Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more

10.0 / 10.0

Outstanding(12 Ratings)

Cottage in Upper Matecumbe Key, FL

6 guests · 3 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Great for petsBring all your friends and family, even the furry ones

Includes essentialsGarden, Pool, Pets allowed and more

About this cottage rental

The Bay View Cottage is one of three private homes located at Mermaid's Bay Boutique Estate. Located in the heart of Islamorada, just moments away from top attractions and restaurants, this secluded estate is situated directly on the bay. Secured by a gated entrance, the property sprawls over 3.5 meticulously maintained acres, with over 300 feet of bay frontage, protected dockage, and a resort-style pool and hot tub.

Nestled within one captivating property, our collection of vacation rentals at Mermaid's Bay includes three individual homes, each with their own allure and privacy. The homes may be rented individually or collectively and are available for weekly or longer rentals. (Note: This listing is for booking JUST the Bay View Cottage.)

The original Florida Keys charm has been preserved and tastefully updated throughout this romantic 2/1 '60s era cottage. Two sets of French doors off the open-concept living and dining area offer open-water views of the bay and lead out to a wrap-around porch that is shaded throughout the day by large trees. The cottage sleeps six with a king bed in the master bedroom and two queen beds in the second bedroom. A full bathroom with a shower and tub is located off the hallway.

Shared on the property is a resort-style pool and hot tub, cabana bathroom with private outdoor showers, sandy beach area, shaded tiki hut, water-front fire pit and a large boat basin. Easily access both the bay and ocean from our convenient location to enjoy every type of fishing the "Sport Fishing Capitol of the World" has to offer. Bikes, kayaks, paddle boards, hammocks, beach chairs, umbrellas and more are provided for your enjoyment. A small boat ramp is located on the property.

The cottage has a fully stocked kitchen, personal safe, linens including beach towels, a filtered water dispenser and a grill with complimentary propane. Complimentary paper towels, toilet paper, coffee and toiletries are provided to help you start your vacation.

Complimentary laundry service (wash and fold) at laundromat under the same ownership is provided to all renters. Please note that a washer and dryer is not located in the home.

Rentals are from Friday to Friday. Differing dates may be approved on a case-by-case basis.

Amenities

Pool

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Balcony or Patio

Hot tub or spa

Garden

Family friendly

Map of Upper Matecumbe Key, FL

Nearby attractions

Everglades National Park

30.1 mi

Everglades Alligator Farm

33.2 mi

Florida Keys Aquarium Encounters

28.7 mi

Theater of the Sea

1.9 mi

$$$$

Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more

$$$$

10.0 / 10.0

Outstanding(12 Ratings)

Cottage in Upper Matecumbe Key, FL

6 guests · 3 bedrooms · 1 bath

Reasons to book

Guests love it hereGuests give this property a top rating

Great for petsBring all your friends and family, even the furry ones

Includes essentialsGarden, Pool, Pets allowed and more

About this cottage rental

Amenities

Pool

Air conditioner

Pets allowed

Kitchen or Kitchenette

Internet / Wifi

Parking

Balcony or Patio

Hot tub or spa

Garden

Family friendly

Map of Upper Matecumbe Key, FL

Nearby attractions

Everglades National Park

30.1 mi

Everglades Alligator Farm

33.2 mi

Florida Keys Aquarium Encounters

28.7 mi

Theater of the Sea

1.9 mi

Ratings and reviews

10.0 / 10.0

Outstanding(12 Ratings)

10.0 / 10.0

Mar 2023

Everything about the home and surroundings was perfect.

10.0 / 10.0

Aug 2022

Excellent offers it all. Close to everything.

10.0 / 10.0

May 2022

Paradise

Paradise

The property is gorgeous. This is a one-of-a-kind compound with approx. 250 feet of ocean frontage. The pool is beautiful, the cottage is so clean and beautifully decorated. Tony keeps the entire property well maintained. A piece of paradise. A truelly wonderful place to spend a vacation.

10.0 / 10.0

Mar 2022

Islamorada’s Finest

Islamorada’s Finest

This place is incredible! Perfect location, beautiful view and very clean. Our family enjoyed this place so much! Tony was a great host. We will be back!

10.0 / 10.0

Mar 2022

Peace in paradise

Peace in paradise

This is a gorgeous, private piece of paradise. The grounds are every bit as beautiful as the pics. The homes very nicely appointed and comfy. Tony the manager is awesome, kind and super helpful! The pool is magical(and I'm not a pool guy!) We couldn't have asked for a better oasis of beauty and calm, within easy walk of anything needed. Thanks Tony and family for this blessed place. It was a place of healing...

10.0 / 10.0

Mar 2022

Gorgeous property - resort like setting

Gorgeous property - resort like setting

We have been visiting the Keys for almost 20 years in a row. This property is gorgeous and amongst the top 2 most beautiful we have stayed at. It is spacious, has a resort like pool, breathtaking bay / sunset views, and tons of space to spread out. Great fishing, snorkeling, and kayaking from shore. Easy to rent and dock boat. Very clean facilities. Will be back.

10.0 / 10.0

Feb 2022

Piece of paradise

Piece of paradise

We couldn’t have enjoyed our stay more—from check-in to check out and everything in between (cottage, water view, pool, etc); we had an unforgettable time! We look forward to our return! 😊

10.0 / 10.0

Feb 2022

Great stay

Great stay

We have been coming to Islamorada for a few years and have stayed at various hotels. This was our first time staying at a VRBO property and it was fantastic. We stayed in the Bay View Cottage. The photos don't do it justice. Beautiful property and a great location. It's at MM 82 with all the restaurants and shopping nearby. The Bay View Cottage, where we stayed, had a beautiful view of the bay. We also had a perfect view every night of the sunset. The cottage was very clean. Tony met us upon arrival and showed us around. Super nice guy and very responsive. The grounds are immaculate. The pool was great to relax by...it has a waterfall and a hot tub! There is also a pool house with outdoor showers and restrooms. The property is very private as it has a secure gate in order to enter. Our cottage had a BBQ grill right outside the door so the nights we wanted to stay in and cook we did. If you rent or have a boat, there is a protected dock for you to put your boat. We rented kayaks and paddleboards and had them delivered to the property. There's a ramp leading into the bay thereby making it easy to launch them. At night, my wife and I would sit outside and look at stars then get our flashlights and shine them down in the water to check out all the marine life. There are all sorts of fish and we even saw a manatee swimming by one day. Did I say Tony was responsive? He is very resonpsive and just a super nice guy. The location is A+ and the property and cleanliness is A+. We will be back! Thanks Tony and April!

10.0 / 10.0

Aug 2021

5 Stars

5 Stars

Excellent location with gated access. Very private. Beautiful view and easy access to Florida Bay and the ocean. Used the on-site ramp to launch my 25’ boat and kept it in the water in the protected dock area for the week. House was perfect for our family. Well stocked kitchen and abundant beach towels and linens. The grounds are immaculate and the pool area is superb. Highly recommend this location.

10.0 / 10.0

Jul 2021

Amazing, we love this property

Amazing, we love this property

We have stayed at Mermaid Bay before and love it. The location is amazing, there are stores, restaurants and things to do within walking distance. The property is lovely and peaceful. We cannot speak more highly of Tony, he is wonderful. I highly recommend this entire property.

10.0 / 10.0

Jul 2021

Family makes all the difference!

Family makes all the difference!

This is a beautiful, well appointed home and property, you can see that from the photos. What makes all the difference in the world is the kindness and compassion of your hosts. The kindest family you’ll ever meet. Look no further, this is your home away from home in the heart of Islamorada!

10.0 / 10.0

Jun 2021

Great place to enjoy Islamorada.

Great place to enjoy Islamorada.

Love the houses and resort like pool/setting. Excellent location and our host was awesome.

FAQs

How much does this cottage cost compared to others in Upper Matecumbe Key?

The average price for a rental in Upper Matecumbe Key is $531 per night. This rental is $460 above the average.

Is parking included with this cottage?

Yes, parking is listed as an amenity at Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

Yes, a swimming pool is available for use at Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more. Enjoy the water!

Is Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more pet friendly?

Yes! This cottage is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more?

We found 11 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.

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9.9 / 10.0

Outstanding(57 Ratings)

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House

in Islamorada

6 guests · 3 bedrooms · 4 baths

Pool · Kitchen or Kitchenette · Air conditioner

Experience the best of Upper Matecumbe Key with this House available for $920. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$

Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more

Cottage in Upper Matecumbe Key, FL

Reasons to book

About this cottage rental

Amenities

Map of Upper Matecumbe Key, FL

Nearby attractions

Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more

Cottage in Upper Matecumbe Key, FL

Reasons to book

About this cottage rental

Amenities

Map of Upper Matecumbe Key, FL

Nearby attractions

Ratings and reviews

FAQs

How much does this cottage cost compared to others in Upper Matecumbe Key?

Is parking included with this cottage?

Is there a pool at this cottage?

Is Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more pet friendly?

What amenities are available at Charming cottage on the Florida Bay in the heart of Islamorada with pool, dockage, beach + more?

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