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'Waterside' Private Island Getaway and Wedding Location

Bedrooms 3
Half Baths1
Space 3,000 sq. ft.
Property type house
Minimum Stay 3 nights


About the property

House, 3 Bedrooms + Convertible bed(s), 3.5 Baths, (Sleeps 8-10)

Located on a secluded island in North Key Largo, Waterside vacation rental is a one-of-a-kind home away from home. Awake to a panoramic view of the ocean from every room of the house, where you could be visited often by families of dolphin and manatees. Waterside is known for its amazing deep sea fishing and close proximity to some of the most beautiful coral reefs in the United States. Whether you are looking for a fishing adventure, underwater snorkeling and scuba diving, the perfect wedding location, or to relax and enjoy peace and quiet, 'Waterside', North Key Largo is the perfect rental home for you.

This elegant 3 bedroom home sleeps 8 plus people and has 2 full kitchens. It comes fully equipped with everything you need for entertaining. The only thing that’s missing is YOU!

More Details

Property Manager
Member since: 2010
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
June 12, 2017

Why Jim chose Upper Florida Keys

This is a family property

What makes this house unique

ISOLATION. Not another house on the water for miles. Nature at it's best. Every hour of every day brings something new and unique to experience.


Key Largo House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3000 sq. ft.
House Rules:
  • Check-in: Flexible / Check-out: Flexible
  • Max. occupancy: 10
  • Events Allowed
Location Type:
  • Beachfront ...
  • Oceanfront ...
  • Rural ...
  • Away From It All
  • Romantic
  • Air Conditioning
  • Clothes Dryer
  • Covered Parking
  • Fireplace ...
  • Heating
  • Iron & Board
  • Linens Provided
  • Parking
  • Parking for RV/Boat/Trailer
  • Towels Provided
  • Washing Machine
  • Wireless Internet ...
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Refrigerator ...
  • Stove
  • Toaster
  • Dining
  • Dining Area
  • seating for 10 people
  • 3 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet , shower , bidet , Master upstairs South side
    Bathroom 2 - toilet , combination tub/shower , jetted tub , Master upstairs North side
    Bathroom 3 - toilet , shower , outdoor shower , Apartment downstairs
    Bathroom 1 - toilet , Off living room
  • 3 Bedrooms, Sleeps 10
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 king
    Bedroom 3 - 1 queen , Downstairs apartment
    Convertible bed(s) - 1 queen , Downstairs living room
  • King size beds (2) 2 master suites upstairs, Queen size Beds (1) Downstairs apartment, (1) Sleeper sofa in downstairs apartment. Twin or Single Beds (4) 4 air beds.
  • Books
  • CD Player
  • DVD Player
  • Games
  • Music Library
  • Satellite / Cable
  • Stereo
  • Television
  • VCR
  • Video Library
  • Balcony
  • Boat ...
  • Deck / Patio
  • Golf ...
  • Kayak / Canoe ...
  • Lanai / Gazebo
  • Outdoor Grill
  • Water Sports Gear ...
  • wheelchair inaccessible
Onsite Services:
  • Massage
  • Private Chef
  • botanical garden
  • churches
  • cinemas
  • festivals
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • nude beach
  • playground
  • recreation center
  • restaurants
  • winery tours
  • zoo
Leisure Activities:
  • bird watching
  • boating
  • eco tourism
  • gambling casinos
  • horseshoes
  • outlet shopping
  • paddle boating
  • photography
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • basketball court
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • golf
  • hiking
  • hot air ballooning
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • rafting
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • sound/bay fishing
  • swimming
  • tennis
  • water skiing
  • water tubing
  • wind-surfing
No adjacent waterfront homes. Totally isolated. Great for bird/sea life observation and star gazing. Cleanest air in Eastern US.


5/5 -
(5 traveler reviews)

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'Waterside' Private Island Getaway and Wedding Location
average rating of 5.0 based on 5 reviews

A Chunk of Paradise You Won't Want to Leave!

  • 5 of 5

We knew we were going to Key Largo but had no idea that we had booked a gated private paradise with the most unique and magnificent home, private beach and pier. Dolphins swam in the coral reef just three feet from our own beach and the bird species playing in the cove were incredible! We didn't even have to get out of bed to see the most incredible sunrises! Within 24 hours of arrival we knew we had been spoiled and our plans to tour the other keys, drive to Key West, and do a day trip to South Beach were quickly forgotten! We never even made it to Alabama Jacks (famous restaurant), just up the street because we were so intoxicated by this unbelievable chunk of paradise! However, we did make ourselves charter a boat for some sight-seeing but since it picked us up on our own dock we didn't have to leave for long! We also went out for dinner every night for conch and seafood in Key Largo's fantastic restaurants, and enjoyed several bayside sunsets, snorkeling outings, and one dinner on Islamorada. We've been to lots of "waterside" places including Maui and Martha's Vineyard but this "Waterside" (as it is called by the family) in North Key Largo was by far the most spectacular experience, and the hardest to leave!! The owners are wonderful people and this is a place to visit more than once! Our son is 20 and we hope he'll want to get married at Waterside one day!!

  • Submitted: Jan 14, 2013
  • Stayed: Dec 2012
  • Source: VRBO, from HomeAway
Owner's Response: Eileen, Thank you so much for your wonderful review. We also hope your son gets married here some day. Hope to cross paths again soon. Jim & Laura
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2 0
Hudson, FL, USA

My Favorite Place on Earth

  • 5 of 5

We have had the opportunity to stay at Waterside several times. It is our favorite place on earth to unwind, relax, de-stress and commune with nature. We spend hours sitting on the deck, watching the ocean and listening to the sound of water and the birds, reading a book, and playing the guitar. I love the way it feels like we are the only people alive when we are there. In the evening we enjoy unwinding in the hot tub and then watching the moon rise over the Atlantic. In the morning we watch the sunrise by peaking through our toes.

The house is always clean and everything works so there are no worries. We usually stop by one of the nearby grocery stores for supplies after we arrive, so we do not have to leave the property if we don't want to. Of course, we don't always want to cook, so we go to one of the many restaurants in the vicinity, usually one where we can watch the sunset over Florida Bay.

Although my favorite time is when its just my husband (and best friend) and I alone at Waterside with our dogs, we have had two group outings. We spent a week with our friends (the crazy 8s). There was enough room that we didn't get on each other's nerves. We especially enjoyed big breakfasts together after sunrise at the big family dining table. Mai Tais for breakfast is a great way to start the day!

We also celebrated my Dad's 75th birthday with a family reunion at Waterside. Again there was plenty of room for everyone to have their space yet we got to reconnect and play cards and board games as a family, after several years of being scattered around the country. It is a trip we will always remember!

We have recommended Waterside to a number of friends and associates. It is heaven on earth and you should plan your trip soon!

  • Submitted: May 28, 2011
  • Stayed: Jan 2011
  • Source: VRBO, from HomeAway
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3 0
Brunswick, GA

Private island getaway!

  • 5 of 5

This is a truly remarkable place! It is one of the most unique vacation homes I have ever had the pleasure of staying at. Every room has an incredible view and it is remarkably private! Gated from the road and set far enough off the road that there is no visibility and there are virtually no neighbors. Private dock and protected bay make it very boat friendly and private channel is great for snorkeling and fishing. There is a private beach and hot tub also on the property. This home is an all around great place to visit, regardless if you are looking for a great family getaway or a guy's fishing trip or even a fun girl's trip, this home has enough space and amenities to suit all of your needs. Highly recommended!

  • Submitted: May 1, 2011
  • Stayed: Apr 2011
  • Source: VRBO, from HomeAway
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0 0

Great Family-Ready Oceanfront Getaway

  • 5 of 5

We just spent a wonderful week at Waterside in North Key Largo! Interesting modular configuration, was perfect for the number of guests (12) and rooms that our group needed. Great water front for boating and fishing, we caught shark, tarpon, flounder and snappers right from the dock! Secluded and quiet location, yet only 3 miles from US1 and all of the Key Largo shops and restuarants. Can't wait to return.

  • Submitted: Apr 26, 2011
  • Stayed: Apr 2011
  • Source: VRBO, from HomeAway
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0 0
St.Simons Island


  • 5 of 5

Spacious home, sleeps at least 14, 2 fully equipped kitchens, 3 baths, washer and dryer, secluded, wonderful white sandy beach, great fishing from dock, boat access, and an absolutely beautiful view!

I would definitely recommend this home for a fabulous vacation!

  • Submitted: Apr 19, 2011
  • Stayed: Apr 2011
  • Source: VRBO, from HomeAway
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Nearest Airport
50 Miles
Miami International
Nearest Barpub
3.2 Miles
Shipwrecks and Buzzard's Roost
Nearest Golf
30 Miles
Redlands CC
Nearest Motorway
3.2 Miles
US 1 (Overseas highway)
Nearest Restaurant
3.2 Miles
Shipwrecks and Buzzard's Roost
Car: recommended

Star gazing, bird watching, wade in bone fishing, swiming, snorkeling, located within nature preserve, federal croc preserve across the street. This is the most unique private location in the Keys!


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning Fee $500
Pet Fee $150
Damage Insurance $99

Manager's Cancellation Policy

  • 50% refund if canceled at least 7 days before arrival date.
  • 100% refund if canceled at least 14 days before arrival date.