Entire home

Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres!

Vacation home near Jimmy Johnson's Big Chill in Key Largo

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Photo gallery for Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres!

A beachside lounge area with sun loungers and palm trees, overlooking a calm body of water.
A covered outdoor seating area with wicker furniture and a concrete path.
A room with a blue sofa, wicker chairs, and a wooden ceiling.
A pathway leading through a garden with various plants and trees.
A house with a covered porch, potted plants, and outdoor seating.

Entire home

259 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key Largo, FL
  • Place, John Pennekamp Coral Reef State Park
    ‪1 min walk‬
  • Place, Jimmy Johnson's Big Chill
    ‪15 min walk‬
  • Place, Caribbean Club Bar
    ‪16 min walk‬

Room options

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About the area

Key Largo

Seaside stay .Within a 15-minute walk of the vacation home, you'll find John Pennekamp Coral Reef State Park and Jimmy Johnson's Big Chill. Caribbean Club Bar and MarineLab Undersea Laboratory are also within 2 miles (3 km).

What's nearby

  • John Pennekamp Coral Reef State Park - 1 min walk - 0.1 km
  • Jimmy Johnson's Big Chill - 15 min walk - 1.3 km
  • Caribbean Club Bar - 16 min walk - 1.4 km
  • Rowell's Waterfront Park - 2 min drive - 2.0 km
  • MarineLab Undersea Laboratory - 2 min drive - 1.7 km

Restaurants

  • ‪McDonald's - ‬6 min drive
  • ‪Caribbean Club - ‬16 min walk
  • ‪Circle K - ‬3 min drive
  • ‪Jimmy Johnson's Big Chill at Fisherman's Cove - ‬15 min walk
  • ‪Sharkey's Pub & Galley Restaurant - ‬9 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres!

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.

ACCOMODATIONS:
The property features two historic homes—the Main House and the Cottage. The main house has four large bedrooms with twin beds in three rooms and 1 king bed bedroom. There are private en-suite baths in two of the bedrooms. 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 private dock space with 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.

ON-SITE ACTIVITIES:
Guests have access to kayaks, paddleboards, snorkeling equipment, life jackets, and floating tubes, making it easy to spend your days on the water. Swim, snorkel, paddle along the shoreline, or simply stretch out and enjoy the sunshine. Multiple waterfront gathering areas provide plenty of space to relax, grill out, dine, and reconnect with family and friends.

LOCAL ATTRACTIONS:
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.

THE 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.

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Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Massage

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Chef service
  • Dining table

Bedrooms

  • 7 bedrooms
  • Bed sheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo
  • Video library

Outdoor areas

  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Kayak
  • Splash pad
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit

General

  • Garden
  • Housekeeping (on request)
  • Local artist showcase
  • Recycling
  • Unit size: 2,786 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Please set thermostats to 80°F
Need some extra island time? We offer late check-outs for $50. Please contact us to confirm!
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

Events allowed: family gatherings, birthday parties, weddings
Please inquire, a site fee may apply.

Smoking

Smoking is not permitted

Important information

You need to know

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 50
Note from host: Please inquire, a site fee may apply.
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 50. Note from host: Please inquire, a site fee may apply. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Property is also known as

9568

Frequently asked questions

Does Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

Does Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres!?

No, there is no casino at this vacation home.

What time is check-in at Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres!?

Check-in begins at 4:00 PM.

Is there free parking at Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres!?

Free parking is not available at this vacation home.

Does Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres! have a pool?

This vacation home does not have a pool.

Does Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres! have a spa?

This vacation home doesn't have a spa, but it does offer massages.

How close is Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres! to downtown Key Largo?

This vacation home is 4.3 mi away from Key Largo.

Historic Shadow Point - Private Waterfront Estate & Gardens on 2.5 Acres! Reviews