BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage
House in Upper Matecumbe Key, FL
8 guests · 4 bedrooms · 4 baths
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 experienceOne of the higher cost properties in the area
About this house rental
Welcome to the coastal home of your dreams in the relaxed residential retreat of Coral Cove. As soon as you pull into our driveway, you’ll be able to walk, bike or paddle to every place in town.
Our newly constructed two-story house has 3 spacious bedrooms, a study area with bunk beds, plus 3 and a half bathrooms, to comfortably accommodate up to 6 adults plus children. The bright living area fully opens up to a private patio, where you'll love to gather by the heated plunge pool with a view of the sunset over the bay.
Truly in the heart of Islamorada, yet secluded within a protected cove among the mangroves. Less than a mile away from many of the best restaurants, bars and shops in town, including Lorelei, Morada Bay, Chef Michael's, Kaiyo Grill, Green Turtle Inn, Islamorada Beer Company, Florida Keys Brewery, Miss Monroe Boutique and Backcountry Cowboy. The Trading Post grocery store is located within 200 feet and open 365 days/year, 24 hours/day, and a fully-stocked Publix supermarket/pharmacy is a 3-minute drive away. Nearby marinas offer fishing charters, boat rentals, and much more.
Our development is located directly on the bay, with easy access to boat dockage, a community pool, and water sports.
Paddle boards and beach cruisers are available for your complimentary use.
*Golf cart rentals available at daily and weekly rates.*
Our community boat dock offers private slips for watercraft up to 35 feet in length. Please request a dock space upon booking your reservation.
Amenities include:
• Cleaning essentials - laundry detergent, dish soap & sponge, dishwasher detergent, multi-surface disinfectant spray, hand sanitizer
• Basic toiletries - plant-based shower gel, shampoo & conditioner
• Blow dryer in each bathroom
• High-speed business internet
• Smart UHD TVs in every bedroom
• Digital cable TV
• Access to AppleTV, Netflix, Prime Video, Hulu, etc.
• Large-capacity washer and dryer
• Fully-equipped kitchen with appliances - toaster, KitchenAid mixer, NutriBullet blender, Keurig coffee maker, Nespresso machine, Crockpot slow cooker, waffle maker, and more
• Cooking, baking and serving utensils; pots, pans and trays; basic spice rack
• Dinnerware, flatware, drinking glasses, coffee mugs
• Weber propane gas grill
• Private heated plunge pool
• Townie/Electra beach cruisers (4 adult), adult tricycle (1), optional child’s bike seat
• Paddle boards/paddles (3)
• Tesla charger
Come stay at our island paradise for a genuinely unforgettable Florida Keys vacation!
State of Florida DBPR license #: DWE5404408
Islamorada Vacation Rental RE#: 00399270-000400
Our newly constructed two-story house has 3 spacious bedrooms, a study area with bunk beds, plus 3 and a half bathrooms, to comfortably accommodate up to 6 adults plus children. The bright living area fully opens up to a private patio, where you'll love to gather by the heated plunge pool with a view of the sunset over the bay.
Truly in the heart of Islamorada, yet secluded within a protected cove among the mangroves. Less than a mile away from many of the best restaurants, bars and shops in town, including Lorelei, Morada Bay, Chef Michael's, Kaiyo Grill, Green Turtle Inn, Islamorada Beer Company, Florida Keys Brewery, Miss Monroe Boutique and Backcountry Cowboy. The Trading Post grocery store is located within 200 feet and open 365 days/year, 24 hours/day, and a fully-stocked Publix supermarket/pharmacy is a 3-minute drive away. Nearby marinas offer fishing charters, boat rentals, and much more.
Our development is located directly on the bay, with easy access to boat dockage, a community pool, and water sports.
Paddle boards and beach cruisers are available for your complimentary use.
*Golf cart rentals available at daily and weekly rates.*
Our community boat dock offers private slips for watercraft up to 35 feet in length. Please request a dock space upon booking your reservation.
Amenities include:
• Cleaning essentials - laundry detergent, dish soap & sponge, dishwasher detergent, multi-surface disinfectant spray, hand sanitizer
• Basic toiletries - plant-based shower gel, shampoo & conditioner
• Blow dryer in each bathroom
• High-speed business internet
• Smart UHD TVs in every bedroom
• Digital cable TV
• Access to AppleTV, Netflix, Prime Video, Hulu, etc.
• Large-capacity washer and dryer
• Fully-equipped kitchen with appliances - toaster, KitchenAid mixer, NutriBullet blender, Keurig coffee maker, Nespresso machine, Crockpot slow cooker, waffle maker, and more
• Cooking, baking and serving utensils; pots, pans and trays; basic spice rack
• Dinnerware, flatware, drinking glasses, coffee mugs
• Weber propane gas grill
• Private heated plunge pool
• Townie/Electra beach cruisers (4 adult), adult tricycle (1), optional child’s bike seat
• Paddle boards/paddles (3)
• Tesla charger
Come stay at our island paradise for a genuinely unforgettable Florida Keys vacation!
State of Florida DBPR license #: DWE5404408
Islamorada Vacation Rental RE#: 00399270-000400
Amenities
Pool
Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Gym or Fitness Center
Map of Upper Matecumbe Key, FL
$$$$
Ratings and reviews
5.0 / 5.0
Loved the house and its keys decor and vibe. Easy walk and drive to nearby attractions.
5.0 / 5.0
Very comfortable, lovely home. Loved having our own little pool. Location was perfect.
5.0 / 5.0
Clean, relaxing, had everything we needed.
Great location!
Quiet are and great views and close to lots of things to do.
Highly recommend.
5.0 / 5.0
Our family of 5 adults spent 2 weeks over the holidays. We have visited the keys many times over the past 20 years and this was by far the best place we have stayed. The home is beautiful and well-appointed. We rented a boat and utilized the dock, which worked out great. The pool is very nice and the heat can be turned up to function as a hot tub, which was awesome on a few of the cool days. We had a private chef dinner (Chris' Clearwater Charters) at the home and the kitchen had everything needed and more. The location is perfect with many restaurants and bars within an easy walk. Communication was outstanding and check-in was a breeze. Owners were close by and very responsive during our stay. Just an awesome place and we can't wait to go back!
5.0 / 5.0
The house was well maintained and comfortable. The kitchen was better equipped than most rentals. There were plug-in air fresheners in every bathroom which we unplugged upon arrival because we prefer unscented interiors. The plunge pool was a great place to relax in the afternoons. Highly recommend this house.
5.0 / 5.0
Great venue for us -- perfect size and layout for 5 adults, 2 couples. Exceptionally clean with great amenities. Host was extremely responsive and helpful. We had a great week and would definitely stay there again.
5.0 / 5.0
Wonderful host and home. Spotless, super comfortable, Everything works as it should. Friendly neighbors. Location right in the heart of it all but private and secure. All 5 of us rated it our top stay out of numerous trips. We are already looking at our calendar for our next stay.
5.0 / 5.0
The owner was always ready to help, very responsive, the house was clean and the location excellent
5.0 / 5.0
We loved the house! It was exceptionally clean and organized. Giovanna was SO great to work with. Very prompt in replying and gave us great suggestions for places to see and do! We would stay here again in a heartbeat!
5.0 / 5.0
We enjoyed the house and its central location in Islamorada. We enjoyed having a boat split for our Boston Whaler. We forgot which day it was multiple times.. That is a sign of a wonderful vacation.
5.0 / 5.0
Pleasantly surprised by the quality design and comfort of the house. The private outdoor area is nicer than the photos. Very well appointed, good appliances, great layout for 4 adults and a few kids. Location is perfect for Islamorada lovers. Dockage is convenient. Owner is extremely accommodating and communicative. Whatever inevitable minor issues or questions arose were addressed quickly and thoroughly. Neighbors are friendly and the complex is quiet and private. Overall a terrific experience!
5.0 / 5.0
There were 5 adults and 2 kids and we had a great time. Had almost everything we needed and was a great location. Shrimp Shack had great food and was right across the street.
5.0 / 5.0
Amazing
Book and you will not be disappointed, everything was exceptional from the communication of the owner to the property itself. Can’t say enough good things!
5.0 / 5.0
Islamorada Getaway
This property is everything you need and then some. Cleanliness was top notch. The kitchen is spacious with plenty of supplies to meet our baking & meal preparation needs. Both pools are beautifully maintained & we used them frequently. We met some of the neighbors who were very polite & friendly. Everyone enjoyed using the paddle boards. We even got to see a manatee!! Our favorite spot was the upstairs, covered porch.. playing cards, watching the sunset or taking a nap in the hammock chair. Thanks Giovanna, we'll spread the word about your amazing property!!
5.0 / 5.0
Paradise
This property is absolutely beautiful and I don't think the pictures even do it justice. The ocean was even closer than I anticipated which made it very convenient to rent a boat for the week. I highly recommend this location.
5.0 / 5.0
Excellent
Perfect property for what we were looking for. House had everything we needed. Giovanna was responsive and helpful. Being able to rent a boat and tie up right at the dock was a huge bonus.
5.0 / 5.0
Everything you need
This property was beautiful... great space, has all the amenities. We loved the location and the setting. Having the private plunge pool was fabulous for having a cocktail after dinner. The dock was perfect for the boat and also seeing all the wildlife (manatee, fish, baby sharks). We took sunset cruises out into the harbor each night. Plenty of restaurants and bars nearby. Our group had a great time and were very impressed with this propery. Thank you for a memorable vacation.
5.0 / 5.0
Great location
Very nice property, perfectly located and the Host is very nice and responsive. Highly recommend.
5.0 / 5.0
Paradise Found
This property has everything. The location is perfect and the house is immaculate. Giovanna was amazing with answering all my questions. We are ready to book next year!
5.0 / 5.0
Relaxing Stay in Islamorada
We had a wonderful stay at this house in Islamorada. It is in the prime location to walk to local events, spas, shopping, and the best restaurants. We enjoyed time at the Cheeca Lodge, Bad Boy Burrito, and Square Grouper. It’s in short driving range to Theater of the Seas, Robbie’s, Bud and Marys, and Founders Park. The house was spotless, very clean, had all the amenities you needed for cooking, and had lots of room. The private plunge pool and the large community pool were both perfectly heated during our stay and both were very clean and well maintained. There were bikes available for use to ride around Islamorada. Our host Giovanna was very accommodating and had excellent communication skills. We had a wonderful, relaxing time and have already planned our vacation back next year!
5.0 / 5.0
Thanksgiving in Paradise!!!
This property will not disappoint! The community has a laid-back Keys vibe, and the home is beautifully decorated. We stayed the week of Thanksgiving when the weather was perfect. Enjoyed the bicycles and paddleboards, as well as hanging in the plunge pool watching football on the big screen and relaxing. Giovanna was the perfect host. We hope to stay again soon.
5.0 / 5.0
Paradise and Relaxation
We had a lovely stay at this beautiful property. The home is gorgeous, immaculate and has everything you need for rest, relaxation and a bit of fun. The location is also great. We were able to snorkel, fish, and swim at the beach within just a few miles. My girls loved spending time in the splash pool after the days activities. While my husband and I enjoyed watching the sunset with a glass of wine at the end of the day. We look forward to our next stay.
5.0 / 5.0
Beautiful, stylish home in the center of everything that Islamorada has to offer!
This new-construction home is simply lovely, with a smart layout and contemporary coastal decor that captures the spirit of the Keys, without being cheesy. The property was exceptionally clean and was turn-key. The kitchen was equipped with everything one would need, and then some. With two teenagers and a younger child, the bedroom arrangement was ideal, giving each of them plenty of space.
We brought our 22' boat, which the dock accommodated nicely. The dock was well lit, and had new rubber bumpers, plenty of cleats, and water hoses for easy end-of-day clean up. The open water views from the dock and pool area are fantastic.
The property's location is within walking distance of multiple famous Islamorada restaurants and waterfront bars. The new Publix just down the road, along with a smaller nearby market, made stocking the fridge a simple endeavor.
Giovanna was a terrific host, making our arrival worry-free, and answered any questions we had thoroughly and promptly. This was a fantastic rental! Great job!
5.0 / 5.0
Keys 2021
Giovanna was very attentive and assisted with anything we needed. Angler House was not able to honor our reservation for our boat trailer that we had made 3 months ago and confirmed the weekend before we arrived so this was very disappointing. Everything else was just as we expected. :) Thank you.
5.0 / 5.0
Wonderful Property
Wonderful property located in an excellent location on Islamorada with several restaurants and stores within walking distance. The property is nicely decorated and well equipped with everything you need for a relaxing vacation. There is a plunge pool right outside the living room and you are also just a few steps from the community pool, dock and water. We certainly enjoyed our week.
5.0 / 5.0
Beautiful Stay
Giovanna was a wonderful host! Thoughtful communication was helpful and she has thought of it all. The house is beautifully decorated and spotless. The beds and lines are incredibly comfortable. Great amenities and special touches added to the enjoyment of all. It was the perfect location on Islamorada and the marina recommendation made bringing our boat much easier!
5.0 / 5.0
Great stay. Loved this property
We had a wonderful time here. The only negative was that the entire keys was out of the very small containers of propane so no grilling was had
2.5 / 5.0
This place is amazing - you will not regret staying here. They house is extremely clean and decorations are well thought out.The layout of the house is very comfortable in the fact that there are three bedrooms all on the top floor along with two full bathrooms which made night time with littles easy and mornings a breeze for everyone getting ready. The beds, sheets, pillows are high end and very comfortable. In fact our daughter is now begging us for a new bed that compares to what she stayed on here.The personal plunge pool was the highlight of the trip with our kids - they would have been happy to stay at the VRBO in the pool the whole time if we let them. Of course there are so many fun family things to do in the keys that we did not do that but it made coming back to the VRBO extremely easy and relaxing.We will definitely be staying here again on our future trips to the Keys. Thank you Giovanna for your amazing communication throughout our trip which greatly helped to make this a relaxing comfortable vacation for our family!
5.0 / 5.0
Cool, Comfortable, Casual - the perfect family VRBO
This place is amazing - you will not regret staying here. They house is extremely clean and decorations are well thought out.
The layout of the house is very comfortable in the fact that there are three bedrooms all on the top floor along with two full bathrooms which made night time with littles easy and mornings a breeze for everyone getting ready. The beds, sheets, pillows are high end and very comfortable. In fact our daughter is now begging us for a new bed that compares to what she stayed on here.
The personal plunge pool was the highlight of the trip with our kids - they would have been happy to stay at the VRBO in the pool the whole time if we let them. Of course there are so many fun family things to do in the keys that we did not do that but it made coming back to the VRBO extremely easy and relaxing.
We will definitely be staying here again on our future trips to the Keys. Thank you Giovanna for your amazing communication throughout our trip which greatly helped to make this a relaxing comfortable vacation for our family!
5.0 / 5.0
Great house!
We really enjoyed our visit to Islamorada. We visit the Keys often; this was one of our favorite stays. Owner was very attentive and was quick to respond anytime I had a question. The house itself was beautiful, clean and well kept. Location was great! We brought our boat. Per the owner’s recommendation: we put the boat in at Angler House Marina (they were fabulous). They stored our trailer for the week and helped with put in and take out for a nominal fee. Overall great vacation experience. I would highly recommend.
5.0 / 5.0
Perfect Location in Islamorada
The Property is perfect for a group of six. The location could not have been better, and the owners of the property were extremely helpful. Highly recommend this home for the perfect vacation in Islamorada.
5.0 / 5.0
Amazing Property and even better owners!
One of the best trips we have ever taken as as family. Already booked again for the Fall.
5.0 / 5.0
Fabulous
The house is beautiful and Giovanna is a fabulous host. We highly recommend staying here. It made for a wonderful family vacation.
5.0 / 5.0
Perfect slice of Paradise!
The property is gorgeous! We have been coming to Islamorada for over 20 years and this new property was perfect for our stay with 6 people. Great location, walking distance to everything. Our children loved the private pool, community pool and the dock fishing was great for our children as well. The owner was very responsive and easy to work with. House was very well organized and very clean! Would love to stay here again!
5.0 / 5.0
This place is great!
Awesome property. House is beautiful on the inside. Location is amazing. Walking distance to shops, restaurants, breweries and a grocery store. Hosts are extremely kind and accommodating. Would recommend without hesitation.
Only issue we had was that one of the bedrooms upstairs doesn’t have a door (the room w/ bunk beds) and which added some difficulty when it came to sleeping arrangements for our son. But other than that, place was perfect!
5.0 / 5.0
Escape to Islamorada
Everything about the property, the location, and the owner greatly exceeded expectations. The home is beautiful, it had everything we needed and is located within walking distance to all the great restaurants. Could not have been a better experience from beginning to departure. 5 star experience.
5.0 / 5.0
Perfection in islamorada
We had the most wonderful experience in this home. The owner has impeccable taste and the house is so cute, modern and well appointed. The house is located in a small group of 6 town homes. Everyone is super friendly and there is a little area on the bay where there are a few lunge chairs and you can watch sunset. There is also a community pool in addition to the individual pool at the house. The owner was great at communicating and was very accommodating. We hope to return next year! Great for our family of 5.
5.0 / 5.0
Perfect Place to Stay in Islamorada
The property is beautiful and extremely well maintained. It is located in the best possible location in Islamorada. We loved having our 23' boat there the entire time and the plunge pool was such a nice amenity. The owner, Giovanna, could not have been nicer and was so helpful and a joy to deal with. Loved it!!!
5.0 / 5.0
Heart of Islamorada
This place was great! Right in the heart of Islamorada. So many great restaurants and shopping are within walking distance. Giovanna was very accommodating. She put so many heartfelt touches in the house that as renters we really appreciated. Highly recommend renting this property. You won’t be disappointed 😍
5.0 / 5.0
January 2021
Great property in a great location. Walk or bike to everything you need.
FAQs
How much does this house cost compared to others in Upper Matecumbe Key?
The average price for a rental in Upper Matecumbe Key is $829 per night. This rental is $834 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage. Enjoy the water!
Is BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage pet friendly?
Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.
What amenities are available at BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage?
We found 11 amenities for this rental. This includes pool, air conditioner, pets allowed, kitchen or kitchenette, and internet / wifi.
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