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OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards

Relax on one of two private beaches, then explore nearby coral reefs with snorkeling gear. End your day by cuddling up to watch your favorite movie after a busy day.

Photo gallery for OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards

A heated pool
Fridge, microwave, oven, stovetop
Unclassified image, 3 of 61, button
Exterior
On the beach, sun loungers, beach towels

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Parking available
  • Gym
  • Washer
  • Air conditioning
  • Kitchen
  • Dryer

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards

"Windley Cottage" is a private home in the exclusive gated community of Angler's Reef in Islamorada. This welcoming, tastefully-decorated home is located at mile marker 85, away from the highway , and just steps from the pool and docks. The “Bahamian conch style" home provides irresistible charm and comfort tucked in among lush landscaping. ts central location is perfect for exploring all of the Florida Keys!
Whether you’re looking for a couples’ retreat or an exciting Keys experience with the family, this home is the answer! Flexible bed arrangements. Call 239-250-4135 for more information. I
We have amenities for all ages! Enjoy a swim in our temperature-controlled pool. Paddle out to the sandbar on our complimentary paddle boards or kayaks. Cycle to the many gift shops and restaurants. Scuba or snorkel the nearby coral reefs and shipwrecks, rich with underwater wonders. Dive near the popular Alligator Reef Lighthouse, which is visible and easily accessible from Angler's Reef. For a fee, dock your boat in our protected lagoon with direct, deep-channel access on the Atlantic. Nearby marinas offer boat/jet ski rentals, fishing/scuba/snorkeling charters, and party boats for fun on the water. Whether you fish from shore or our docks, flats-fish in the back bays, or deep-water fish for big game, Islamorada has it all! Swim with the dolphins and learn about the local marine life at Theater of the Sea (1/2 mile from our home). Dine at one of the fabulous nearby restaurants, many offering nightly entertainment.

Just 2 miles north is Islamorada Founders Park at MM 87 Bayside. The park offers a shallow water beach, ball fields, playground, fishing jetty, driving cage, 3paddle ball courts, bocce, tennis, a large playground, and basketball courts, an exercise course with 18 stations, and a multi-purpose path within the 40-acre park. Bring your rental agreement for free entry to the park.

Other municipal parks include the Islamorada Library Beach and Anne’s Beach. The Windley Key State Geological Site, a state park, is a former coral rock quarry, where fossils of sea creatures can be seen throughout the park.

After a busy day, enjoy a glass of wine on one of our two private beaches. Play a board game on the back porch. Dim the pendant lights and turn on the fireplace as you cuddle up to watch your favorite movie after a busy day.

Just pack a few clothes and your toothbrush and head down to the Florida Keys for the vacation of a lifetime in the comfort and luxury of Windley Cottage! See why people from all over the world get sand in their toes and return here again and again!

Contactless check-in and check-out is on Saturdays. Please contact us if you want a different day. Our calendar is updated in real-time and posted rates are accurate. When you find the perfect dates for your stay, simply click on "Book Now".

STR#-24-0163
FL DBPR #DWE5403337

NOTE: We also own a vacation rental property on Cape Cod, MA. Visit Vrbo listing 3757615 for photos and further information.

Property manager

Roger and Linda Robitaille

Languages

English

Property amenities

Beach

  • On the beach
  • Beach sun loungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Shared/communal pool
  • Fence around the pool

Internet

  • Free WiFi

Parking and transportation

  • Electric car charging station on site
  • Onsite parking
  • Car required

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Toaster
  • Ice maker
  • Lobster/crab pot
  • Coffee/tea maker

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathrooms

  • 2.5 bathrooms
  • Shower
  • Hair dryer
  • Soap
  • Shampoo
  • Towels provided
  • Toilet paper

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV with cable/satellite service
  • Netflix
  • Streaming services
  • DVD player
  • Books
  • Games

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Dock

Laundry

  • Washing machine and dryer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near the ocean
  • Near the sea
  • In the city center
  • Near a health or beauty spa
  • Near a hospital
  • Near a zoo
  • In a village

Things to do

  • Water park
  • Fitness center
  • Pickleball court
  • Water sports equipment
  • Tennis on site
  • Kayak on site
  • Golfing on site
  • Boat on site
  • Snorkeling nearby
  • Sailing nearby
  • Scuba diving nearby
  • Jet skiing nearby
  • Swimming nearby
  • Water tubing nearby
  • Cycling nearby
  • Kayaking nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Recycling
  • Comprehensive recycling policy
  • Double-glazed windows
  • Eco-friendly cleaning products used

Similar properties

Exterior

Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip

  • Pool
  • Kitchen
  • Washer
  • Dryer
9.8 out of 10, Exceptional, 7 reviews
Beautiful Waterfront Villa 133 Anglers Reef with On-Site Boat Slip

Policies

Check-in

Check-in time starts at 5:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Very child-friendly! (See amenities)

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
This property uses eco-friendly cleaning products
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
Property Registration Number Islamorada Vacation License # VR-058, D.B.P.R. State Vacation Rental License DWE5403337., Islamorada Vacation License # 24-0163.

We should mention

A car is required for transportation to and from this property

Property is also known as

Anglers Reef Keys Ocean Views Pool Slip Beach Child-friendly
Anglers Reef Keys Ocean Views Pool Slip Beach Fall Special House
Anglers Reef Keys Ocean Views Pool Slip Beach Fall Special
Anglers Reef Islamorada Ocean Views Pool Slip Beach House
Anglers Reef Ocean Views Pool Slip Beach House
Anglers Reef Islamorada Ocean Views Pool Slip Beach
Anglers Reef Islamorada Ocean Views Pool Slip Beach House
Anglers Reef Islamorada Ocean Views Pool Slip Beach
Anglers Reef Ocean Views Pool Slip Beach
Anglers Reef Islamorada Ocean Views Pool Slip Beach House
25 OFF MAY 1-8 Anglers Reef Ocean Views Pool Slip Beach House
Anglers Reef Ocean Views Pool Slip Beach House
25 OFF MAY 1-8 Anglers Reef Ocean Views Pool Slip Beach
Anglers Reef Islamorada Ocean Views Pool Slip Beach
Anglers Reef Ocean Views Pool Slip Beach
Anglers Reef Islamorada Ocean Views Pool Slip Beach

About the neighborhood

Map
Islamorada, FL

What's nearby

  • Windley Key Fossil Reef Geological State Park - 7 min walk
  • Theater of the Sea - 10 min walk
  • Founders Park - 3 min drive
  • Islamorada County Park - 3 min drive
  • Florida Keys Brewing Co. - 6 min drive

Getting around

  • Miami Intl. Airport (MIA) - 101 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬5 min drive
  • ‪Hog Heaven - ‬6 min walk
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Whale Harbor Restaurant Marina - ‬3 min drive
  • ‪Islamorada Beer Company - ‬4 min drive

Frequently asked questions

Is OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards pet-friendly?

No, pets are not allowed at this property.

What time is check-in at OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards?

Check-in begins at 5:00 PM.

What time is check-out at OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards?

Check-out is at 10:00 AM.

Where is OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards located?

Located in Islamorada, this beachfront vacation home is in the city center and within 2 mi (3 km) of Windley Key Fossil Reef Geological State Park, Founders Park, and Islamorada County Park. Rain Barrel Village and History of Diving Museum are also within 3 mi (5 km).

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OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 164 out of 172 reviews
Rating 8 - Good. 7 out of 172 reviews
Rating 6 - Okay. 0 out of 172 reviews
Rating 4 - Poor. 0 out of 172 reviews
Rating 2 - Terrible. 1 out of 172 reviews

9.8/10

Cleanliness

Reviews

10/10 Excellent

Dean B.

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

10/10 Excellent

Roger W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place
Very nice
Stayed 7 nights in May 2024

10/10 Excellent

WILLIAM H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Retired
Vastly exceeded our expectations in every way, very clean and well laid out cottage, property was beautiful and well maintained, we fely safe and secure while at the property would stay there again.
Stayed 7 nights in Apr 2024

10/10 Excellent

Robyn O.

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

10/10 Excellent

Heather R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful house and hosts
Beautiful house in a nice gated community with a warm, clean pool overlooking the ocean. The complex includes a private beach and marina, and the house is within walking distance of a few restaurants and Theater of the Sea. Roger and Linda were very accommodating hosts and provided clear and helpful communications at every step. I really enjoyed my stay and would love to come back here again!
Stayed 7 nights in Feb 2024

10/10 Excellent

James P.

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

10/10 Excellent

Tana M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
1st
It was our first time to the keys.....the stay made us feel very comfortable...safe....and special to be able to have this opportunity.....thank you.
Stayed 7 nights in Jan 2024

10/10 Excellent

Natali T.

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

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property
This is the second time we rented Windly Cottage and would stay again.
Stayed 10 nights in Oct 2023

10/10 Excellent

kent n.

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

10/10 Excellent

William D., Montville, NJ

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great FL Keys Location by the Sea
Great FL Keys Location by the Sea. Home was great and as advertised. Loved the proximity to everything in Islamorada and the amenities of the Anglers Reef community. The use of the bikes, kayaks and paddleboards is a nice plus. Fishing options galore are everywhere - on shore, under bridges at inlets or shore boat excursions.
Stayed 7 nights in Dec 2023

10/10 Excellent

Patrick M.

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

10/10 Excellent

Greg B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Islamorada get away
Clean, inviting, all amenities at hand.
Stayed 7 nights in Dec 2022

10/10 Excellent

Molly H., Otsego

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for us!
Great unit in an awesome location everything you need and more! We will be back next year.
Stayed 7 nights in Feb 2023

10/10 Excellent

Greg H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fully equipped and clean
Very well appointed with two walk-in showers and 1/2 bath downstairs. Easy walk to pool and ocean .
Stayed 7 nights in Feb 2023

10/10 Excellent

Ken B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great neighborhood!
This is a great location with amazing amenities; the place had a ton of staples plus bikes, kayaks, etc. The hosts were very communicative and on top of everything. When we had hiccups, they quickly solved them. Note that if you like to turn off the AC and have all the windows open, you can't do that in this unit.
Stayed 7 nights in Dec 2023

10/10 Excellent

Michael M.

Fabulous home with everything you need for a wonderful stay.
The home is beautiful, clean and nicely situated for a great keys vacation. It is outfitted with linens, electronics and kitchen supplies to meet your every need. Grateful for washer and dryer and good air conditioning. Will definitely book our next key vacation there.
Stayed 7 nights in Aug 2018

10/10 Excellent

Sharon R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice Stay
Islamorado is our favorite place in the keys. The house we stayed is was great except we ours not get the washer to work. We took only a few clothes so we had to keep washing them in the sink. Other than that it was a great place to stay. Owner kept saying it was the water pressure but other house were able to use their washers.
Stayed 7 nights in Jan 2024

10/10 Excellent

Judith D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise
Anglers Reef is now at the top of our list to return to. The Windley Cottage was home away from home. Equipped with everything we needed. Beautifully decorated, very clean. We loved the pool, paddle boards, and the close proximity to everything. We will return!
Stayed 7 nights in Apr 2023

10/10 Excellent

Dave D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Keys vacation
Windley Cottage was a perfect escape from winter for our family. Nice house and community with plenty of amenities. Great pool, kayaks and paddle boards onsite...plenty to do. Tons of restaurants nearby and a good central location to explore all of the Keys. Linda and Roger made the process easy and are very responsive. Highly recommended.
Stayed 7 nights in Dec 2022

10/10 Excellent

Mary E R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Zen retreat
Very calming, cozy decor. Accommodations great. Had everything we needed. Nice supply of kitchen appliances and gadgets. Perfect location. Close to entrance. Steps from pool. Quiet atmosphere. Pool was beautiful. Easy access of bikes and kayaks. Grocery store and many restaurants close by. Definitely considering coming back.
Stayed 7 nights in Nov 2023

10/10 Excellent

Julie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay at Windley Cottage
What a great house! Clean from top to bottom. The neighborhood was quiet and well kept. Our kids enjoyed using the pool. The hosts were very responsive and provided lots of helpful information. Booking process was super easy. Would definitely stay again!
Stayed 7 nights in May 2021
This review was submitted before 2018 and has not been verified.

8/10 Good

Greg B.

GREAT PROPERTY FOR FAMILIES
My family of 4 had a great week. The pictures shown are an exact match as to what you get with this property. We saw every type of sea life possible. Direct quote from my kids 5 and 7 " BEST VACATION EVER".
Stayed 7 nights in Jun 2017

10/10 Excellent

Heather S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, beautiful, and CLEAN!
This house is beautiful, updated, and so clean! I really cannot overstate that. We travel a lot with our boys, and I typically don’t mind much, but always hope the location is clean. It was spotless when we arrived. The house has high ceilings and tons of space, convenient laundry set-up, and I think we counted, like 30 steps from the large pool. It’s in an enclosed neighborhood, and my younger two ran around with other kids playing manhunt at night. With the privacy fence around the houses, we felt they were very safe. Access to paddle boards and kayaks, this place is perfect for families. Our hosts provided tons of local knowledge, contacts, and things to do. It’s close to marinas, restaurants, ice cream. Loved it!!
Stayed 7 nights in Mar 2024
This review was submitted before 2018 and has not been verified.

10/10 Excellent

Jeff H.

Beautiful home and location!
Our family just returned from a week and we loved it! Decor was beautiful, location amazing, weather was perfect. It exceeded our expectations and we will be back for years to come. The Islamorada sand bar is a 5 min boat ride and diving reefs are very close. We rented a boat for the week from a marina close by (they actually delivered the boat to our dock) and we snorkeled, fished, lobsters from islamorada to key largo. Amazing vacation and home.
Stayed 7 nights in Aug 2017