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

Q: How much does it cost per night to stay in Upper Matecumbe Key cottage?

Best-rates for the Upper Matecumbe Key cottage starts from $836 per night with includes TV, Sports/Activities, Air Conditioner, Ocean View, Security/Safety, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Laundry, Parking, Pet Friendly, View, Balcony/Terrace, Bedding/Linens, Wellness Facilities, Guest Services, Hot Tub, Pool, Oceanfront, Internet, Kitchen with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

10.0 (18 Reviews) | Pet Friendly 2 Bedrooms 1 Bathroom 6 Guests

Upper Matecumbe Key Cottage | Charming Bayfront Cottage in Heart of Islamorada with Pool, Dockage, Beach, Kayaks & More

2 Bedroom Cottage in Upper Matecumbe Key, Islamorada

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
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. 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 Pet Friendly, View, Balcony/Terrace, among other amenities. This Cottage features Pet Friendly, View, Balcony/Terrace, 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.

Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Policies

Event Policy No events allowed

Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 25

Check-out Check-out before 10:00 am

Child Policy Children are welcome.

Pet Policy Pets allowed service animals are welcome, and are exempt from fees

Smoking Policy Smoking is not permitted

Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

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Reviews

Amanda W. Jun 14, 2025 05:48:16 PM

Summary: 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!

Brian S. Apr 22, 2025 03:09:42 AM

Summary: 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.

Amber G. Mar 22, 2025 04:03:24 AM

Summary: 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.

Ruth L. Mar 15, 2025 01:30:28 AM

Summary: This is a beautiful property with great amenities. We look forward to staying again next year!

david B. Feb 2, 2025 05:57:19 AM

Summary: Great for boating, fishing, swimming and eatingPrime spot on Islamorada

John R. Jan 24, 2025 10:59:12 PM

Summary: 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.

Brad H. Dec 31, 2024 05:27:39 AM

Summary: 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!

Shelly H. Apr 30, 2024 05:18:55 AM

Summary: We had a wonderful time! Would definitely book this property again! Thank you!

Gerry M. Apr 19, 2022 08:37:52 AM

Summary: Peaceful location and Tony is very responsive.

Carrie P. Mar 30, 2022 01:51:21 AM

Summary: 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.

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 $836 per night with includes TV, Sports/Activities, Air Conditioner, Ocean View, Security/Safety, Entertainment, Barbecue/Outdoor Cooking, Child Friendly, Laundry, Parking, Pet Friendly, View, Balcony/Terrace, Bedding/Linens, Wellness Facilities, Guest Services, Hot Tub, Pool, Oceanfront, Internet, Kitchen with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

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.

Check Cottage Availability

Nightly rates from:

US $836