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Historic Shadow Point Family and Wedding Vacation Rental in Key Largo

View of water from Garden
View of water from Garden
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View of water from Garden

About the Property

  • Sleeps: 16
  • Bedrooms: 6
  • Bathrooms: 4
  • Property Type: Estate
  • Minimum Stay: 4 nights
  • Living Area: 4750 sq. ft.

Historic Shadow Point is the most charming, spectacular and intimate Family Vacation and Wedding Venue in Key Largo, FL. With our own private beach, lovely breezes, tropical gardens, and stunning 180 degrees of Largo Sound vistas, there is no better place for an unforgettable family get-together or wedding!

This Vacation Rental property, located on over two secluded acres in the Florida Keys, is nestled in a native hardwood hammock and has been owned by the same family since 1923. The two vintage Cottages on the property will sleep 12 to 16 guests. We accept reservations for 4-nights for more for family get-togethers. Our wedding packages offer 1 day. 4 night, and 7 night stays. Conveniently located one hour south of the Miami International Airport, Historic Shadow Point is an unmatched vacation rental opportunity and wedding venue. There's no place like it!

Rentals include the use of paddle boards and kayaks. Launch from our private beach or relax in our lounge chairs to soak up the wonderful views, gorgeous weather, and the spectacular natural setting. Bring your own boat and tie it up to our dock which can hold up to a 40' boat and we have water and electric. This unique property is an unforgettable slice of 1920s Key Largo. Because of its size and location, Historic Shadow Point is very popular for weddings, family gatherings, and other special events. We have catered to guests from all over the world, and many come back year after year.
This Florida Keys vacation rental is perfect for large groups. The historic main house with its original Dade County pine floors has four large bedrooms: two with twin beds and two with king beds and private baths. There is a third full bathroom.

The large, fully-stocked kitchen is user-friendly, with a large window offering a view of the grounds and vista while preparing meals. The dining table extends to seat at least 16 guests for family gatherings and other group events.

The large, breezy screened-in porch runs the length of the house and beckons guests with a hammock, lots of comfortable seating, two daybeds, and offers a panoramic view of the gardens and Largo Sound.

Unique Benefits

Secluded - private beach- kayaks and paddleboards come with rental

Area Information

Swimming, sailing, canoeing, and kayaking are all activities enjoyed at Shadow Point. Boat rentals, parasailing, reef diving and fishing excursions are nearby. Some of the local attractions include Theater By the Sea, a marine mammal park five miles south; Swim with the Dolphins three miles south; and the Key Largo Community Park, with swimming pools, tennis courts, and a fitness trail is a half-mile south. Be like Bogie on the African Queen! Take a 90-minute tour on the famous restored steamboat from the 1951 movie, just four miles south. Shopping and restaurants are only minutes aw

Amenities

  • Beds
  • 2 King Beds
  • 8 Twin Beds
  • 1 Sofa Bed
  • 2 Cribs
  • Features
    • Air Conditioning
    • Beach Chairs
    • Beach View
    • Beachfront
    • Dock / Boat Slip
    • Free WiFi
    • Full Kitchen
    • Kayak / Canoe
    • Kid Friendly
    • Linens Provided
    • Managed by Owner
    • Managed by Property Manager
    • Ocean View
    • Oceanfront
    • Outdoor Shower
    • Parking
    • Pet Friendly
    • Screen Porch
    • Towels Provided
    • Waterfront
    • Wireless Internet
  • Appliances
    • Blender
    • Cable / Satellite TV
    • Ceiling Fans
    • Coffee Maker
    • Dishes & Utensils
    • Dishwasher
    • DVD Player
    • Freezer
    • Hair Dryer
    • Iron & Board
    • Microwave
    • Outdoor Grill
    • Oven
    • Refrigerator
    • Stove
    • Telephone
    • Television
    • Toaster
    • Washer / Dryer
  • Nearby Activities
    • Beach
      (onsite)
    • Fishing
      (onsite)
    • Kayaking
      (onsite)
    • Ocean
      (onsite)
    • Jet Skiing
      (< 1 mile)
    • Bicycling
      (1 mile)
    • Grocery Store
      (1 mile)
    • Parasailing
      (1 mile)
    • Playground
      (1 mile)
    • Sailing
      (1 mile)
    • Scuba Diving
      (1 mile)
    • Deep Sea Fishing
      (2 miles)
    • Shopping Area
      (2 miles)
    • Aquarium
      (10 miles)
    • Golf
      (10 miles)

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Rates

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Availability


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Map

Nearest Airport: Miami International - 50 miles
Nearest Bar: across the street - 100 yards
Nearest Golf: Ocean Reef Club - 4 miles
Nearest Restaurant: across the street - 100 miles

Owner Info

Marlee Matheson

Marlee Matheson

Year Purchased: 1921

About the owner: this house has been in my family for 100 years

Calendar last updated: September 22, 2019

Guestbook comments from the owner:

There are spots in South Florida that are truly special, that nod to its soul and history and are absolutely worth a visit if given the opportunity. Historic Shadow Point is one of those spots. Although it is only a 45 minute drive from Miami, it feels decades further with a peaceful and tranquil ora as soon as one enters the gates. The panoramic views of Largo Sound, the native plants, the two historic houses, the fish, birds, quietness, kayaks, porch, personal touches, local art and proximity to great snorkeling help make for a unique and wonderful experience. I highly recommend HSP to anyone looking for a journey to the "historic" Keys.


Aug 2018

I was so fortunate to visit Shadow Point for a second time. I just love the feeling of being in such a special place. It is old Florida at its best with all the modern comforts. The main house and the cottage are comfortable, full of history and art, and have everything you might want. The property is private and beautiful and there seems to always be a nice breeze. Shadow Point has its own private beach from which you can swim, kayak, boat or paddleboard. Once I am at Shadow Point there is no desire to leave the property and for sure the only negative about visiting Shadow Point is having to leave. Thanks to Marlee for preserving and sharing Historic Shadow Point.


Apr 2018

We celebrated our daughter and son in law's marriage in February, 2018 at Shadow Point, and found it to be a delightful and welcoming place. The period ambiance was charming, and the amenities were appreciated. The facilities were comfortable, and the setting was impressive. The host is very accommodating. We would love to visit again someday, and we would recommend Shadow Point.
Ted T


Feb 2018

Ted T

Photos

  • View of water from Garden
    View of water from Garden
  • Path to water from front of the main house
    Path to water from front of the main house
  • Orchids abound on property
    Orchids abound on property
  • Entrance to Historic Shadow Point
    Entrance to Historic Shadow Point
  • Main dock that can hold up to 40' boat
    Main dock that can hold up to 40' boat
  • View of Largo Sound
    View of Largo Sound
  • Sunset
    Sunset
  • orchids and Gumbo Limbos
    orchids and Gumbo Limbos
  • view of main house
    view of main house
  • Main House
    Main House
  • dining for up to 16
    dining for up to 16
  • One of a few hammocks throughout the property
    One of a few hammocks throughout the property
  • Living room with seating for 12-16
    Living room with seating for 12-16
  • Art abounds in houses
    Art abounds in houses
  • Antiques hanging in the kitchen in main house
    Antiques hanging in the kitchen in main house
  • View of outside from cottage
    View of outside from cottage
  • Porch in main house
    Porch in main house
  • north end of porch with two daybeds
    north end of porch with two daybeds
  • North end of porch
    North end of porch
  • one of 2 master bedrooms with private baths
    one of 2 master bedrooms with private baths
  • one of 2 master bedrooms with private baths
    one of 2 master bedrooms with private baths
  • one of 4 bedrooms with 2 twin bedrooms
    one of 4 bedrooms with 2 twin bedrooms
  • one of 2 rooms in Main House with 2 twin beds - Sinks in every room
    one of 2 rooms in Main House with 2 twin beds - Sinks in every room
  • rainbow over Largo Sound
    rainbow over Largo Sound
  • View with orchids
    View with orchids
  • 100 year old Wedding Tree
    100 year old Wedding Tree
  • Rare Golder Poinciana on property
    Rare Golder Poinciana on property
  • front of cottage in the morning
    front of cottage in the morning
  • cottage porch
    cottage porch
  • Trundle bed in cottage living room
    Trundle bed in cottage living room
  • 1 of 2 bedrooms in cottage with 2twin beds
    1 of 2 bedrooms in cottage with 2twin beds
  • Tawanda our Sea Nymph that looks over our property
    Tawanda our Sea Nymph that looks over our property
  • Tawanda
    Tawanda
  • Garden view
    Garden view
  • Main House
    Main House
  • beach to launch kayaks and paddle boards
    beach to launch kayaks and paddle boards
  • view of Historic Shadow Point from water
    view of Historic Shadow Point from water
  • Main house
    Main house
  • Shadow (our Mascot) comes for a visit
    Shadow (our Mascot) comes for a visit
  • bougainvillea
    bougainvillea
  • Calming place to sit
    Calming place to sit
  • Entrance
    Entrance

Reviews

Date last modified: October 16th, 2018