Entire home

OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach

Photo gallery for OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach

A two-story yellow building with a balcony, a covered parking area, and tropical landscaping.
A living room with a gray sectional sofa, a white patterned armchair, and a glass coffee table. There are two floor lamps, a ceiling fan, and a decorative mirror on the wall.
A kitchen with white cabinets, a granite countertop, a microwave, a stove, and three teal bar stools.
A dining area with a round table set for four, white chairs with cushioned seats, a chandelier with three light fixtures, and a kitchen in the background with white cabinets and a granite countertop.
A bedroom with a bed, bench, nightstand, lamp, and a painting on the wall.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Family fun awaits
    Top-rated for families.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the beach and sea.

Popular amenities

  • Balcony or patio
  • On beach
  • Outdoor pool
  • Toys
  • On-site fitness centre
  • Outdoor barbecue

Explore the area

View map
Islamorada, FL
  • Place, Hog Heaven
    ‪6 min walk‬
  • Place, Windley Key Fossil Reef Geological State Park
    ‪7 min walk‬
  • Place, Theater of the Sea
    ‪10 min walk‬

Rooms & beds

2 bedrooms (sleeps 6)

Guest Bedroom

2 Single Beds

Master Bedroom

1 King Bed

Sleeper sofa

1 Queen Sofa Bed

2 bathrooms, 1 half bathroom

Guest Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Half bath on first floor

Soap · Towels provided · Toilet

Master Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

Add dates for prices

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About the area

Islamorada

Located in Islamorada, this holiday home is in the city centre and on the beach. History of Diving Museum and Keys History & Discovery Center are cultural highlights, and some of the area's landmarks include Hurricane Monument and Indian Key Historic State Park. Consider Hog Heaven for a night out or MoradaWay Arts & Cultural District if you're travelling with kids. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with hiking/biking trails and ecotours.
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Map
Islamorada, FL

What's nearby

  • Hog Heaven - 6 min walk - 0.6 km
  • Windley Key Fossil Reef Geological State Park - 7 min walk - 0.7 km
  • Theater of the Sea - 10 min walk - 0.9 km
  • Baker's Cay Resort Beach - 19 min drive - 25.3 km
  • John Pennekamp Coral Reef State Park - 23 min drive - 28.9 km

Getting around

  • Miami International Airport (MIA) - 101 min drive

Restaurants

  • ‪Hog Heaven - ‬6 min walk
  • ‪Lorelei Restaurant & Cabana Bar - ‬5 min drive
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Wendy's - ‬5 min drive
  • ‪Tiki Bar - ‬2 min drive

Frequently asked questions

Does OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach?

On-site parking is available at the property.

What time is check-in at OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach?

Check-in begins at 5:00 PM.

What time is check-out at OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach?

Checkout is at 10:00 AM.

Where is OCEANSIDE ANGLERS REEF HOME- Gated community- Pool, Dock, Private Beach located?

Located in Islamorada, this beachfront holiday home is in the city centre and within a 10-minute walk of Hog Heaven and Windley Key Fossil Reef Geological State Park. Founders Park and Islamorada County Park are also within 2 miles (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 184 out of 193 reviews
Rating 8 - Good. 8 out of 193 reviews
Rating 6 - Okay. 0 out of 193 reviews
Rating 4 - Poor. 0 out of 193 reviews
Rating 2 - Terrible. 1 out of 193 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay here! Our kids loved the big pool, the views were beautiful, these cottages are very cute and plenty of room. Definitely perfect for renting a boat. We will definitely come back!!
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great time
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Community was clean and well kept, home was also clean and welcoming.
Stayed 7 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a very nice stay at Windley Cottage. Roger & Linda were very nice to work with. They responded quickly to all our questions before our trip and checked in with us during our stay to make sure we had everything we needed.
Stayed 14 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was clean and well kept. The community is beautiful and the amenities were so useful. Having the dock on site was a dream for my boat loving family!
Stayed 7 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location was perfect. The house was in perfect shape and well maintained. Just a short 30 second walk to the pool looking out over the Atlantic. Another 30 second walk to the private beach. Numerous wonderful restaurants on the water within a 10 minute drive. It was a 10 out of 10.
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

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

Great Visit & Location

We had a wonderful time at Anglers Reef. Highly recommend this rental, the ease of use and location are fantastic!
Stayed 7 nights in Apr 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property. Very clean and had everything we needed. The whole complex is very nice and loved our stay. Owners very good with communication and friendly.
Stayed 7 nights in May 2025
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy
Overall a good trip. A few items needed to be taken care of, but it didn't stop us from having a great time.
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a very nice stay at Windley Cottage. Roger & Linda were very nice to work with. They responded quickly to all of our questions prior to our trip and checked in with us during our stay to make sure we had everything we needed.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

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

An amazing time in Islamorada!

Rodger and Linda is home and Islamorada is wonderful. They are unbelievably accommodating property owners and made the trip extra special. I look forward to returning and staying there again.
Stayed 7 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was absolutely beautiful. We loved our stay. The kitchen was fully stocked, the rooms were beautiful, the location was perfect, the hosts were welcoming and so easy to work with. The only downside was the listing says oceanfront, so I thought the home was on the ocean. It isn’t, it is in an oceanfront community, but the home sits one or two rows off the ocean, with no ocean view.
Stayed 7 nights in Nov 2025
Response from VrboOwner on 10 Dec 2025
Rene, We're pleased you enjoyed your stay in Windley Cottage. Our home is in "Oceanfront Anglers Reef", less than 50 yards from the ocean. Yes, there's one home between us and the ocean and we have peek-a-boo ocean views, which we accurately explain in the listing description and aerial photos. We're sorry that it did not meet your expectations. Second row allows for a quieter stay with less pool noise. Linda and Roger
Verified review

10/10 Excellent

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

Excellent Keys Stay

Lodgings first rate. Boat access to Mahi and Grouper catches.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

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

Fabulous Cottage!

Nicest property we have stayed in so far in the wonderful Angler’s Reef community!
Stayed 7 nights in Apr 2021
Response from VrboOwner on 11 Apr 2021
Kent and Bill, It's fabulous to hear that! We look forward to your return the same time next year! Linda and Roger
Verified review

10/10 Excellent

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

Great place

Very nice
Stayed 7 nights in May 2024
Verified review

10/10 Excellent

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

Great place to stay

As alway Anglers Reef is a great place to stay and offers fantastic amenities and accommodation. The only problem was that temperamental lock for the front door. However Roger was extremely good at letting us in and out throughout our stay.
Stayed 7 nights in Nov 2024
Verified review

10/10 Excellent

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

Great property

We very much enjoyed our stay at Windley Key. The house was well stocked, very clean and beds were super comfortable. Communication with Linda & Roger was great. The property was very clean, pool was great (nice & warm for our cool week) and the beach area is very nice.Would highly recommend this property!
Stayed 7 nights in Jan 2025
Verified review

10/10 Excellent

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

I was overwhelmed with the place we stayed at it was beautiful location!

It was the nicest little community I ever saw it was the best . I could keep my boat at the Slip. The place was beautiful. Great location.
Stayed 7 nights in Sep 2023
Verified review

10/10 Excellent

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

Fantastic Home

Perfectly equipped, spotlessly clean, very comfortable! Perfect location, the complex is super nice, pool is great and entire complex is extremely well kept. We would definitely stay here again…can’t wait…
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

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

Islamorada get away

Clean, inviting, all amenities at hand.
Stayed 7 nights in Dec 2022
Verified review

10/10 Excellent

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

Stay 12/16-23

Had a great stay at anglers reef. House and property were wonderful. We enjoyed the kayaks and fishing from the dock.
Stayed 7 nights in Dec 2023
Verified review

10/10 Excellent

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

Islamorada vacation

We had such a nice time at the Windley Cottage. The owners effectively communicated information about the home and check in before the stay, making arrival very easy. The home was very clean and had everything that we needed. The Anglers Reef area was nice and quiet. We enjoyed walks to the docks, kayaking, and swimming in the pool. We absolutely loved Islamorada and hope to visit again!
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

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

Week trip to Islamorada

We had a great visit! Great central location and perfect amenities for our family! Enjoyed the pool, fishing at the docks, kayaking and the comfortable space and cleanliness! Hosts checked on us every step of the way and made everything super easy! Would highly recommend for sure!! We will be back!!
Stayed 7 nights in Feb 2025
Verified review

10/10 Excellent

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

Lovely architecture!

We loved this beautiful home and surroundings. It was peaceful and quiet and very well situated for us. The hosts were attentive and communicated well. It was the most graceful neighborhood in the Keys! We will come back, definitely!
Stayed 7 nights in Jan 2025
Verified review

10/10 Excellent

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

Great Fall Break

We truly enjoyed our stay and found Angler’s Reef to be a wonderful property. Linda and Robert are great hosts, super responsive, and Windley Cottage is beautifully, decorated and exceptionally clean. We will be back for sure!
Stayed 7 nights in Sep 2023
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