Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More

Photo gallery for Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More

A green house with a front porch, surrounded by tropical plants and palm trees.
A sandy beach with palm trees and a white fence.
A marina with boats docked, a pier extending into calm water, and palm trees in the background.
A swimming pool with lounge chairs and umbrellas, surrounded by trees and a white fence.
Two white Adirondack chairs facing a table with a bottle and glasses, under a thatched roof overlooking the sea.

Reviews

10 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • Discover nearby landmarks
    Close to Islamorada Brewery & Distillery

Popular amenities

  • Patio
  • Spa pool on site
  • Swimming pool
  • Toys
  • Barbecue
  • Air-conditioning

Explore the area

View map
Islamorada, FL
  • Place, Islamorada Brewery & Distillery
    ‪4 min walk‬
  • Place, History of Diving Museum
    ‪12 min walk‬
  • Place, Florida Keys Brewing Co.
    ‪2 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪47 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

Similar properties

Resort style pool
NewListing Canal Home Snake Creek with Bay&Ocean Access Tiki&Pool 100ft Dockage
Venetian Shores
  • Pool
  • Spa pool
  • Kitchen
  • Washing machine
10.0 out of 10, Exceptional, (3 reviews)
NewListing Canal Home Snake Creek with Bay&Ocean Access Tiki&Pool 100ft Dockage

About the area

Islamorada

Located near the beach, this cottage is in Matecumbe, a neighbourhood in Islamorada. 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. Consider Lorelei Restaurant & Cabana Bar for a night out or MoradaWay Arts & Cultural District if you're travelling with kids. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
View more Cottages in IslamoradaOpens in a new window
Map
Islamorada, FL

What's nearby

  • Islamorada Brewery & Distillery - 4 min walk - 0.4 km
  • History of Diving Museum - 12 min walk - 1.0 km
  • Lorelei Restaurant & Cabana Bar - 13 min walk - 1.2 km
  • beach near Islamorada - 14 min walk - 1.2 km
  • Florida Keys Brewing Co. - 2 min drive - 2.3 km

Getting around

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

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬15 min walk
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Wendy's - ‬11 min walk
  • ‪Islamorada Fish Company - ‬3 min drive
  • ‪Starbucks - ‬3 min drive

Frequently asked questions

Does Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More?

On-site parking is available at the property.

What time is check-in at Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More?

Check-in begins at 4:00 PM.

What time is check-out at Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More?

Checkout is at 10:00 AM.

Where is Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More located?

This family-friendly Islamorada cottage is located by the sea, within a 15-minute walk of Islamorada Brewery & Distillery, History of Diving Museum and Keys History & Discovery Center. MoradaWay Arts & Cultural District and Matecumbe United Methodist Church are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 16 out of 16 reviews
Rating 8 - Good. 0 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place. We enjoyed our stay.
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was immaculate and our stay was exceptional ! Jocelyn, our host, even stopped by to ask how things were and if we needed anything. We were very pleased and look forward to next year's stay!
Stayed 7 nights in Apr 2026
Response from VrboOwner on 13 April 2026
Thank you for sharing your experience! We're so happy you had a great time at the property. We look forward to welcoming you back!
From a partner site

10/10 Excellent

Enjoyable week in January

This was the second year in a row we stayed for a week in January and thoroughly enjoyed both visits. The property is well maintained and the location is great with its waterfront access and walking distance to restaurants and stores.
Verified review

10/10 Excellent

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

Great place to enjoy Islamorada.

Love the houses and resort like pool/setting. Excellent location and our host was awesome.
Stayed 7 nights in Jun 2021
Response from VrboOwner on 15 July 2021
Thanks Glenn, you and your family are one of the best we have had and would love to have you back anytime.
Verified review

10/10 Excellent

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

Amazing Stay!!!

My family and I cannot say enough about how much we enjoyed our stay. Amazing communication and there could not have been a better setting with a warmer welcoming. We plan to return!!
Stayed 7 nights in Dec 2024
Verified review

10/10 Excellent

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

Love this place. Offers it all. Can’t wait till next year!

Excellent offers it all. Close to everything.
Stayed 7 nights in May 2022
Verified review

10/10 Excellent

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

Paradise

Everything about the home and surroundings was perfect.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

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

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!
Stayed 7 nights in Mar 2022
Verified review

10/10 Excellent

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

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.
Stayed 7 nights in Jul 2021
Verified review

10/10 Excellent

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

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! 😊
Stayed 7 nights in Feb 2022
Response from VrboOwner on 14 May 2022
Thank you for you and your family staying with us. It was a pleasure to have you here and would recommend for everyone you plan on staying in the future. I hope we can see you again. Thanks so much Tony
Verified review

10/10 Excellent

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

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.
Stayed 7 nights in Mar 2022
Response from VrboOwner on 13 May 2022
Thanks for finding us it has been a wonderful week and I am extremely happy you stayed with us. Loved meeting your family and can’t wait to see you again. Thanks Tony
Verified review

10/10 Excellent

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

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!
Stayed 17 nights in Jun 2021
Response from VrboOwner on 15 July 2021
Thanks, we feel the same about your family. One the most down to earth family I have had ever met. I am left with a wonderful experience and memories with you guys!
Verified review

10/10 Excellent

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

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.
Stayed 7 nights in May 2022
Verified review

10/10 Excellent

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

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.
Stayed 7 nights in Jul 2021
Response from VrboOwner on 5 August 2021
We loved having you and your family. You guys were awesome and always welcome here!
Verified review

10/10 Excellent

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

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...
Stayed 7 nights in Feb 2022
Verified review

10/10 Excellent

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

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!
Stayed 12 nights in Feb 2022
Tell us how we can improve our siteShare feedback