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

Top rated by guests
Bayfront Porch
Kitchen and Dining
Kitchen and Dining
Kitchen and Dining (Door to Pool)
Bayfront Porch
review stars
10Outstanding
(19 Ratings)
"My wife and I just love staying at the Bay View Cottage. We consider it our "home away from home"! We have stayed at the Bay View a few times and it is just an ideal place for my wife and I to escap..."
Bryan A.
Don't miss out! Price and availability may change
10 / 10
Outstanding(19 Ratings)

Cottage in Upper Matecumbe Key, FL

6 guests · 2 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
Top-tier experienceA high end property in this area

About this cottage rental

𝗣𝗥𝗢𝗣𝗘𝗥𝗧𝗬 𝗢𝗩𝗘𝗥𝗩𝗜𝗘𝗪

The Bay View Cottage is a charming two-bedroom, one-bath cottage 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 offers a quiet island escape while keeping you close to Islamorada's best dining, shopping, and recreation.

𝗛𝗜𝗚𝗛𝗟𝗜𝗚𝗛𝗧𝗦

• Resort-style shared amenities, including heated pool and spa
• Sandy beach with hammocks, lounge chairs, and tiki hut
• Protected boat basin with small ramp
• Complimentary kayaks, paddle boards, and bikes
• Shaded front porch with comfortable seating and water views
• Private grill and parking space

𝗧𝗛𝗘 𝗦𝗣𝗔𝗖𝗘

2 Bedrooms
• Primary Bedroom: King Bed
• Guest Bedroom: 2 Queen Beds

1 Bathroom
• Shared full bath with walk-in shower

Living Area
• Open-concept living and dining area with bay views
• Thoughtfully stocked kitchen with full-size appliances
• French doors fill the space with soft, natural light

In-Home Amenities
• Washer and dryer
• Filtered water dispenser
• Smart TVs and high-speed Wi-Fi
• Starter supplies provided, including toiletries and paper goods

𝗙𝗢𝗥 𝗕𝗢𝗔𝗧𝗘𝗥𝗦

The protected boat basin can accommodate boats of all sizes, providing direct access to the Florida Bay. Dockage and trailer storage is included with the stay.

𝗟𝗢𝗖𝗔𝗧𝗜𝗢𝗡

Located in the heart of downtown Islamorada, within easy walking distance of popular restaurants, breweries, and local shops.

𝗔𝗗𝗗𝗜𝗧𝗜𝗢𝗡𝗔𝗟 𝗜𝗡𝗙𝗢𝗥𝗠𝗔𝗧𝗜𝗢𝗡

Rentals are from Friday to Friday. Differing dates may be approved on a case-by-case basis. Please note that this is a shared property.

This property is professionally managed by Solace Properties, a local vacation rental company. Once your booking is confirmed, you will 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.

Amenities

Non-smoking
Pets allowed
Family friendly

Map of Upper Matecumbe Key, FL


Ratings and reviews

10 / 10
Outstanding(19 Ratings)
10 / 10Outstanding·Jan 2026
My wife and I just love staying at the Bay View Cottage. We consider it our "home away from home"! We have stayed at the Bay View a few times and it is just an ideal place for my wife and I to escape the Midwestern cold! Jocelyn does a great job of making sure we are comfortable during our stay. I highly recommend the Bay View Cottage! Thank you Jocelyn!
10 / 10Outstanding·Jun 2025
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!
10 / 10Outstanding·Apr 2025
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.
10 / 10Outstanding·Mar 2025
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.

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FAQs

Is parking included with this cottage?

Parking is not specified as an available amenity at Charming Bayfront Cottage in Heart of Islamorada with Heated Pool, Deep Dockage, Kayaks & More. For more information, we encourage you to contact the property about where to park.

Is there a pool at this cottage?

We didn’t find pool listed as an amenity for this cottage. It may be worth double checking if a pool is important for your stay.

Is Charming Bayfront Cottage in Heart of Islamorada with Heated Pool, Deep Dockage, Kayaks & 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 Bayfront Cottage in Heart of Islamorada with Heated Pool, Deep Dockage, Kayaks & More?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.


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