Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More | Cottage in Islamorada
2 Bedroom Cottage in Upper Matecumbe Key, Islamorada
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.
Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More is located in Upper Matecumbe Key. Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More provides accommodation, featuring Ocean View, Oceanfront, Sports/Activities, among other amenities. This Cottage features Ocean View, Oceanfront, Sports/Activities, to make your stay a comfortable one.
Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More has 2 Bedrooms , 1 Bathroom, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Cottage because of the excellent services rendered by the owner or manager of this Cottage, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Cottage has a friendly neighborhood, and the Upper Matecumbe Key has interesting places to visit. If you want to learn more about the Cottage in Upper Matecumbe Key, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Air conditioning
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Shower
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1 bathroom
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Hair dryer
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Towels provided
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2 bedrooms
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Bed sheets provided
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Dining table
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Cookware/dishes/utensils
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Spices
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Microwave
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Toaster
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Refrigerator
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Stovetop
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Oven
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Coffee/tea maker
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Washing machine and dryer
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Near laundromat
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On the beach
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Onsite parking
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Pet friendly
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Smoke-free property
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Kayak on site
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Fishing nearby
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Power boating nearby
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Scuba diving nearby
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Windsurfing nearby
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Sailing nearby
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Marina nearby
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Snorkeling nearby
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Fitness facilities nearby
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Kayaking nearby
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Bicycle on site
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Ecotours nearby
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Games
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Smart TV with cable/satellite service
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Books
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On the waterfront
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Near a hospital
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Near the bay
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Near the ocean
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Near the sea
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In the city center
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Near a health or beauty spa
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Desk
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Travel crib
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Iron/ironing board
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Phone
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Free WiFi
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Fenced yard
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Deck or patio
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Barbecue grill
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First aid kit
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Smoke detector installed (host has indicated there is a smoke detector on the property)
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Fire extinguisher
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Deadbolt lock
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Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
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Heated pool
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Shared/communal pool
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Hot tub
Policies
FAQ's
Is this Upper Matecumbe Key cottage pet-friendly for guests?
Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Upper Matecumbe Key cottage have a swimming pool?
Yes, this Upper Matecumbe Key cottage has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Upper Matecumbe Key cottage?
Best-rates for the Upper Matecumbe Key cottage starts from $1,003 per night with includes Pool, Balcony/Terrace, Internet, Laundry, Parking, TV, Security/Safety, Wellness Facilities, Child Friendly, Air Conditioner, Pet Friendly, View, Ocean View, Oceanfront, Sports/Activities, Bedding/Linens, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Hot Tub, Kitchen At SunSki Resorts, we pair every traveler with their perfect accommodation, complete with all necessary facilities. Whether you're traveling with a group, friends, family, or pets, we have the ideal rental for you.
Is Upper Matecumbe Key cottage a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Upper Matecumbe Key cottage wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Upper Matecumbe Key cottage has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Upper Matecumbe Key cottage?
Based on the information reported by the owner or manager, the Upper Matecumbe Key cottage indicates 1 day stay policy at this cottage. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Upper Matecumbe Key cottage?
Based on the information reported by the owner or manager, details for the cancellation policy for the Upper Matecumbe Key cottage are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
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