Legacy Luxury RetreatsLegacyLuxury Retreats
Waterfront house exterior, Waypoint, Islamorada
River valley at Tailwater Ranch, Swan Valley, Idaho
Legacy Luxury Retreats

Legacy

Luxury Retreats

The moments that become memories start with the right place to stay.

The Portfolio

Two Properties. One Standard.

Legacy Luxury Retreats curates a small, growing collection of vacation homes — each one chosen for its setting, restored to a singular standard, and made ready for your next escape.

Waypoint

Islamorada, Florida Keys

Waypoint

Waypoint sits on a quiet, canal-front location in Islamorada, moments from the flats and reefs that made the Keys famous. Private dock, a heated and chilled pool, and a design built for slow mornings and long sunsets.

  • Canal-front with dockage up to 60 feet
  • Deepwater canal access to Ocean & Bay
  • Gated property
  • Heated & cooled pool
  • Abundant wildlife — manatees, tarpon & native birds
  • Golf nearby
Tailwater Ranch

Coming Soon

Tailwater Ranch

Swan Valley, Idaho

Available in 2027

Experiences

Fly Fishing
Offshore Fishing
Boating
Paddle Boarding
Hiking
Mountain Biking
Golf
Skiing
Wildlife
National Parks

“We believe a home should be as memorable as the place it sits in — curated without excess, remote without compromise.”

The Legacy Standard

Sunset over the water at a Legacy Luxury Retreats property

Your Escape Is Waiting

From the flats of the Florida Keys to the river valleys of Idaho — reserve your dates before the season fills.