See all properties
Entire home

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

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

A heated pool
Children’s area
Marina
Property grounds
Fridge, microwave, oven, stovetop

Entire home

2 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Parking available
  • Gym
  • Dryer
  • Washer

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 in ISLAMORADA -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

Add dates for prices

Property amenities

Beach

  • On the beach
  • Beach loungers
  • Beach towels

Pool/Spa

  • Communal pool
  • Fenced private pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Car required
  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster
  • Water dispenser

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

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

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

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

Outdoor areas

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

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • In a village
  • In the city centre
  • Near a health/beauty spa
  • Near a hospital
  • Near a zoo
  • Near the marina
  • Near the ocean

Things to do

  • Boat
  • Golf
  • Gym
  • Heated pool
  • Kayak
  • Pickleball
  • Tennis
  • Water park
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks 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

General

  • At least 80% lighting from LEDs
  • Comprehensive recycling policy
  • Double-glazed windows
  • Eco-friendly cleaning products used
  • Electric car charging station
  • Energy-saving switches in guestrooms
  • Garden
  • Gated community
  • Local artist showcase
  • Locally-owned and organised tours and activities
  • No plastic coffee stirrers
  • No plastic drinking straws
  • No plastic soft drink bottles
  • No plastic water bottles
  • Property located in a resort
  • Reusable cups
  • Reusable tableware
  • Water dispenser usage encouraged
  • Water-efficient showers
  • Water-efficient toilets

Similar properties

Exterior

OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars

  • Sea view
  • Pool
  • Kitchen
  • Washer
10.0 out of 10, Exceptional, 193 reviews
OCEAN VIEW ANGLERS REEF - POOL, DOCK, BEACH. Walk or Bike to local food + bars

Policies

Check-in

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

Check-out

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

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
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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 transport to and from this property

Property is also known as

Angler's Reef Islamorada Luxury Home Docks Pool Beach
Angler's Reef Islamorada Luxury Home Docks Pool Beaches
Angler's Reef Islamorada Keys Luxury Slips Pool Beaches
ANGLER'S REEF ISLAMORADA LUXURY HOME SLIPS POOL BEACHES
Angler's Reef Luxury Ocean Views Docks Heated Pool Beach
ANGLER'S REEF ISLAMORADA LUXURY KEYS HOME DOCKS POOL BEACH
Angler's Reef Islamorada FL Keys Luxury Slips Pool Beaches
ANGLERS REEF LUXURY HOME Pool Ocean View Dock Available Beach
January Steal Angler's Reef Home Ocean Views Docks Heated Pool
DEC JAN Bargain Angler's Reef Home Ocean Views Docks Pool Beach
Keys Open! Oceanfront Anglers Reef Luxury Home Slips Pool Beach
"ANGLERS REEF LUXURY HOME Pool Ocean View Dock Available Beach"
ANGLERS REEF LUXURY HOME Pool Beach on Ocean View Slip Available
OCEANFRONT ANGLER'S REEF ISLAMORADA LUXURY HOME DOCKS POOL BEACH

About the area

Map
Islamorada, FL

What's nearby

  • Windley Key Fossil Reef Geological State Park - 7 min walk - 0.7 km
  • Theater of the Sea - 10 min walk - 0.9 km
  • Founders Park - 4 min drive - 4.0 km
  • Islamorada County Park - 4 min drive - 4.4 km
  • Florida Keys Brewing Co. - 8 min drive - 7.7 km

Getting around

  • Miami International 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

Does OCEANFRONT ANGLERS REEF in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards have a pool?

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

Is OCEANFRONT ANGLERS REEF in ISLAMORADA -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 in ISLAMORADA -Pool, Dock, Beach, Kayaks, Paddle Boards?

Check-in begins at 5:00 PM.

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

Checkout is at 10:00 AM.

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

Located in Islamorada, this beachfront holiday home is in the city centre 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 miles (5 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

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

Reviews

10

Exceptional

Rating 10 - Excellent. 175 out of 183 reviews
Rating 8 - Good. 7 out of 183 reviews
Rating 6 - Okay. 0 out of 183 reviews
Rating 4 - Poor. 0 out of 183 reviews
Rating 2 - Terrible. 1 out of 183 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Emily C.

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

10/10 Excellent

Kenneth C.

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

10/10 Excellent

Leslie G.

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

10/10 Excellent

Diane P.

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

10/10 Excellent

Maria C.

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

10/10 Excellent

Michael W.

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

Another great time at Anglers Reef

We've visited Angler's Reef many times over the years and haven't been let down yet. First time in Linda's & Roger's home. It is a very nice home; furnishings nice, appliances all work, home was just as described. Owners were easy to communicate with; converted twins to King and arranged dock access for us in advance. I'd highly recommend to anyone.
Stayed 7 nights in Feb 2025

10/10 Excellent

Sue M.

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

Beautiful house and area

The house we stayed in was immaculate and so attractive-exactly as pictured. We felt very safe in the gated community. We used the kayaks and pool and walked the area frequently. We rented bikes and had great areas to ride in. This was a very quiet, relaxing vacation. Lots of waterside restaurants to enjoy. The owner, Roger, was a great communicator.
Stayed 7 nights in Feb 2025

10/10 Excellent

Kathy R.

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

Lovely Condo in a Welcoming Neighborhood

We had a wonderful stay at this lovely condo! It was very clean and had a well-equipped kitchen. The host was incredibly responsive to our questions. I chose to communicate via email had responses in a timely manner. The check-in process was smooth. Another thing I loved, the neighbors were incredibly welcoming and helpful. Overall, we highly recommend this condo for a great stay in Islamorada!
Stayed 7 nights in Feb 2025

10/10 Excellent

Phil T.

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

10/10 Excellent

Jeffrey L.

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

Beautiful Islamorada Cottage

The Cottage was in a great location and had everything we needed for our stay. From the initial questions we had to our last day there, the owners were prompt and on top of everything. The cottage itself is beautiful and warmly decorated. We stayed the week before Thanksgiving but the owners had a some Christmas decorations up which made us feel at home. We will definatley stay at the cottage again.
Stayed 7 nights in Nov 2024

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

Anita O.

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

The best week in Islamorada

Great house, great community, great location. The kayaks, pool and dock for fishing were enjoyed by our group of six families, including 3 generations in multiple houses. Publix, restaurants and other activities are close by. The owner is extremely responsive and took care of an A/C issue quickly, even though it was after business hours.
Stayed 7 nights in Jun 2024

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

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

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

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

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

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

Verified traveller

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

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

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

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

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

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

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