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Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock

Photo gallery for Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock

Dining
Private kitchen
Room
Exterior
Room

Reviews

9.8 out of 10
Exceptional

Highlights

  • Outdoor entertainment area
    A rare find — gather and enjoy the dedicated outdoor entertainment space.
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • On beach
  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washer
  • Air conditioning

Explore the area

View in a map
Islamorada, FL
  • Place, Sunset Drive Beach
    ‪2 min drive‬
  • Place, Robbie’s of Islamorada
    ‪3 min drive‬
  • Place, Anne's Beach
    ‪3 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪36 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 1

2 Twin Beds

Bedroom 1

1 King Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen
Separate dining area
Outdoor play area
Dining area

About this property

Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock


Private 2acre Single Family Home awaits! Just another day in Paradise. Located at 75.7MM!

Cozy, quiet, 3 bedroom (1 King, 1 Queen, 2 Twins) 2 bath home offers spacious eat in kitchen, quartz & granite counter tops, dining area, fabulous tile flooring throughout, glass floor to ceiling, lots of natural light, bath and a half, and an outdoor shower!! Master bedroom has private bath, private entry and glass floor to ceiling views that take your breathe away. All bedrooms equipped with cable television and secure WIFI throughout. Excellent space for outdoor entertaining

Extremely unique and rare property with private 600ft drive offering Private 100ft beach, Bay front deep water dock, walk into bay, shallow water for swimming, fishing off dock and so much more.

It offers prestige un-thought of million dollar sunsets!!
World Class sport fishing, scuba diving, snorkeling, kayaking, paddle board all in your front yard!!
Owner Occasionally occupies 2 acre Property adjacent to property, rarely shared dock with owner only
Perfect location for a beach wedding, family reunion, or a peaceful getaway!! Bring your boat! What are you waiting for??
Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 20 lbs per pet (limit one pet total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 1026563
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
Onsite parties or group events are strictly prohibited
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 deadbolt lock

About the neighborhood

Islamorada

Located on the beach, this vacation home is in Matecumbe, a neighborhood in Islamorada. Keys History & Discovery Center and History of Diving Museum are cultural highlights, and some of the area's landmarks include San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Discover the area's water adventures with jet skiing, kayaking, and scuba diving nearby, or enjoy the great outdoors with cycling.
View more Vacation Homes in IslamoradaOpens in a new window
Map
Islamorada, FL

What's nearby

  • Sunset Drive Beach - 2 min drive - 2.3 km
  • Robbie’s of Islamorada - 3 min drive - 3.7 km
  • Anne's Beach - 3 min drive - 4.3 km
  • Bud n' Mary's Dive Center - 7 min drive - 8.7 km
  • Florida Keys Brewing Co. - 9 min drive - 12.0 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 30 min drive

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬3 min drive
  • ‪Lazy Days Restaurant - ‬6 min drive
  • ‪Islamorada Fish Company - ‬8 min drive
  • ‪Papa Joe’s Waterfront - ‬5 min drive
  • ‪Morada Bay - ‬8 min drive

Frequently asked questions

Is Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 20 lbs per pet. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock?

As of Jul 18, 2026, prices found for a 1-night stay for 2 adults at Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock on Sep 8, 2026 start from $665, 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?

Onsite parking is available at the property.

What time is check-in at Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock?

Check-in begins at 4:00 PM.

What time is check-out at Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock?

Check-out is at 11:00 AM.

Where is Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock located?

Nestled on the beach, this Matecumbe vacation home is within 1 mi (2 km) of Sunset Drive Beach and San Pedro Underwater Archaeological Preserve State Park. Anne's Beach and Robbie’s of Islamorada are also within 3 mi (5 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 55 out of 64 reviews
Rating 8 - Good. 7 out of 64 reviews
Rating 6 - Okay. 2 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jeff G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
No complaints! Nice place and very peaceful. Great location near several restaurants.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Jim G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great! We loved just watching the wildlife, and the world, go by. We'll be back!
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Shannon K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Second time staying here and it was just as perfect this time too. Such a special place w old Florida vibes. So much wildlife just out your doorstep. Within the first day we saw dolphins, turtles, manatees, barracuda, lobsters, parrotfish, nurse sharks, crabs, pufferfish, birds, iguanas, sting rays, and cute kitties!
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Michael L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Christina was a fantastic host! She was so quick to respond to any questions, and the house was well set up from the beginning. The location was absolutely perfect! Close to everything we needed, yet still very quiet and peaceful. The water directly off the dock is teeming with life. We swam with lobsters, barracuda, conchs, hermit crabs, and an iguana! Yes, iguana swim. And dive. The week was more than we could ask for, we can’t wait to go back!!
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Ron S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice time

Good location. Host was very responsive. Enjoyed our stay & would stay again.
Stayed 8 nights in Jan 2024
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing

Fantastic house. Relaxing beach with great views of the sunset each night. We would definitely book again.
Stayed 7 nights in Apr 2023
Verified

10/10 Excellent

Daniel G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

As great as it looks

Perfect location and views. Owners are great and supportive. Home is well stocked and supplied
Stayed 7 nights in Jan 2023
Verified

10/10 Excellent

Gina J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Time away in the sun

The VRBO was nice! Communication with owners was fast! Lovely house right on the water!!
Stayed 8 nights in Feb 2024
Verified

10/10 Excellent

Robert W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Real Keys

Beautiful bay area. Like the water and fish life of the real keysvif old.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Bruce S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful waterfront bungalow

The house is location next to the water and incredible nature. Snorkeling and fishing right off your private deck is wonderful. Also the bird wildlife is remarkable. Will definitely return. The house is perfect for a small group (4-6) of nature lovers.
Stayed 7 nights in Dec 2022
Verified

8/10 Good

Joe L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice property

N/a
Stayed 14 nights in Oct 2024
Verified

10/10 Excellent

Bobby L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous. Everything was awesome. Beautiful, all the kitchen stuff, fabulous views.

Was a much needed get away from taking care of parents. Beautiful property. Everything you could need. Fabulous views. Loved every minute and truly hated to leave and head back to reality. Sat outside with our coffee or champagne every morning. Loved every minute. Definitely would recommend and hope to come back soon.
Stayed 10 nights in Feb 2023
Verified

10/10 Excellent

Anne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise

We have stayed in several rental homes but this one is by far the dreamiest. The home is small but nicely updated. Nice open floor plan and unbeatable views. Spotlessly clean. Well stocked kitchen. My two teens were in heaven fishing, snorkeling and kayaking in their backyard. Priceless family memories. We can’t wait to go back!
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Anne D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Shearwater 2023 Keys Trip

Our vacation was awesome! The owners of the home were very helpful from making the reservations to communicating back and forth throughout our stay. The location was perfect we brought our Shearwater Boat in order for us to fish and lobster while there. The view was spectacular. The house has everything you would need to cook. Super clean! We will be planning our next stay very soon. Thank you!
Stayed 7 nights in Sep 2023
Verified

8/10 Good

Carol W.

Liked: Check-in, location, listing accuracy

Gorgeous spot

The cottage has a ton of property, combined hard sand and grass which our little dog did a lot running around on.The dock is old but very sturdy. We had a boat there. The house has 3 big bedrooms and one tiny bath w a shower and an even tinier master powder room. You can shower outside though, which could be cleaner..I would have liked the few lights available, to work. All in all, it’s a great spot and a doable cottage.
Stayed 7 nights in Feb 2025
Verified

10/10 Excellent

Richard H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property in a stunning location

This was our first trip to the Keys and hopefully not our last. The property is in a great location, private, with stunning views and access to the water. We travelled with our 2 sons, so 4 of us in the property and there was plenty of room. We loved being able to use the kayaks and spending time on the dock watching the fish and even saw a few nurse sharks!! The house was clean, tidy and well stocked and the owners are really helpful and very responsive. Trips we took down to Key West and the Everglades, Turtle Hospital were fantastic, a bit of driving required but worth it. Would definitely use the property again.
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Greta W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Paradise Found!!

This house is a gem, the location can't be beat. At the end of a long drive, away from road noise right into the ocean. The views are spectacular and as stated, the beach is rocky but the dock worked great for swimming. We kayaked right off the beach The house is small but has enough space to not feel crowded. We were barely inside anyway. Clean and well stocked kitchen. The master bath is small but the outside shower is perfect. We had no trouble sharing it between 6 of us. It is centrally located on the Keys, easy to get to Key West/Bahia Honda or any of the activities right in town--great shops, dining and pickleball courts. Would love to return again soon!!! The owner was super responsive and helpful!
Stayed 9 nights in Dec 2022
Verified

10/10 Excellent

Holly D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family vacation for 3 generations

This property was prefect for our family vacation gathering. All one level, which was great for my Dad who has mobility issues. The beach area and water depths were perfect for my kiddos (ages 8 & 10). So much wildlife was seen from the dock alone - Manatee, Lemon Shark, Nurse Shark, Spotted Eagle Ray, Barracuda, Osprey, Cormorants, and more! The home had everything we needed for cooking family meals. One thing i didn't realize, there is only one indoor shower. But that was on me, for not asking the host. We made it work. What i loved, was each bedroom had its own cooling zone! Great for when your Dad likes sleeping at 78, while your hubby from New England loves it below freezing. As a native Conch... this gets my stamp of approval on how to stay in the Keys. Memories were made and my kids can't wait to come back.
Stayed 7 nights in Feb 2024
Verified

10/10 Excellent

Jessie E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location! The dock was perfect for watching the sun set and for the kiddos to jump into the water. We saw a sea turtle everyday! The water was great for paddle boarding and snorkeling. Our house was stocked with everything we needed. I would definitely reccomend.
Stayed 7 nights in Mar 2026
Verified

8/10 Good

Edson M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Location

Great little house located in the best spot in the Keys! You can fish right off the dock and swim with the parrot fish as well. Very very quiet location. House was very cute, although the bathrooms are very small. I ended up using the outdoor shower the entire trip, not a big deal, but the women weren’t having it. House is perfect for a couple, anything more than two people the shower situation could be an issue. Don’t let the shower situation sway you too much, the houses next to it rent for 1200$ a nite, this is a GREAT place.
Stayed 7 nights in Sep 2022
Verified

10/10 Excellent

Linh H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing!

Amazingly beautiful property. Serene and completey private. Can't wait to come back!
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

Julie R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic!!

The owners are amazing, the property is clean and has tremendous views! Our stay was so memorable, and relaxing!
Stayed 7 nights in Jun 2022
Verified

10/10 Excellent

Brenda M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely amazing! Would definitely stay there again! The dock is great for fishing and snorkeling

We stayed there for a fishing trip and this place delivered everything expected and more!
Stayed 7 nights in Apr 2022
Verified

10/10 Excellent

thomas S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Property and house

Just perfect for a family vacation. Especially if they are into fishing/ boating/ kayaking. Great place overall!!
Stayed 7 nights in Feb 2022
Verified

10/10 Excellent

louise m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

great getaway

The house was very neat and clean. What we really liked was the privacy of the property. It made it very relaxing and enjoyable. We would go back again.
Stayed 7 nights in Jan 2022

About the host

Hosted by Christina McLearen

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Languages:

English
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