Cottage in Upper Matecumbe Key, FL
4 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this cottage rental
The recently renovated Oceanside Cottage is located directly on the ocean with amazing morning sunrises over the ocean. The full moon rise over the water in front of the house is breathtaking!
2 Bedroom - 2 bath Modern Cottage:
The cottage has a beautiful cook's kitchen equipped with brand new appliances. Each bathroom is entirely new with modern fixtures including glass showers. There are 2 bedrooms, each with a private full bathroom. The brand new king sized mattress sets are known as the famous Westin Heavenly. Each bedroom has a beautiful view of the water through a private sliding glass door that leads to a oceanfront deck. The pool sits squarely in front of the cottage and has a stunning white marble pool ledge patio overlooking the ocean.
A constant onshore breeze drifts through the house with pure, invigorating ocean scents. The house sits across from the Alligator Lighthouse, an amazing snorkeling spot, and snorkeling at Cheeca Rocks is just a few moments anyway by boat. The dock easily accommodates one bay style boat with immediate access to deep water.
Islamorada has fantastic restaurants, cafés, bakeries, marinas, charters, and needless to say it is the fishing capital of the world. There is so much to enjoy!
2 Paddle boards and 2 kayaks are included with rental as the waters off the house are perfect for exploring by kayak. There is a teak cabana for rest and relaxation by the pool.
The house is a 100% non-smoking property.
About the owner: Islamorada is absolute paradise - we love the island and happy to share the vacation house with guests looking to escape to a patch of paradise in the Keys. The is property is exclusively offered as a vacation rental so it is similar to staying at a hotel and is exceptionally clean and easy to enjoy.
We privately own a total of 5 boutique vacation rentals in Islamorada:
VRBO listing #1576833 (5 bedroom)
VRBO listing #1054019 (5 bedroom)
VRBO listing #1977457 (7 bedroom)
VRBO listing #3363008 (6 bedroom)
VRBO listing #689629 (5 bedroom)
LICENSE #: 26-0147 - Islamorada
2 Bedroom - 2 bath Modern Cottage:
The cottage has a beautiful cook's kitchen equipped with brand new appliances. Each bathroom is entirely new with modern fixtures including glass showers. There are 2 bedrooms, each with a private full bathroom. The brand new king sized mattress sets are known as the famous Westin Heavenly. Each bedroom has a beautiful view of the water through a private sliding glass door that leads to a oceanfront deck. The pool sits squarely in front of the cottage and has a stunning white marble pool ledge patio overlooking the ocean.
A constant onshore breeze drifts through the house with pure, invigorating ocean scents. The house sits across from the Alligator Lighthouse, an amazing snorkeling spot, and snorkeling at Cheeca Rocks is just a few moments anyway by boat. The dock easily accommodates one bay style boat with immediate access to deep water.
Islamorada has fantastic restaurants, cafés, bakeries, marinas, charters, and needless to say it is the fishing capital of the world. There is so much to enjoy!
2 Paddle boards and 2 kayaks are included with rental as the waters off the house are perfect for exploring by kayak. There is a teak cabana for rest and relaxation by the pool.
The house is a 100% non-smoking property.
About the owner: Islamorada is absolute paradise - we love the island and happy to share the vacation house with guests looking to escape to a patch of paradise in the Keys. The is property is exclusively offered as a vacation rental so it is similar to staying at a hotel and is exceptionally clean and easy to enjoy.
We privately own a total of 5 boutique vacation rentals in Islamorada:
VRBO listing #1576833 (5 bedroom)
VRBO listing #1054019 (5 bedroom)
VRBO listing #1977457 (7 bedroom)
VRBO listing #3363008 (6 bedroom)
VRBO listing #689629 (5 bedroom)
LICENSE #: 26-0147 - Islamorada
Amenities
Non-smoking
No pets allowed
Family friendly
Map of Upper Matecumbe Key, FL
Ratings and reviews
10 / 10Outstanding·Mar 2026
Another amazing week at a beautiful house in Islamorada. This is our sixth year staying at one of the host’s properties and we are always so pleased with the experience. The houses are incredibly clean and have everything you need for a relaxing vacation. We can’t wait to be back again next year!
10 / 10Outstanding·Jul 2023
Beautiful property with a view fo Alligator Reef, the customer service was great and the property was clean with the perfect space for four people.
10 / 10Outstanding·Apr 2023
We had a wonderful stay at this house. The owner was very involved, responsive and always available as needed. We had no issues at all. We loved the location in Islamorada. Very convenient to restaurants, grocery stores, and a nice path to walk if desired. The yard is spectacular and very spacious. The pool is delightful and we loved the pier with the grass awning. Every morning we watched the sunrise from there and had glass of wine before dinner there. It was so relaxing and very private while still being conveniently located. There is an outdoor bed with an awning for reading in the shade. We absolutely loved our stay here. We would definitely go back again. Thank you to the owners for sharing this wonderful place with us! Highly recommend!
10 / 10Outstanding·Apr 2017
This vacation cottage is ideal for a family of four or two couples looking to escape to the Florida Keys. Great location & privacy with the ocean outside your back door. Owners are wonderful, helpful & responsive to any need or question you may have. We'll be back again soon.
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Top rated by guests
10Outstanding
(4 Ratings)
"Another amazing week at a beautiful house in Islamorada. This is our sixth year staying at one of the host’s properties and we are always so pleased with the experience. The houses are incredibly clea..."
Jaymee N.Don't miss out! Price and availability may change
