BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage

Q: Is BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

Q: Where is BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage located?

Located in Matecumbe, this vacation home is within a 10-minute walk of Matecumbe United Methodist Church, Keys History & Discovery Center, and Florida Keys Brewing Co.. MoradaWay Arts & Cultural District and Islamorada Brewery & Distillery are also within 10 minutes.

10/10 Excellent

Kristy M.

Apr 21, 2025

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

Perfect vacation!

Our family loved our stay! We had the best time and the house worked out great! The kids loved the pool and the property. Communication was excellent and the house was clean with everything we could need for our vacation. We would love to stay again.

Stayed 5 nights in Apr 2025

10/10 Excellent

Megan F.

Jun 27, 2024

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

Great house and location

Loved the house and its keys decor and vibe. Easy walk and drive to nearby attractions.

Stayed 4 nights in Jun 2024

10/10 Excellent

Curt S.

Mar 21, 2024

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

Island Paradise!

Clean, relaxing, had everything we needed. Great location! Quiet are and great views and close to lots of things to do. Highly recommend.

Stayed 7 nights in Mar 2024

10/10 Excellent

George F.

May 18, 2021

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

Amazing Property and even better owners!

One of the best trips we have ever taken as as family. Already booked again for the Fall.

Stayed 10 nights in Apr 2021

10/10 Excellent

Robb F.

Mar 27, 2022

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

Great location

Very nice property, perfectly located and the Host is very nice and responsive. Highly recommend.

Stayed 7 nights in Mar 2022

10/10 Excellent

Shannon D.

May 11, 2024

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

Great week!

Very comfortable, lovely home. Loved having our own little pool. Location was perfect.

Stayed 7 nights in May 2024

10/10 Excellent

Joanna C., Mechanicsburg, United States

Aug 13, 2022

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

Great family escape

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.

Stayed 7 nights in Aug 2022

10/10 Excellent

heather b.

Nov 25, 2022

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

We loved our time in Islamorada!

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!

Stayed 8 nights in Nov 2022

10/10 Excellent

Anne F.

Jun 11, 2023

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

Everything we hoped for

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.

Stayed 7 nights in May 2023

10/10 Excellent

Melanie R.

Mar 3, 2022

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

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!

Stayed 7 nights in Feb 2022

10/10 Excellent

Tracy Y.

Jul 1, 2022

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

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!

Stayed 7 nights in Jun 2022

10/10 Excellent

Jesse S.

Feb 11, 2021

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

January 2021

Great property in a great location. Walk or bike to everything you need.

Stayed 14 nights in Jan 2021

10/10 Excellent

Jackie S.

Dec 30, 2024

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

Absolute 100% perfection!

By far this has been the best experience we have ever had using VRBO. The property was exactly as described. The home was impeccable upon arrival and the host was incredibly responsive. The beds are super comfortable and we had ample space. The amenities are lovely with the dock, pool and fire pit. Beautiful sunsets and great proximity to lots of fun activities. Cannot say enough good things! You will have the time of your life if you choose this rental. A big thank you to our lovely hosts!!! We will ne back!!!

Stayed 7 nights in Dec 2024

10/10 Excellent

J David P.

Feb 26, 2023

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

Excellent Everything

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.

Stayed 8 nights in Feb 2023

10/10 Excellent

Alyssa C.

Mar 20, 2021

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

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 😍

Stayed 7 nights in Mar 2021

10/10 Excellent

Jennifer B.

Jul 14, 2021

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

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!

Stayed 7 nights in Jun 2021

10/10 Excellent

Clay T.

Apr 27, 2021

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

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!

Stayed 7 nights in Apr 2021

10/10 Excellent

Matt V.

Nov 27, 2021

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

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.

Stayed 7 nights in Nov 2021

10/10 Excellent

Janet S.

Jul 5, 2023

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

Comfortable Home

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.

Stayed 7 nights in Jun 2023

10/10 Excellent

Michelle H.

Apr 21, 2022

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

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.

Stayed 7 nights in Apr 2022

10/10 Excellent

Benjamin W.

Apr 19, 2021

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

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!

Stayed 7 nights in Apr 2021

10/10 Excellent

Nicholas R.

Aug 19, 2022

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

Great house in a perfect location

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!

Stayed 7 nights in Jul 2022

10/10 Excellent

Ophira C.

Apr 3, 2021

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

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.

Stayed 8 nights in Mar 2021

10/10 Excellent

Ryan O.

Jan 9, 2024

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

Perfect Holiday Visit to Islamorada

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!

Stayed 14 nights in Dec 2023

10/10 Excellent

peg w.

Jun 2, 2022

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

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!!

Stayed 7 nights in May 2022

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Photo gallery for BAYSIDE PARADISE ~ Heart of Islamorada ~ Private Boat Dockage

Reviews

Entire home

Popular amenities

Add dates for prices

About this property

Entire place