter rays and birds for easy wildlife watching.
On land, families spread out at Founders Park, browse the Morada Way Arts District, and day-trip to Key Largo or Marathon without long drives. Fresh catch is the norm, from dockside grills to polished waterfront rooms. This mix of calm water, culture, and simple logistics is why Wander’s luxury family vacation rentals in Islamorada are the perfect choice, whether you’re traveling for work or leisure.