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

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Dining
3 bedrooms, iron/ironing board, travel crib, free WiFi
Fridge, microwave, oven, stovetop
Exterior
3 bedrooms, iron/ironing board, travel crib, free WiFi

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Ocean view
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Islamorada, FL
  • Place, Sunset Drive Beach
    ‪2 min drive‬
  • Place, Anne's Beach
    ‪3 min drive‬
  • Place, Bud n' Mary's Dive Center
    ‪7 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪39 min drive‬

Room options

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About the neighborhood

Islamorada

Located in Matecumbe, this vacation home is adjacent to Sunset Drive Beach and within a mile (2 km) of San Pedro Underwater Archaeological Preserve State Park. The vacation home includes a kitchen, a dining area, and a private yard.
View more Vacation Homes in IslamoradaOpens in a new window

What's nearby

  • Sunset Drive Beach - 2 min drive - 1.5 miles
  • Robbie’s of Islamorada - 3 min drive - 2.1 miles
  • Anne's Beach - 3 min drive - 2.7 miles
  • Bud n' Mary's Dive Center - 7 min drive - 5.2 miles
  • Florida Keys Brewing Co. - 10 min drive - 7.2 miles

Getting around

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

Restaurants

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

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??
The vacation home is air-conditioned and features a kitchen and 2 bathrooms, and there's space to spread out with 3 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a private yard, and a coffee maker.

Similar properties

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
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  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
9.2 out of 10, Wonderful, 1,713 reviews
$232 nightly
The price is $261
May 10 - May 11
Total with taxes and fees
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Property amenities

Beach

  • On the beach

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Wheelchair-accessible parking and van parking available

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Dock
  • Firepit
  • Outdoor entertainment area
  • Yard

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total (up to 20 lbs per pet)

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 5 accessible parking spaces
  • No elevator
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible van parking
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

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

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Windsurfing 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
  • Deadbolt lock

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

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

Pets

  • This property welcomes pets
  • Dogs only
  • 1 total (20 lbs is the maximum weight per pet)
  • Restrictions apply
  • For more information, guests can reach out to the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

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
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
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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What is there to do near this vacation home?

This vacation home is situated in Matecumbe, just steps from Sunset Drive Beach. You'll also find Robbie’s of Islamorada and Anne's Beach within a short drive.

Is parking available on site at Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock?

Yes, there is wheelchair-accessible van parking available.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What do couples enjoy most about Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock?

Amenities that appeal to couples at this beachfront vacation home include a kitchen and a smart TV in each house, and some feature ocean view.

Does Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this vacation home.

Does Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

Where is the closest airport to this vacation home?

The closest major airport to this vacation home is Marathon, FL (MTH-Florida Keys Marathon), which is 24.1 mi away (30 minutes by car).

Are there rooms with balconies that I can book at Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock?

No, there aren't any house with balconies at Private Bayside Waterfront Home 2 acres, Beach, Deep Water Boat Dock.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 54 out of 63 reviews
Rating 8 - Good. 7 out of 63 reviews
Rating 6 - Okay. 2 out of 63 reviews
Rating 4 - Poor. 0 out of 63 reviews
Rating 2 - Terrible. 0 out of 63 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Michael L.

Liked: Cleanliness
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

10/10 Excellent

Jim G.

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

10/10 Excellent

Jeff G.

Liked: Cleanliness
No complaints! Nice place and very peaceful. Great location near several restaurants.
Stayed 7 nights in Feb 2026

6/10 Okay

Michelle C.

Stayed 10 nights in Dec 2025

10/10 Excellent

Shannon K.

Liked: Cleanliness
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

8/10 Good

Carol W.

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

8/10 Good

Joe L.

Liked: Cleanliness

Very nice property

N/a
Stayed 14 nights in Oct 2024

8/10 Good

Judith E.

Liked: Cleanliness
Stayed 7 nights in Mar 2024

8/10 Good

Sharon A.

Liked: Cleanliness
Stayed 7 nights in May 2024

8/10 Good

Jennifer Y., Wheeling, WV

Nice place needs work

Stayed 7 nights in Jun 2024

10/10 Excellent

Robert W.

Liked: Cleanliness

Real Keys

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

10/10 Excellent

Anne S.

Liked: Cleanliness

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

10/10 Excellent

Holly D.

Liked: Cleanliness

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

10/10 Excellent

Gina J.

Liked: Cleanliness

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

10/10 Excellent

Ron S.

Liked: Cleanliness

Nice time

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

10/10 Excellent

Anne D.

Liked: Cleanliness

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

10/10 Excellent

Richard H., Halifax

Liked: Cleanliness

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

10/10 Excellent

Verified traveler

Liked: Cleanliness

Relaxing

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

10/10 Excellent

Bobby L.

Liked: Cleanliness

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

10/10 Excellent

Daniel G.

Liked: Cleanliness

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

10/10 Excellent

Greta W., Indianapolis, IN

Liked: Cleanliness

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

10/10 Excellent

Bruce S.

Liked: Cleanliness

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

8/10 Good

Edson M.

Liked: Cleanliness

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

10/10 Excellent

Linh H.

Liked: Cleanliness

Amazing!

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

10/10 Excellent

Julie R., Fallon, Nevada

Liked: Cleanliness

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

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