In the heart of Islamorada, Windley Cottage offers a tranquil retreat. This tastefully-decorated home is nestled among lush landscaping and just steps from the pool and docks. Enjoy a swim in our temperature-controlled pool or paddle out to the sandbar on our paddle boards or kayaks.
Reviews
1010 out of 10
Exceptional
Entire home
3 bedrooms3 bathroomsSleeps 6
Popular amenities
Ocean view
Kitchen
Washer
Dryer
Free WiFi
Add dates for prices
About this property
OCEANSIDE ANGLERS REEF HOME- Gated Community with Pool, Dock, Private Beach
"Windley Cottage" is a welcoming, tastefully-decorated home located at mile marker 85. It's 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. Angler's Reef is centrally located, 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, 3 paddle ball courts, bocce, tennis, a large playground, basketball courts, an exercise course with 18 stations, and a multi-purpose path within the 40-acre 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 in the great room 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.
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 of this property.
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 transportation
Electric car charging station on site
Car required
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Ice maker
Kitchen island
Lobster/crab pot
Microwave
Oven
Paper towels
Refrigerator
Spices
Stovetop
Toaster
Water dispenser
Dining
Dining table
Bedrooms
3 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
Smoking not allowed
Services and conveniences
Iron/ironing board
Phone
Location highlights
In a village
In the city center
Near a health/beauty spa
Near a hospital
Near a zoo
Near the marina
Near the ocean
On the waterfront
Things to do
Boat
Golf
Gym
Heated pool
Kayak
Pickleball
Tennis
Water sports equipment
Basketball nearby
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
Snorkeling 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)
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
Check-out instructions
The host requires you complete the following before checking out:
Start the dishwasher
Strip any used beds and gather used towels
Remove personal items
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Rules
Upon arrival, if something is broken, notify us immediately so you won't be accountable. If something breaks during your stay, call us ASAP.
Boat Slip Rental Fees are non-refundable. No upper station or boats exceeding 9.0 feet bridge clearance are allowed. No sub-letting slip or house.
Apply aerosol sprays outside and away from the decks.
Pets
Pets not allowed
Children and extra beds
Children are welcome
Note from host: Very child-friendly! (See amenities)
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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 # 26-0163.
We should mention
A car is required for transportation to and from this property
About the neighborhood
Located in Islamorada, this vacation home is in the city center 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. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and hiking/biking trails. Visit our Islamorada travel guide
Does ISLAMORADA PARADISE in ANGLERS REEF - Pool, Dock, Beach, Kayaks, Paddle Boards have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is ISLAMORADA PARADISE in ANGLERS REEF - Pool, Dock, Beach, Kayaks, Paddle Boards pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at ISLAMORADA PARADISE in ANGLERS REEF - Pool, Dock, Beach, Kayaks, Paddle Boards?
Check-in begins at 5:00 PM.
What time is check-out at ISLAMORADA PARADISE in ANGLERS REEF - Pool, Dock, Beach, Kayaks, Paddle Boards?
Check-out is at 10:00 AM.
Where is ISLAMORADA PARADISE in ANGLERS REEF - 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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OCEANSIDE ANGLERS REEF HOME- Gated Community with Pool, Dock, Private Beach Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
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.
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!
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.
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!
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.
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!
We had a 100% positive experience at this property. The home was beautiful both indoors and out—comfortable, clean, and thoughtfully maintained. Being in a gated community gave us an added sense of comfort and peace of mind. The pool was definitely our favorite spot, and we loved how conveniently close it was to the house. We also really enjoyed meeting and chatting with the other renters and owners—such a friendly and welcoming atmosphere. We’d absolutely stay here again and highly recommend it!
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!!
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!
We just spent a week at Windley Cottage and had an amazing time. The house was very clean and comfortable for our family of 4. Everything was comfortable and we felt very safe and at ease in the community. The property was centrally located to what the keys have to offer. Communicating with Roger and Linda was so easy and they were more than helpful with questions we had. I would stay here again in a heart beat and recommend it to anyone.
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.
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.
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!
Wonderful, well-maintained, clean home in paradise! Roger and Linda communicated before, during and after our stay to make sure everything was perfect. Morning coffee on the porch, lunch by the pool, and several delicious restaurants for dinner, nearby. Our teens had plenty to do from swimming, to fishing in the boat basin, and fishing charters out of Key Largo. A day trip to Key West is also very manageable. We loved the daily manatee visits to the boat docks on the property. A safe, quiet gated community that really is a place we hope to visit again very soon!
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!
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.
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.
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.
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!
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.