"Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"

Photo gallery for "Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"

A terrace with a view of a lake, surrounded by palm trees and other tropical plants.
A coastal resort with multiple buildings, a marina, and a view of the ocean.
A spacious kitchen with dark wood cabinets, granite countertops, and a large island.
A kitchen with dark wood cabinets, a stainless steel stove, and a large refrigerator.
An aerial view of a coastal property with a large house, a swimming pool, and several boats docked near the water.

Reviews

10 out of 10
Exceptional

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the beach and sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Anne's Beach

Popular amenities

  • On beach
  • Balcony
  • Toys
  • Barbecue grill
  • Air conditioning
  • Pet-friendly

Explore the area

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

Rooms & beds

5 bedrooms (sleeps 12)

Bottom bedroom -3

1 Twin Bunk Bed

Bottom bedroom - 2

1 Queen Bed

Bottom floor - 1

1 Double Futon and 1 Queen Bed

Main level

1 King Bed

Master

1 King Bed and 1 Double Futon

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area

Add dates for prices

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About the neighborhood

Islamorada

Located on the beach, this vacation home is in Matecumbe, a neighborhood in Islamorada. San Pedro Underwater Archaeological Preserve State Park and Indian Key Historic State Park are local landmarks, and some of the area's activities can be experienced at Robbie’s of Islamorada and Bud n' Mary's Dive Center. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Jet skiing, kayaking, and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
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Map
Islamorada, FL

What's nearby

  • Sunset Drive Beach - 6 min walk - 0.5 km
  • Anne's Beach - 9 min walk - 0.8 km
  • Robbie’s of Islamorada - 6 min drive - 7.6 km
  • Bud n' Mary's Dive Center - 10 min drive - 12.6 km
  • Florida Keys Brewing Co. - 12 min drive - 15.9 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 29 min drive

Restaurants

  • ‪Hungry Tarpon Restaurant - ‬5 min drive
  • ‪Habanos Oceanfront Dining - ‬7 min walk
  • ‪Lazy Days Restaurant - ‬8 min drive
  • ‪Papa Joe’s Waterfront - ‬8 min drive
  • ‪The Galley - ‬2 min walk

Frequently asked questions

Is "Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!" pet-friendly?

Yes, this property allows pets (limit 1 total).

How much does it cost to stay at "Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"?

As of Nov 12, 2026, prices found for a 1-night stay for 2 adults at "Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!" on Nov 13, 2026 start from $358, 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.

What time is check-in at "Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"?

Check-in begins at 4:00 PM.

What time is check-out at "Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!"?

Check-out is at 10:00 AM.

Where is "Islamorada Waterside Getaway: Prime Fishing, Sunset Views, Beachside Bliss!" located?

Nestled on the beach, this Matecumbe vacation home is within a 10-minute walk of Sunset Drive Beach and Anne's Beach. San Pedro Underwater Archaeological Preserve State Park is 2.8 mi (4.6 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 20 out of 20 reviews
Rating 8 - Good. 0 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Pictures don’t do this place justice. The view is incredible!!
Stayed 36 nights in Jan 2026
Verified review

10/10 Excellent

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

Winter retreat

Fantastic location, fantastic property, fantastic host
Stayed 29 nights in Jan 2025
Verified review

10/10 Excellent

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

This our third year staying at this property and already reserved next year. Great views

Great views, quiet neighborhood but access to everything in Islamorada.
Stayed 36 nights in Jan 2023
Verified review

10/10 Excellent

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

Loved it

Wonderful house with great water views. Lot of good restaurants in the area.
Stayed 28 nights in Feb 2023
Verified review

10/10 Excellent

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

Doug

Very nice and easy access to Atlantic or Gulf
Stayed 38 nights in Dec 2024
Verified review

10/10 Excellent

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

4th year

This is our 4th year at this property. The views, protected anchorage, quiet neighborhood and comfortable house keep bringing us back. The host is fantastic and we couldn’t enjoy the experience more.
Stayed 50 nights in Jan 2024
Verified review

10/10 Excellent

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

Beautiful sunsets

As always, we had a wonderful month with family dropping in and having a good time. There was room for everyone. The kitchen is well stocked with pots and pans and gadgets that we didn’t even know how to use. We can’t find a better place to stay. And the sunsets are the best!Thank you Carrie!
Stayed 29 nights in Mar 2025
Verified review

10/10 Excellent

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

yearly visit

We were given our code to get in and found our way in without a problem. As usual, everything was sparkling clean just waiting for our arrival. Our children have been able to visit and enjoy the paddle boards and sunshine. We are looking forward to another wonderful visit next year.
Stayed 36 nights in Mar 2024
Verified review

10/10 Excellent

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

A month to remember

The location and the house, the view and the responsive of our hosts was absolutely wonderful. A few minor glitches were addressed immediately and communication with them was perfect. They even decorated the house for us for the holidays. I highly recommend this property for your extended stay in paradise!
Stayed 28 nights in Dec 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
The house is great, the boat lift is very nice, the only problem that we had was the driveway to the house was blocked by other vehicles several times and we had to keep asking people to move there cars,
Stayed 28 nights in Jul 2025
Response from VrboOwner on Sep 3, 2025
We are so glad that you enjoyed our home and location. My apologies that neighbors were blocking the driveway - had we known I would have most certainly have addressed the situation and ensured the driveway was clear at all times.
Verified review

10/10 Excellent

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

Beautiful view - great location for Lobster Season

We stayed with family and friends for lobster season- GREAT location for getting to the lobster spots quick! Large dock for larger boats. Beautiful sunsets. Functional House layout (minus the washer and dryer being in the master bathroom). Only thing missing was a pool! But we would gladly stay here again. Great memories made!
Stayed 31 nights in Jul 2023
Verified review

10/10 Excellent

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

Perfect for Friends and Family

The house has three levels of bedrooms which helps to separate our teens/young adults from the older group. The house is extremely spacious and the decks offer spectacular views. We had a couple of minor issues which the property manager responded to immediately (amazing for the keys - since everyone is laid back). It had a well equipped kitchen, two refrigerator/freezers, tons of bath towels and plenty of space for our stuff. Everything was in working order. We only stayed one month, but next year will stay even longer. The cove is shallow and we had difficulty with our grady white on the lift when the tide went out. I recommend this house for a true islamorada experience.
Stayed 31 nights in Jun 2023
Verified review

10/10 Excellent

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

Sunsets & Blue Water

The house is beautiful. It is tucked into a lovely very quiet cove on Florida Bay. The house has three levels and two inside staircases. There is a bedroom on the main level, which includes the kitchen, living room and dining area. The wrap around porch on the main level is perfect. On the upper level there is a widow's walk which is where we watch most of the sunsets. Sunsets are not to be missed because they are so spectacular. The home is well equipped with TV access on every level, plenty of seating, a large dining table and breakfast bar. The kitchen has everything for making dinners and boat drinks and even has an alcove for computers/printers for those wishing to work while staying there. The property manager is a gem! Extremely responsive to any question. We had a small issue with an a/c unit. It wasn't discovered until late in the day when we returned from fishing. We were perfectly fine waiting until the next day for service, but she insisted on having someone there that day to fix it! There is a boat lift which will accommodate up to a 30' boat. Although the neighbors in front should trim back their bushes which hang in front of the lift. Low tide could affect getting in or out on the lift. There are loads of paddleboards, safety equipment and oars. Wonderful for an idyllic afternoon. The grill is on the downstairs patio which is great, allowing us to play games while grilling. There is a place for a trailer and room for two cars. Don't miss this!
Stayed 38 nights in Jun 2024
Verified review

10/10 Excellent

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

Beautiful Home - Great Stay

We really enjoyed our stay at this beautiful home. We highly recommend staying here.
Stayed 29 nights in Apr 2022
Verified review

10/10 Excellent

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

Beautiful views, great house, great location

We thoroughly enjoyed staying at this very nice house. Many nice waterfront restaurants near by. Beaches close by. We recommend it!
Stayed 30 nights in Mar 2022
Verified review

10/10 Excellent

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

February vacation at the keys

Great location great house and great host. Enjoy the beautiful sunset at this location every evening. Looking forward to getting back to this location thank you.
Stayed 30 nights in Jan 2022
Verified review

10/10 Excellent

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

Winter getaway

This is the second year we stayed for a month. No better place to stay. Quiet peaceful neighborhood. Sheltered cove. Love the views and the house is very comfortable. Didn't want to leave.
Stayed 33 nights in Dec 2021
Verified review

10/10 Excellent

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

Fantastic property, accurately represented

We had “working vacation” at this property on lower mat. Comfortable, well equipped property, attentive owners, great location. We rented a boat for the month and thoroughly enjoyed exploring and enjoying this part of the Keys. We had family and friends join for a couple of long weekends and the house layout was great for additional guests as well as home office spaces for the two of us. Sunset views are breathtaking and we swam off the dock nearly every day. Highly recommend this property for a monthly rental.
Stayed 28 nights in Jan 2021
Verified review

10/10 Excellent

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

Winter/COVID escape

Absolutely loved our stay at this property. Stayed for a month with our adult children, all working remotely. Beautiful setting and home. Convenient to stores and restaurants in Islamorada. No glitches with the WIFI. Owner was super accommodating, even offering to decorate the house for the holidays. No hesitation in giving this property and owner the highest rating.
Stayed 29 nights in Dec 2020
Verified review

10/10 Excellent

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

Beautiful and convenient

We spent 5 weeks at this property and really enjoyed the location, the amenities and the beautiful sunsets. The owner was available and helpful in all areas! Great time!
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