Vacation Rentals by Owner

Private and stunning, the Shadow Point peninsula is surrounded by water on three sides and is nestled within a tropical native hammock with garden planters to wander between. The two homes are the oldest residentially developed properties on Key Largo. We believe you will find it to be the most charming, spectacular and intimate private property in Key Largo available as a vacation rental. With a PRIVATE BEACH, private dock, an ample yard for kids to run and play, gorgeous sunrises and sunset skies, fabulous moon rises over the water and green islands beyond, tropical gardens and delightful breezes, the character of both the property and the buildings is true old-Keys style. You couldn’t have found a better place for your enjoyable stay!

Our historic, one-of-a-kind estate offers a rare glimpse of Key Largo as it was over 100 years ago. The two guest houses offer the vacationer a chance to step back in time and experience the charm of days gone by with its historic “Conch Style” architecture and original Dade County hardwood floors and walls throughout. Because of its size and location, Shadow Point is perfect for boaters, divers, snorklers, kayakers, and birdwatchers and can comfortably accommodate family retreats, workshops, small weddings, film and modeling shoots, anniversary parties, and commitment ceremonies. It is a wonderful place for celebrations of any kind! During major Holidays and special events we only rent for 7 nights or more. There is an extra charge for those dates.

The gated 2.5-acre estate is filled with lush tropical trees and has a 180-degree view of pristine Largo Sound, located within the world-famous John Pennekamp Coral Reef State Park. Launch the kayaks and paddleboards that come with your rental or just relax and build your own sand castle. We are entirely surrounded by Largo Sound, not canals, and there are no houses across the sound from us to obstruct our view. Two deep-water mangroves cuts - one at the north and one at the south end of Largo Sound - lead to the open ocean. The Marvin D. Adams Cut is only a 1/4 mile south of the property and provides boat access to the bay side of Key Largo, its many boat-friendly restaurants and Blackwater Sound. Bring your own boat or rent one for your stay and tie up at our dock that offers 220v electric and fresh water for boats up to 40 feet. Some of the best coral reefs, dive wrecks, and fishing spots in the country are just a short ride away!

Shadow Point is a registered, gated HOA and offers an exclusive retreat for vacationers desiring an intimate and private setting. We offer intimate wedding and commitment ceremony packages, where you can use the property for all your events - not just your wedding ceremony: the property is also great for hosting out-of town guests and holding your reception as well. Sunday brunch and day-after beach parties can also be accommodated. All in one beautiful place, without moving your guests from venue to venue.

HISTORY: Shadow Point was built in 1917 by a ship captain and later bought by Chicago Industrialist, Frank Sweeting, for his fishing friends. After his daughter and son-in-law, Leila & Marvin Adams inherited the property, Adams spearheaded the design and construction of the nearby canal that links the bay side on the ocean side of Key Largo. It is now known by the locals as ' Adams Cut'.

Named for the beautiful changing shadows and light that filter through the tropical hardwood hammock, Shadow Point is located on Key Largo Sound, the ocean side of Key Largo. Today, this estate offers the same relaxed atmosphere and seclusion of an earlier era. The 2.5-acre point is filled with lush tropical trees including Buttonwood, Gumbo Limbo. Lignum Vitae, and Key Lime. With a 260-degree view of pristine Key Largo Sound, Shadow Point is an exclusive retreat for those desiring an intimate and private setting.

ACCOMMODATIONS: The main house has four large bedrooms with twin beds in two rooms and 2 king beds in the other two. There are private baths in both bedrooms with king beds. The large kitchen is user-friendly and perfect for viewing the lovely trees and water while sipping coffee. The dining table can seat fourteen for family gatherings. A large breezy porch with hammock and two daybeds runs the length of the house and offers a panoramic view of the water. The guest cottage has a small stocked kitchen, two bedrooms that each contains twin beds, a living room with a queen pullout couch, and a charming screened porch. Air conditioning, cable TV, and wireless Internet add comfort and convenience. The property has 3 docks one of which has electric and water and can take a boat that draws up to 4 feet. This vacation rental is perfect for boaters, divers, and fishermen along with being large enough for family retreats, workshops, and film shoots. We prefer to rent both houses together so you can experience total privacy and seclusion.

ACTIVITIES & ATTRACTIONS: Swimming, sailing, canoeing, and kayaking are available on the site. Boat rentals, parasailing, reef diving are nearby. Local attractions include Theater of the Sea, a marine mammal park, 5 miles south; Swim with the Dolphins, 3 miles south; and the Key Largo Community Park, with swimming pools, tennis courts, and a fitness trail. Shopping and restaurants are only minutes away. We have had numerous celebrations at Shadow Point. Please look for our name on the internet.