Historic Waterfront Home - 2 acres- Dock, Garden -Beach in Key Largo sleeps 16
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 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, the 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, snorkelers, kayakers, and birdwatchers and can comfortably accommodate family retreats, workshops, film and modeling shoots. It is a wonderful place for celebrations of any kind! During major Holidays and special events.
The gated 2 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 paddle-boards 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. It is available for 7 night or more during our high season. High season is November through July.
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, Lelia & Marvin Adams inherited the property, Adams spearheaded the design and construction of the nearby canal that links the bayside 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 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 contain twin beds, a living room with a trundle bed with two twin beds, and a charming screened porch with a swing bed. Air conditioning, cable TV, and wireless Internet add comfort and convenience. The property has 2 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.
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. There is a seven night minimum stay.
Other Activities: kayaking, canoeing, tubing, boating, paddle boarding
Renters must rent for 7 night July - high season. Aug thru Oct is low season.
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Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Small and house trained call us
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Smoking
Smoking is not permitted
NO SMOKING ON PROPERTY PLEASE
Please take out garbage cans to the north side of road where Pompano crosses Bonito Ave. The schedule is on the Refrigerator.
Please empty dishwasher.
Please put Kayaks and paddleboards back when finished using them.
Please replace items used with like items such as paper towels and napkins.
check out - please leave house neat and and orderly.
if used - please clean grill.
please ensure all dishes and cookware are clean
replace items
Important information
You need to know
Property # 336813vb
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Key Largo
Located in Anglers Park, a neighbourhood in Key Largo, this holiday home is near a water park and on the beach. Jimmy Johnson's Big Chill and Bluefin Rock Harbor Marina are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore John Pennekamp Coral Reef State Park and Dagny Johnson Key Largo Hammock Botanical State Park. Travelling with kids? Consider MarineLab Undersea Laboratory and Jacob's Aquatic Center. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
John Pennekamp Coral Reef State Park - 1 min walk - 0.2 km
Caribbean Club Bar - 15 min walk - 1.3 km
Rowell's Waterfront Park - 2 min drive - 2.0 km
MarineLab Undersea Laboratory - 2 min drive - 1.7 km
Baker's Cay Resort Beach - 10 min drive - 13.0 km
Getting around
Miami International Airport (MIA) - 75 min drive
Restaurants
Caribbean Club - 15 min walk
Starbucks - 7 min drive
Jimmy Johnson's Big Chill at Fisherman's Cove - 14 min walk
Key Largo Fisheries - 9 min drive
Circle K - 7 min drive
Frequently asked questions
Is Historic Waterfront Home - 2 acres- Dock, Garden -Beach in Key Largo sleeps 16 pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet. Some restrictions may apply, so please contact the property for more details.
How much does it cost to stay at Historic Waterfront Home - 2 acres- Dock, Garden -Beach in Key Largo sleeps 16?
As of 25 Aug, 2026, prices found for a 1-night stay for 2 adults at Historic Waterfront Home - 2 acres- Dock, Garden -Beach in Key Largo sleeps 16 on 27 Nov, 2026 start from S$19,339, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Historic Waterfront Home - 2 acres- Dock, Garden -Beach in Key Largo sleeps 16?
On-site parking is available at the property.
What time is check-in at Historic Waterfront Home - 2 acres- Dock, Garden -Beach in Key Largo sleeps 16?
Check-in begins at 4:00 PM.
What time is check-out at Historic Waterfront Home - 2 acres- Dock, Garden -Beach in Key Largo sleeps 16?
Checkout is at 11:00 AM.
Where is Historic Waterfront Home - 2 acres- Dock, Garden -Beach in Key Largo sleeps 16 located?
Nestled on the beach, this Anglers Park holiday home is within 1 mi (2 km) of John Pennekamp Coral Reef State Park, Caribbean Club Bar and MarineLab Undersea Laboratory. Rowell's Waterfront Park and Lower Sound Point are also within 3 miles (5 km).
About the host
Hosted by Marlee Matheson
I am the great- great- granddaughter of Mr. Frank Sweeting who bought the property in 1917. It has remained in this family for over 100 years
Why they chose this property
This is the best location to enjoy life. The views are magical, calming, serene, and tranquil—a perfect place to commune with nature.
What makes this property unique
Surrounded by water on three sides with a spectacular view.