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Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More

Beachfront cottage with kitchen and patio

Photo gallery for Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More

Bayview Cottage
Bayview Cottage
Wraparound Porch
Wraparound Porch
Main Living Area

Reviews

10 out of 10
Exceptional
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Parking available
  • Pool
  • Hot tub
  • Pet-friendly
  • Dryer
  • Washer

Explore the area

View map
  • Place, Islamorada Brewery & Distillery
  • Place, Florida Keys Brewing Co.
  • Place, Theater of the Sea
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

2 Queen Beds

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

About this property

Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More

The Bay View Cottage is a charming two-bedroom, one-bath home tucked beneath the shade of mature trees along the bayfront at Mermaid's Bay Boutique Estate—a private 3.5-acre waterfront retreat in the heart of downtown Islamorada. With peaceful views of the Florida Bay and a shaded front porch that stays cool throughout the day, this cozy cottage is ideal for couples or small families seeking a laid-back island escape.

Inside, the home is filled with warmth and character, blending vintage touches with simple comforts. The layout includes two bedrooms—one with a king bed and the other with two queen beds—plus a shared bathroom. The open living area connects to a thoughtfully stocked kitchen and dining space, with French doors that let in soft natural light and frame views of the bay.

Just outside, the large front porch features a cushioned outdoor sofa and casual seating, perfect for relaxing any time of day while soaking in the sights and sounds of the water just steps away.

As part of Mermaid's Bay Boutique Estate, guests of the Bay View Cottage enjoy access to shared, resort-style amenities including a heated pool and spa, a private sandy beach with hammocks and lounge chairs, a large protected boat basin with a small boat ramp, and complimentary kayaks, paddle boards, and bikes. Each home on the estate has its own private porch, grill, and designated parking.

Additional in-home amenities include a washer and dryer, filtered water dispenser, and thoughtfully provided starter supplies such as paper goods, toiletries, and coffee essentials—everything you need to settle in comfortably and enjoy your stay.

Tucked away just off the main road yet within walking distance of Islamorada's best restaurants, shops, breweries, and marinas, the Bay View Cottage offers the perfect balance of privacy, charm, and access to everything the Keys have to offer.

This home is offered as a relaxing getaway for families and friends. The primary renter must be at least 25 years of age and present for the duration of the stay. Parties, events, and similar celebrations are not permitted. Pets (if allowed) must be pre-approved, visitors outside the registered guest list are not allowed, and occupancy may not exceed the stated limit. The home and its amenities are for the enjoyment of registered guests only. By booking, guests agree to these guidelines, which are in place to help ensure a safe and enjoyable stay for everyone.

Pricing and availability shown in instant quotes and calendars are estimates and may change without prior notice. For the most accurate information, please contact us directly.

This property is locally managed by Solace Properties. Once your booking is confirmed, you'll receive a rental agreement via email to review and sign. Rental payments are processed directly through Solace Properties, while VRBO collects their service fee separately. We kindly prefer payment by personal check or eCheck, but credit cards are also accepted with a 3% convenience fee. For any questions or assistance, Solace Properties will be your main point of contact.

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Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Islamorada

Located on the beach, this cottage is in Matecumbe, a neighbourhood in Islamorada. Hurricane Monument and Indian Key Historic State Park are local landmarks, and some of the area's activities can be experienced at Islamorada Brewery & Distillery and Florida Keys Brewing Co.. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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
  • Florida Keys Brewing Co. - 2 min drive - 2.3 km
  • Theater of the Sea - 4 min drive - 4.3 km
  • Bud n' Mary's Dive Center - 6 min drive - 5.7 km

Getting around

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

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬15 min walk
  • ‪Wendy's - ‬11 min walk
  • ‪The Trading Post - ‬18 min walk
  • ‪Whale Harbor Buffet - ‬2 min drive
  • ‪Bayside Gourmet of Islamorada - ‬4 min walk

Frequently asked questions

Does Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More have a pool?

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

Is Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More?

Check-in begins at 4:00 PM.

What time is check-out at Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More?

Checkout is at 10:00 AM.

Where is Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More located?

Located in Matecumbe, this beachfront cottage is in the city centre and within a 15-minute walk of Islamorada Brewery & Distillery, History of Diving Museum and Keys History & Discovery Center. Matecumbe United Methodist Church and Florida Keys Brewing Co. 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.
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Rating 10 - Excellent. 18 out of 18 reviews
Rating 8 - Good. 0 out of 18 reviews
Rating 6 - Okay. 0 out of 18 reviews
Rating 4 - Poor. 0 out of 18 reviews
Rating 2 - Terrible. 0 out of 18 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Amanda W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property is amazing! The location is perfect for a fishing vacation. Jocelyn is incredibly welcoming and always available for any questions you may have. We will definitely stay there again!
Stayed 7 nights in Jun 2025

10/10 Excellent

Ruth L.

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

Wonderful Vacation

This is a beautiful property with great amenities. We look forward to staying again next year!
Stayed 20 nights in Feb 2025

10/10 Excellent

Brian S.

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

Excellent Property

We had 2 adults and 3 young kids. The property had plenty of room, was clean and in a great location. I would definitely stay at this location again.
Stayed 7 nights in Apr 2025

10/10 Excellent

david B.

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

Beautiful property

Great for boating, fishing, swimming and eatingPrime spot on Islamorada
Stayed 7 nights in Jan 2025

10/10 Excellent

Brad H.

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

Christmas vacation

We had a wonderful time! Everything was perfect! Great location and the property was very well maintained. Beautiful views of the bay. Our cottage was very clean and we had everything we needed to cook, do laundry, etc. Would love to return in the future!
Stayed 7 nights in Dec 2024

10/10 Excellent

Shelly H.

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

Great family vacation!

We had a wonderful time! Would definitely book this property again! Thank you!
Stayed 7 nights in Mar 2024

10/10 Excellent

John R.

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

Pleasant January Escape

Very positive experience. Nice, older cottage, but updated, comfortable, clean and well appointed. Water access and amenities were great. Close to stores, shopping and dining--walkable if willing to tolerate noise of highway. Other units were not occupied when we were there, so very quiet and private.
Stayed 7 nights in Jan 2025

10/10 Excellent

Eric D.

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

Amazing

Mermaid Bay is an incredible property. We loved everything about our stay and especially how welcoming Tony (and others) were. We are already planning our next visit!
Stayed 7 nights in Aug 2021

10/10 Excellent

Gerry M.

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

Very relaxing

Peaceful location and Tony is very responsive.
Stayed 10 nights in Apr 2022

10/10 Excellent

Amber G.

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

This place is a Gem

Better than the listing. I hope we can come back. Quite. Classy, laid back. Very cool and comfortable. Perfect! We brought jet skiis and were able to launch them and park in the marina. Doesn’t get much better than that. Tony was down cleaning the pool every morning. The place is well cared for.
Stayed 7 nights in Mar 2025

10/10 Excellent

Tom W.

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

Just what we hoped

Clean, great property
Stayed 7 nights in Jul 2021

10/10 Excellent

andy m.

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

Great Place!!!!!!!!

Had a wonderful time.Tony and his wife were great! The place was really nice and accommodating. I will be back!!!!
Stayed 7 nights in Jul 2021

10/10 Excellent

billy m.

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

awesome

This property was perfect if you want to take a boat and fish you were close to everything restaurants in Marina’s
Stayed 7 nights in Jun 2021

10/10 Excellent

Michelle J.

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

Great place

Our family thoroughly enjoyed our stay. The property was secluded and we appreciated all that it had to offer. We swam in the pool, had a campfire, played in the ocean, and fished right off the dock. The house was cozy, had everything we needed, and the beds were comfortable. Tony and April responded very quickly when we contacted them and were extremely friendly. We are looking forward to returning in the future.
Stayed 7 nights in Jun 2021

10/10 Excellent

Carrie P.

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

Great private location close to all the fun stuff

This is a cute cottage tucked away on gorgeous grounds. Close to the pool and an amazing view of the sunset. We had some windy days and the pool, which has a gorgeous view of the water, was protected and warm. Tony was responsive and helpful. He provided everything from beach towels to fire wood to have a waterfront fire.
Stayed 7 nights in Mar 2022

10/10 Excellent

Trisha c.

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

Best vacation ever

It was an amazing property with gorgeous secluded beach front. We were able to use their boat launch and dock for ultra convenient fishing. The pool/ hot tub was incredible maintained daily and even the beautiful sand roads groomed. The owner was beyond kind and responsive. And this property was walking distance to restaurants like pizza and 5 minute drive to nicer restaurants. It was sparkling clean to the point I thought the oven had never been used. You can relax watching a sunset with your private fire (wood provided) or enjoy the canopy of beautiful trees and blooming hedges. We are planning on being back soon and we are from Washington State so not near for us. You will love it!
Stayed 14 nights in Feb 2022

10/10 Excellent

Bob W.

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

The Perfect Hideout!!

It’s even BETTER than advertised! We feel So Fortunate to have found Tony’s Place! It is Spotless, Very Private, Peaceful, Plenty of room to move around without running over somebody, On the Water, close to EVERYTHING, Foliage is Beautiful, Heated Pool, Spa and Waterfalls ( especially at night with the Lights) is to Die for. The Cottages and House have been Beautifully Restored and just Complete the Whole WONDERFUL EXPERIENCE of staying there!! And I’m not done, yet! Then there’s TONY! He’s the MAN!! He gets all the CREDIT for doing what it takes to get this Whole Operation up and running! He is EXTREMELY EASY to work with and he will ENSURE YOU that your stay will be what YOU WANT! One last thing. The Keys, the Highway with ALL the traffic, can be a Very Busy place, but, when you Open, Drive thru and the Gate close’s, its all left behind and You’re HOME!! I hope you can GO and ENJOY THE EXPERIENCE! We’ll SEA you there next January and February 🏖🐬🌺👍🍹😎‼️
Stayed 11 nights in Feb 2022

10/10 Excellent

Connie B.

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

How cute is this? * Perfect Abode for our 10 days *

We rented this entire property out for 10 days over 4th of July 2021. - What a great place - property was recently new to the vacation home market. They offer it as a 3 +/- acre property with 3 separate homes - all comfortable and complete with fabulous amenities . This Lime Green home has 2 separate private screened porches and 2 bedrooms with spacious common areas. The home was immaculate on arrival and smelled fresh upon entering every time during our entire visit. The pool is a resort style pool that is shared with all 3 rental houses - but has plenty of room for everyone, without feeling crowded. You can rent the homes together for a family reunion as we did, or you can occupy only one home for your stay. Plenty of space to spread out on the well maintained grounds and have privacy when needed. We brought our 23' pontoon boat with us and the dock space offered was perfect for our needs. This is a family run property and I will say they know how to make a guest feel welcome and very special. Communication was quick, and Tony was extremely accommodating for our needs. He went above and beyond to please us all. It was a fabulous vacation for the 15 of us - we made some great memories! We will definitely be back.
Stayed 10 nights in Jul 2021

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