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

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129 Anglers Way, Angler's Reef, Islamorada Village of Islands, Florida Keys

Overview
Amenities
Policies
Location
Host

2 bedrooms2+ bathroomsSleeps 6

Popular amenities

Fireplace

Kitchen

Barbecue grill

Free WiFi

Washer

Dryer

Explore the area

Islamorada, FL

Windley Key Fossil Reef Geological State Park7 min walk
Theater of the Sea10 min walk
Founders Park3 min drive
Miami, FL (MIA-Miami Intl.)91 min drive

Rooms & beds

2 bedrooms (sleeps 6)

Guest Bedroom

2 Single Beds

Master Bedroom

1 King Bed

Sleeper sofa

1 Double Futon

2 bathrooms, 1 half bathroom

Guest Bathroom

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

Half bath on first floor

Soap · Towels provided · Toilet

Master Bathroom

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

Spaces

Deck or patio

Porch or lanai

Kitchen

Balcony

Garden

Dining Area

About this property

"Windley Cottage" is a private home in the small 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. Whether you’re looking for a couples’ retreat or an exciting Keys experience with the family, this home is the answer! Its central location is perfect for exploring all of the Florida Keys!

We have amenities for all ages! Enjoy a swim in our temperature-controlled pool. Paddle out to the sandbar on our paddle boards or kayaks. Cycle to the many gift shops and restaurants on our beach cruiser bikes. Scuba or snorkel the nearby coral reefs and shipwrecks, rich with underwater wonders. Fish or 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! Play pickle ball, tennis, swing, or swim at nearby Founders' Park. 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.

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!

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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".
If you prefer to book directly through us to save the Service fees and insurance fee, just let us know and we'll provide the appropriate quote.
For contact information, visit our website at: www.windleycottage.com. This property is also listed on Houfy, listing #105580.

Note: We also own a vacation rental property on Cape Cod, MA. Visit Vrbo listing 3757615 for photos and more information. This home is also listed on Houfy, listing #105631.

Property manager

Roger and Linda Robitaille

Premier Host

Protect your payment — always book on Vrbo

If someone asks you to book through them or pay them directly before you book on Vrbo, report it.

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Amenities

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

Outdoor space

Sunrise over the ocean from downstairs porch

Sea view

Kitchen

Washer

Dryer

House Rules

Check in after 5:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Very child-friendly! (See amenities)

Events

No events allowed

Pets

No pets allowed

Smoking

Smoking is not permitted

Apply all aerosol sprays outside and away from the decks. SHOULD ANYTHING BREAK OR NOT OPERATE CORRECTLY, PLEASE NOTIFY US IMMEDIATELY so we can fix.

Boat Slip Rental Fees are non-refundable. No boats with upper station or exceeding 9.0 feet bridge clearance are allowed in the marina.

No subletting of Windley Cottage or a rented boat slip.

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.

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

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

About the area

Islamorada

Located in Islamorada, this holiday home is in the city centre and on the beach. Florida Keys Brewing Co. and Florida Keys Dive Center are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Indian Key Historic State Park and San Pedro Underwater Archaeological Preserve State Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

View more Holiday homes in Islamorada

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
History of Diving Museum - 3 min drive

Getting around

Miami International Airport (MIA) - 92 min drive

Restaurants

Lorelei Restaurant & Cabana Bar - 5 min drive
Wahoo's Bar & Grill - 2 min drive
Hog Heaven - 6 min walk
Starbucks - 18 min walk
Whale Harbor Restaurant Marina - 3 min drive

Frequently asked questions

Is OCEANFRONT ANGLERS REEF LUXURY 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 LUXURY HOME- Pool, Dock, Beach, Kayaks, Paddle Boards?

Check-in begins at 5:00 PM.

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

Checkout is at 10:00 AM.

Where is OCEANFRONT ANGLERS REEF LUXURY HOME- 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. History of Diving Museum is 2.2 mi (3.6 km) away.

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Susan M.

17 May 2019

Fantastic, comfortable, well equipped cottage

What a lovely place to stay!. The accommodation was superb and extremely well equipped. Fantastically clean on arrival, very comfortably furnished, The amenities of Anglers' Reef were great. The pool is lovely. We would definitely stay there again.

Stayed 7 nights in May 2019

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Richard G.

20 Jan 2016

A home from home !

We stayed at Windley Cottage for a four week period over Christmas and found it to be the perfect vacation property for us. We are a retired couple who enjoy our home comforts when on vacation and this cottage provided every thing we needed. it was very clean and tastefully furnished, and we settled in very quickly. There are two very good restaurants within a five minute walk, as well as many others to choose from only a short drive away. Anglers Reef is a gated community and feels very secure and safe. The pool area is very clean and well kept, as is the beach. We had great communication with Roger and Linda who obviously take well justified pride in Windley Cottage. We have absolutley no hesitation in recommending this property to anyone considering a vacation in Islamorada.

10/10 Excellent

Dean B.

15 Apr 2024

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

Heather S.

8 Apr 2024

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

8/10 Good

Shane H.

2 Apr 2024

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

Great property

Great location in the keys, one of the more upscale gated communities in the keys. Nice pool area, plenty of water activities included. Two private beach areas. (HOA needs to add sand). House was nice, clean and had a very easy Bluetooth app that locked and unlocked the doors. Great idea when you are at the pool or on the water not dealing with keys. Overall experience of the community was great. We went with 2 other families that rented in the same community they did not have to pay to use a boat dock. We put $350 down and ended up not getting a boat we let the owners know a week before and we couldn’t get our money back. I checked the boat dock space while we were on property and it stayed empty all week. Felt like the right thing to do was give us our money back , especially after finding out the others didn’t get charged to begin with. Also, as mentioned above the house was great ,the area was great but the master bedroom mattress was terrible. They need to buy a new mattress. It was very uncomfortable, no comfort left in it at all. Either very cheap mattress or old mattress. We added as many blankets on top of it as possible to try and help. Another item to note is the garbage pick up comes twice on a Saturday to Saturday stay. Impossible to sleep past 445am. Woke everybody in our house up each time, as well as the other two families staying in anglers. Overall stay was great except the mattress. Would recommend if they put a new mattress on the bed.

Stayed 7 nights in Mar 2024

About the host

Hosted by Roger and Linda Robitaille

We both grew up in Western Massachusetts. For many years, we vacationed in South Florida over the holidays and yearned for its warm weather and gorgeous, tropical ocean waters. Now retired, our permanent residence is in Naples, Florida, where we enjoy power-boating, swimming, and bicycling all year long.

Why they chose this property

For years, we dreamed of owning a Keys home. The quaint, well-maintained conch homes and gorgeous landscaping in Anglers Reef captured our hearts immediately! "Windley Cottage" is the perfect location within the community - close to the pool and boat lagoon, yet farther from the road. With its "Keysie" charm and subtle beachy decor, we were sold!

What makes this property unique

Windley Cottage is in an architectural style known as a "Bahamian Conch Cottage" with high ceilings on both floors, porches, balconies, and metal roofing. The community is reminiscent of the classic structures of Key West. Although each of the homes has different individual details (dormers, gingerbread, hip or gabled rooflines, porch railing details), all are of the same basic style, providing the feeling of a village within the Village. A stroll through the community is a step back to simpler, more laid-back times (but with all the modern amenities).

Our particular home's pastel yellow painted clapboard siding is cheery and inviting. Large double-hung windows allow plenty of light into our home. Sitting on the back porch or on the guest room balcony marveling at the sunrise over the ocean or a sunset to the west is a treat.
The attention to details inside makes our home stand out among the others! It's so much more than a well-outfitted and maintained home! The delightfully decorated interior, includes some bead board and wainscoting, with a few custom beachy accents, complete the home's feel of a luxurious, tranquil accommodation. Mood lighting and an electric fireplace add to the romantic feel. Windley Cottage is truly special and we open our home to vacationers, like yourself, so that you too can enjoy it!