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Entire home

Living room. Original open beam ceiling and floors.

Overview
Amenities
Policies
Location
Host

Exceptional

1 bedroom1 bathroomSleeps 2102 sq m

Popular amenities

Pet-friendly

Kitchen

Air conditioning

Dryer

Washer

Barbecue grill

Check-in time

3:00 PM

Check-out time

10:00 AM

Explore the area

Islamorada, FL

Florida Keys Brewing Co.14 min walk
Bud n' Mary's Dive Center4 min drive
Theater of the Sea4 min drive
Miami, FL (MIA-Miami Intl.)94 min drive

Most relevant reviews

10/10 Excellent

Only one word … FANTASTIC 😊

Brian G.

Mar 9, 2024

Rooms & beds

1 bedroom (sleeps 2)

Master

1 King Bed

Office 1

1 Single Bed

1 bathroom

Bathroom 1

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

Spaces

Deck or patio

Kitchen

Garden

Dining Area

About this property

WATERFRONT KEYS COTTAGE GREAT RATES ! Walking distance to world famous Lorelei

1940s Keys Cottage with *dockage available. Waterfront and walking distance to world famous Lorelei Cabana Bar & Restaurant as well as local breweries too ! We can arrange custom days of stay, less than 7 days, if you are booking a sunset/sandbar/fishing charter with our family. Enjoy the peace and privacy of the large, natural waters edge property with the convenience of being minutes away from some of the best dining and outdoor activities in the Florida Keys. Relax in our 1940's "Old Florida Keys" style cottage which is updated while still maintaining its original look and feel ~ Original open beam ceilings and hard wood floors. TV and Wi-Fi . Central air. King size bed in bedroom. There is one bath with original 1940s tile on walls, laundry area with full size washer and dryer. There is a second room that offers a desk for remote work and sitting area as well. We want you to enjoy your experience in the beautiful Florida Keys !! We are lifetime residents and our children born and raised here as well. This property is located conveniently within walking distance or at most a less than half a mile to most Islamorada restaurants and local breweries. Kayak rentals and paddleboard rental is available for delivery to property. Great area for kayaking and paddle boarding. Launch right from waters edge of property. Please contact me prior to booking with any questions as I always want to make sure that the cottage is a good fit for prospective renters. Dockage is available at property for up to 35' boat for a fee of $50 per day payable upon arrival. No children please as the property is not fenced along the extensive water frontage and is not suitable. We have two licensed fishing captains in the family which offer our guests discounts for fishing, snorkeling, sandbar, sunset and eco tours. Let me know if you would like information. Thanks for checking out our listing :) If you book you will have a great time! *** Dockage is $50 per day payable upon arrival not included in VRBO reservation fees ***

Property manager

Jackie

Languages

English

Amenities

Kitchen

Washer

Dryer

Pet-friendly

Free WiFi

Air conditioning

Ocean view

Kitchen

Pet-friendly

Free WiFi

House Rules

Check in after 3:00 PM

Minimum age to rent: 21

Check out before 10:00 AM

Children

Adults only

Events

No events allowed

Pets

Pets allowed: dogs less than 9 kg per pet (limit one pet total)

Smoking

Smoking is not permitted

Please NO smoking !!

NO FISHING FROM DOCK

No swimming from dock. No diving or jumping from dock

No events at the property

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

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, a first aid kit and a deadlock

About the area

Islamorada

Located on the waterfront, this cottage is in Matecumbe, a neighbourhood in Islamorada. Keys History & Discovery Center and MoradaWay Arts & Cultural District are cultural highlights, and some of the area's activities can be experienced at Islamorada Brewery & Distillery and Florida Keys Brewing Co.. Discover the area's water adventures with kayaking, snorkelling and waterskiing nearby, or enjoy the great outdoors with cycling.

View more Cottages in Islamorada

Islamorada, FL

What's nearby

Florida Keys Brewing Co. - 14 min walk
Hurricane Monument - 17 min walk
History of Diving Museum - 19 min walk
Bud n' Mary's Dive Center - 4 min drive
Theater of the Sea - 4 min drive

Getting around

Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive

Restaurants

‪Lorelei Restaurant & Cabana Bar - ‬3 min walk
‪Islamorada Fish Company - ‬17 min walk
‪Islamorada Beer Company - ‬8 min walk
‪Florida Keys Brewing Co. - ‬16 min walk
‪Square Grouper - ‬3 min drive

Frequently asked questions

Is WATERFRONT KEYS COTTAGE GREAT RATES ! Walking distance to world famous Lorelei pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

What time is check-in at WATERFRONT KEYS COTTAGE GREAT RATES ! Walking distance to world famous Lorelei?

Check-in begins at 3:00 PM.

What time is check-out at WATERFRONT KEYS COTTAGE GREAT RATES ! Walking distance to world famous Lorelei?

Checkout is at 10:00 AM.

Where is WATERFRONT KEYS COTTAGE GREAT RATES ! Walking distance to world famous Lorelei located?

Located in Matecumbe, this cottage is within a 10-minute walk of Keys History & Discovery Center, Islamorada Brewery & Distillery and Matecumbe United Methodist Church. Hurricane Monument and Florida Keys Brewing Co. are also within 15 minutes.

Exceptional

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

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Karla M.

21 June 2024

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

Perfect getaway!

Such a beautiful property. Enjoyed all the wildlife! Wish we could have stayed longer. The home was perfect for the two of us. Very clean and open! Hope to go back soon. Owners were easy to communicate with.

Stayed 5 nights in Jun 2024

10/10 Excellent

Gerard L.

28 Apr 2024

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

Vacation getaway!!

Enjoy your property very much. Loved the location!!!

Stayed 4 nights in Apr 2024

10/10 Excellent

Amanda H.

22 Apr 2024

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

30th Anniversary

My husband has wanted to fish Islamorada for years. We decided to celebrate our 30th and make his dream come true. This house was an absolute treat! We loved every minute of our time in Islamorada! This property is so convenient, quaint and comfortable. We just loved it! Jackie was wonderful to work with! We will be back!

Stayed 4 nights in Apr 2024

10/10 Excellent

John B.

13 Apr 2024

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

Wow! Awesome everything…..

Location, location, location…….this place has it all. The amazing sunsets, great location for walking to restaurants and breweries, convenient for groceries and the house was perfect for just the two of us. The owner is the best with great communication too. We will definitely be back in the future.

Stayed 7 nights in Apr 2024

10/10 Excellent

Char & Bill S.

6 Apr 2024

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

Booked again for next year!

The moment we pulled into this property we were in love. Brightly painted murals cover one side of the house and the fence behind. A picnic table sits between the back door and fence, a covered sitting area on the water side of the house, a small water side sitting deck and a large fish cleaning station and boat docking platform.

Stayed 10 nights in Mar 2024

10/10 Excellent

Brian G., Norfolk va

9 Mar 2024

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

Our Florida chatue

Only one word … FANTASTIC 😊

Stayed 20 nights in Feb 2024

10/10 Excellent

Bryan B.

13 Jan 2024

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

Stunning property

What a beautiful property! The house is very clean and open. Location is perfect- within walking distance to Lorelei for great food and music and sunsets. We loved how we were tucked in by the mangroves and directly on the water. We got to see a lot of marine life - the neighbors had the hose out for a local manatee one morning. Amenities are fantastic (yes an actual quality kitchen knife and great cookware) and everything in the listing is accurate. Jackie was a fantastic host and helpful with any recommendations in the keys. Very responsive and very friendly. Highly recommend!

Stayed 4 nights in Jan 2024

10/10 Excellent

MARY

19 Dec 2023

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

LOVE THIS PLACE

This is the 3rd year in a row that I have rented this property during the first 2 weeks in Dec. It has everything one could want in a vacation rental. Lovely, well appointed, immaculate cottage & surrounding property. Furnished deck on the water ( the perfect place for morning coffee and evening cocktails).. The location is private and far enough off the Overseas Hwy to afford a quiet & peaceful stay yet convenient to everything needed for a great VRBO vacay; close enough so that you can walk to numerous great restaurants, shops, evening entertainment & all kinds of water recreation as well as more of the same within a short Uber, Lyft or Freebee drive so you can virtually park your car for the duration of the stay. I can't say enough great things about this property and it's wonderful hosts and can't wait to return for my 4th visit.

Stayed 14 nights in Dec 2023

10/10 Excellent

Jackie S., Fairhaven

25 Nov 2023

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

Best relaxing place we’ve stayed in a long time!

To summarize…..my husband just asked when can we go back!

Stayed 7 nights in Nov 2023

10/10 Excellent

Verified traveller

20 Nov 2023

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

Absolutely Wonderful!

The location is wonderful - quiet, private and made for relaxation. The cottage was very clean and had everything we needed. Owners are very easy to communicate with and recommended many great local spots. Highly recommend for a great get away!!

Stayed 7 nights in Nov 2023

10/10 Excellent

Joyce D., Egg Harbor Township, NJ

3 Nov 2023

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

Second visit is even better!

Relaxed and refreshed, we left this cottage after a second stay and both agreed that it was even better than the first visit. Everything we needed with plenty of space for the two of us. Very clean, well thought out, this cottage is a charming nod to old Florida with all of the modern amenities to make our week exactly what we needed. Jackie is a great communicator! We’ll be back again!

Stayed 7 nights in Oct 2023

10/10 Excellent

Jennifer J.

29 Oct 2023

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

Excellent!

Great location, cute cottage and very accessible to activities and restaurants. Would definitely book again!

Stayed 4 nights in Oct 2023

10/10 Excellent

Brandi L.

15 Oct 2023

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

A slice of the good life.

A very nice property tucked away from the main road . Great waterfront access for relaxing or boat activities . Many wonderfull restaurants within a short walking distance . A house with all the amenities you would expect . This rental is not one to be overlooked . We had a wonderfull time and hope to visit again !!!!

Stayed 6 nights in Oct 2023

8/10 Good

Tyler P.

11 Oct 2023

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

Perfect Getaway

My wife and I were looking for a perfect getaway down in the keys and she stumbled upon this location. We looked at the pictures and said it’s the one! We couldn’t have asked for more. It was our own little private oasis where we could just relax and be in peace but were also short distance to various activities. Best part was the shaded private drive as we walked to a local restaurant. We will be back!

Stayed 4 nights in Oct 2023

10/10 Excellent

Bill S.

5 Oct 2023

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

Couldn't have been more pleased, great accommodations, great location.

Property was well maintained both inside and out. Very cozy but yet spacious. Looking forward to returning sometime in the near future.

Stayed 4 nights in Sep 2023

10/10 Excellent

Jerri G.

9 Sept 2023

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

Cozy little cottage

This was the perfect place for me and my husband, there were neighors but there is so much beautiful trees and tropical folage everywhere it made it so private Great dock for our boat on a deep canal Pet friendly and perfect location for restaurants and shopping Will definitely be staying again

Stayed 12 nights in Aug 2023

10/10 Excellent

Jennifer D.

30 May 2023

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

Perfection

Our stay at Jackie’s home was incredible. The house was extremely clean and cozy. The view from the dock is unbeatable to watch the sun set or see manatees swimming by at all hours of the day. The location feels very private, yet it’s just walking distance from multiple restaurants for breakfast or dinner. We already want to make plans to come back. Jackie was a fantastic host!

Stayed 5 nights in May 2023

10/10 Excellent

Jennifer B.

13 Apr 2023

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

Great Keys Getaway!

We LOVED our stay here. As advertised, this is a clean, charming cottage. The location is secluded & peaceful with great waterfront views. We enjoyed watching the iguanas and fish. Great host with great communication! Would definitely stay here again!

Stayed 5 nights in Apr 2023

10/10 Excellent

LuAnne P.

9 Apr 2023

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

Charming Cottage

Charming cottage ! All you need for a great relaxing vacation. Close to many activities.

Stayed 7 nights in Apr 2023

10/10 Excellent

Reed D.

1 Apr 2023

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

Islamorada Beach Cottage

The cottage was excellent and as advertised. The privacy was appreciated and the adjacent canal provided much enjoyment viewing the manatees and the fish. The kitchen was well stocked, the grill works great and the sunny dining area made for fun meals. The king sized bed was comfortable and the on site full sized laundry made life easy. We used the reclining loungers found in the den and enjoyed sitting on the docks in the evenings. The small dock made for a perfect coffee spot. We would definitely stay here again if staying on Islamorada. Highly recommend!

Stayed 14 nights in Mar 2023

10/10 Excellent

Dana A.

21 Mar 2023

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

Wonderful birthday surprise!

For my husband's big birthday, I wanted to surprise him with a trip to the Keys. He's never been! While looking at properties last summer, I asked Jackie a few questions and she answered me quickly. The place is perfect for a couple! The sunsets where gorgeous, the house was comfortable and had everything we needed! We are already talking about when we can go back!

Stayed 7 nights in Mar 2023

10/10 Excellent

Brian G., Norfolk va

11 Mar 2023

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

Fantastic

Great location central to everything, great views private, owners had everything needed plus!! Easy docking for my boat and place to park trailer. Pet friendly, everything needed and wanted for couples, already rented for (3) weeks next year

Stayed 21 nights in Feb 2023

10/10 Excellent

Donna W.

9 Jan 2023

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

Wonderful Vacation Home & Location In Islamorada

My husband and I stayed for 3 weeks over the holidays. It was the PERFECT place to have our boat (close access to ocean/bay & ease of use at their boat dock) and bring our dog (large fenced-in property off a quiet street). The hosts were so responsive to our questions about a good place for a massage, hotel recommendations for friends who came to visit and tons of questions about using a boat in Islamorada. We loved the view from the dock and had Manatees visit often. We would definitely book this house again!

Stayed 20 nights in Dec 2022

10/10 Excellent

Ashley D.

1 Dec 2022

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

A Gem In The Keys

We spent a week over Thanksgiving and had a fantastic experience. This is an "above and beyond" kind of property. Here are the highlights: 1) Very, very clean 2) Wonderful location, highly walkable to many restaurants and bars 3) Well-stocked with everything you need 4) Super comfortable bed and fluffy towels 5) Outstanding water pressure. We will definitely be back to this property.

Stayed 7 nights in Nov 2022

10/10 Excellent

Bruce J., Melbourne, Florida

11 Nov 2022

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

Home Away From Home ….

We can’t say enough good things about this sweet cottage in Islamorada. We have been lucky enough to stay there several times now, and each time …. as soon as we pull in the driveway , you are reminded of what a magical place it is. Places this special don’t exist anymore here in Florida … much less in the Keys. The property is absolutely beautiful, with huge trees that rustle in the ocean breeze. The cottage is spotlessly clean, with many small touches that remind you that you are on vacation. It is well equipped, with everything you need to have a fantastic vacation in Islamorada. We can’t wait to visit again in a few months. Bruce & Sherry

Stayed 7 nights in Oct 2022