Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.

Photo gallery for Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.

A waterfront area with a dock, palm trees, and a sunset in the background.
A concrete dock with benches and a palm tree, leading to a body of water with a pier and boats in the distance.
A marina with boats docked, a stone pier, and palm trees.
A living room with a beige sofa, a coffee table with a plant, and a dining area with white chairs and a table.
A kitchen with white cabinets, a marble countertop, a microwave, a refrigerator, and a dining area with wooden chairs.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Florida Keys Brewing Co.

Popular amenities

  • Patio
  • Dog-friendly
  • Outdoor barbecue
  • Air-conditioning
  • Refrigerator
  • Internet

Explore the area

View map
Islamorada, FL
  • Place, Islamorada Brewery & Distillery
    ‪1 min walk‬
  • Place, beach near Islamorada
    ‪9 min walk‬
  • Place, Florida Keys Brewing Co.
    ‪18 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪46 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Other (See Description)

1 Double Murphy Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

Add dates for prices

Similar properties

Living area
Islamorada Luxury Waterfront Condo with Boat Slip
Matecumbe
  • Ocean view
  • Pool
  • Spa pool
  • Kitchen
9.8 out of 10, Exceptional, (29 reviews)
Islamorada Luxury Waterfront Condo with Boat Slip

About the area

Islamorada

Located in Matecumbe, a neighbourhood in Islamorada, this villa is near theme parks and on the waterfront. The area's natural beauty can be seen at Indian Key Historic State Park and Windley Key Fossil Reef Geological State Park, while Keys History & Discovery Center and History of Diving Museum are cultural highlights. Ready for a night out? Consider Lorelei Restaurant & Cabana Bar and Hog Heaven. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
View more Villas in IslamoradaOpens in a new window
Map
Islamorada, FL

What's nearby

  • Islamorada Brewery & Distillery - 1 min walk - 0.2 km
  • Lorelei Restaurant & Cabana Bar - 9 min walk - 0.8 km
  • beach near Islamorada - 9 min walk - 0.8 km
  • History of Diving Museum - 15 min walk - 1.3 km
  • Florida Keys Brewing Co. - 18 min walk - 1.6 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 39 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬9 min walk
  • ‪Wahoo's Bar & Grill - ‬2 min drive
  • ‪Wendy's - ‬5 min walk
  • ‪Islamorada Fish Company - ‬2 min drive
  • ‪Tiki Bar - ‬3 min drive

Frequently asked questions

Is Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking. pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet. Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.?

As of 4 November 2026, prices found for a 1-night stay for 2 adults at Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking. on 14 November 2026 start from NZ$4,287, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.?

On-site parking is available at the property.

What time is check-in at Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.?

Check-in begins at 5:00 PM.

What time is check-out at Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking.?

Checkout is at 9:00 AM.

Where is Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking. located?

Located in Matecumbe, this villa is within a 10-minute walk of Islamorada Brewery & Distillery, Lorelei Restaurant & Cabana Bar and Keys History & Discovery Center. History of Diving Museum and Matecumbe United Methodist Church are also within 15 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 37 out of 42 reviews
Rating 8 - Good. 4 out of 42 reviews
Rating 6 - Okay. 0 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 1 out of 42 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our two week stay was absolutely wonderful! The villa’s location is perfect! So close to our favorite restaurants and shops. The marina was great and protected from the wind. The sunsets are incredible. Lloyd was a pleasure!
Stayed 14 nights in Oct 2026
Response from VrboOwner on 24 October 2026
Thank you Denise. You guys were terrific guests and we would be very pleased to host you again. We are very happy that you so enjoyed our little bit of paradise!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great! Lloyd was a wonderful host!
Stayed 7 nights in Mar 2026
Response from VrboOwner on 22 March 2026
Thank you Heather. We hope to see you again!
Verified review

10/10 Excellent

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

Overall Fantastic Place!

Lloyd's place is outstanding in every way! You can't go wrong staying here, from the location to cleanliness to exceptional service from Lloyd! We have already planned three more trips and look forward to our next trip!
Stayed 7 nights in Nov 2023
Verified review

10/10 Excellent

Beautiful, hideaway on the water

Perfect spot for our family of 4, plus dog. The villa had everything we needed. The location was great and we had so much fun during our stay. Everyone staying there came out for sunset, which we had a perfect view of. Would definitely stay here again!
Stayed 3 nights in Jun 2018
Response from VrboOwner on 5 March 2020
Thank you Karen for your kind review. We put a lot of love in our units and feel fortunate to be able to make them available for weekly rentals.
Verified review

10/10 Excellent

Paradise

It really doesn't get any better than this! The property is beautiful, the owners are great, and the location is perfect!
Stayed 7 nights in Apr 2019
Response from VrboOwner on 5 March 2020
Thank you Jim for the kind review. We are so pleased that you appreciate and enjoy the property as much as we do. It is a special place and location in the Florida Keys. We will look forward to seeing you next year. Lloyd
Verified review

10/10 Excellent

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

Fantastic week

We had a wonderful stay in Bayside Villa. Perfect location and a perfect host. The property is exactly as advertised. We are looking forward to returning next year!
Stayed 7 nights in May 2024
Verified review

10/10 Excellent

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

Bayside Villa 2022

Overall experience very positive. Property was very clean and furnished with everything that we needed. Loved the sunsets
Stayed 7 nights in Jul 2022
Response from VrboOwner on 21 July 2022
Thank you Patrick for your kind review. We are pleased that you enjoyed your stay and that you are returning for another visit!
Verified review

10/10 Excellent

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

Amazing View … Keys Charm

We LOVED our stay here. As advertised, this is a very clean, and charming cottage. The location is peaceful with great waterfront views. Close to everything in Islamorada - We enjoyed watching the sunsets, boats, and wildlife. . Great host with excellent communication! Would definitely stay here again ! :)
Stayed 7 nights in Apr 2023
Verified review

10/10 Excellent

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

Boaters paradise

Great unit. Good marina for our boat included. We used an off property ramp - it was easier.
Stayed 4 nights in Aug 2024
Response from VrboOwner on 19 August 2024
Thank you James for your 5 star review!
Verified review

10/10 Excellent

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

Two weeks in paradise!

This villa had everything we needed and more! Cozy, clean villa. We began each day exploring the sealife within 100 feet of our door (manatee, octopus, shark, etc). Ended each day with a beautiful sunset! Quiet beautiful spot with excellent restaurants within walking distance. Lovely vacation!!
Stayed 14 nights in Jan 2023
Verified review

10/10 Excellent

Our happy place

Have been renting Bayside villa for many years. It is a great spot! Clean with everything you need. It is conveniently located both by car and boat. We love that the boat basin is secure. Looking forward to making more memories in the years to come.
Stayed 7 nights in Jun 2019
Response from VrboOwner on 5 March 2020
Thank you very much for your kind review. We are very pleased that you enjoyed the experience of the Bayside Villa.
Verified review

10/10 Excellent

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

Slice of Paradise

Take a trip back in time to this oasis of a property. From the quaint drive to the approximate location closest to the dock. Its truly paradise with everything one needs. The inlet marina is incredible and so easy to bring your own boat. The owners provided everything we needed and very comfortable. Coming home after a long day of fishing to the ice cold AC was heaven.
Stayed 7 nights in Jul 2024
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, listing accuracy
Nice property
Stayed 7 nights in Jun 2026
Response from VrboOwner on 8 August 2026
Thank you for your brief review!
Verified review

10/10 Excellent

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

Keep Coming Back

This is the first time we have stayed at this particular rental but we have been coming to this small complex for 10 years. Not one bad stay.
Stayed 7 nights in May 2022
Verified review

10/10 Excellent

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

Perfect

Place was perfect. Boat was right outside our door. Accommodations were very nice. All the amenities we could think of were there. Would book again in a minute without hesitation.
Stayed 14 nights in Feb 2021
Response from VrboOwner on 2 March 2021
Thank you Ron. We would love to have you back. We appreciate how clean you left our villa. We are pleased that you were not disappointed. Lloyd and Londa
Verified review

10/10 Excellent

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

Best place in the Keys.

This place is beautiful and very accommodating to our idea/needs of a perfect vacation. The owner went above and beyond from day one of us booking the trip and until the very end. I would give them six stars if I could.
Stayed 7 nights in Jan 2021
Response from VrboOwner on 18 January 2021
We enjoyed having you as guests. You took care of our Villa as if it were your own. It would be our pleasure to see you return as a guest. Thank you for the nice review!
Verified review

10/10 Excellent

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

Much Better Than the Pics!!

The view was fabulous! From the short drive to the back of the property to the patio, dock, & windows of the villa - the views were amazing. A/C was great, perfect size for me and the hubs. Still plenty of room for another couple.
Stayed 7 nights in Jan 2021
Verified review

10/10 Excellent

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

Everything we needed in one spot.

Awesome property
Verified review

10/10 Excellent

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

7 years in Islamorada

This was our seventh stay in the Bayside Villa in Islamorada. Again, it was perfect. The owners take very good care of the unit. As every year, it is sad to go back from living on island time.
Stayed 21 nights in Jul 2019
Response from VrboOwner on 5 March 2020
Thank you Franz for your review. We are pleased that you love our place the way we do and we always look forward to your visit with us. We wish your family safe travels.
Verified review

10/10 Excellent

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

Cozy getaway perfect for two.

Cozy getaway, perfect for two. Nice boat basin easy access to Gulf. We enjoyed our visit!
Stayed 7 nights in Jun 2019
Response from VrboOwner on 18 April 2020
Thank you John. Your kind review is very much appreciated. Hope to see you again next year.
Verified review

10/10 Excellent

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

KEYS KOTTAGE - JUNE 2019

Keys Kottage is a quaint, clean, comfortable and conveniently situated 2BR/2BA bungalow. Excellent accomodation for a small family and/or anglers appreciating practicality and simplicity; and, that "Vintage FL Keys" vibe. Boat ramp and basin are a major plus.
Stayed 7 nights in Jun 2019
Verified review

10/10 Excellent

"Siten" on the dock of the bay

Beautifully maintained, lovely views
Stayed 7 nights in May 2019
Response from VrboOwner on 5 March 2020
Thank you very much for your 5 star review. We strive to keep our units very clean and well stocked. The beautiful hammock on which the Villa is located, and being directly on the shore of Florida Bay makes for a delightful vacation spot. We are thrilled that you enjoy our property as much as we do. Thanks again for your kind review.
Verified review

8/10 Good

Bayside at Islamorada

What a wonderful time we had. Weather was perfect and sunsets were from a travel guide. This was our forth stay at Bayside and the upgrades were really nice, especially the bathrooms. The Murphy bed came in handy as I am a noisy sleeper and my wife would go to bed with me but end up in it to get a good nights sleep. The location of Bayside is excellent. Shopping and restaurants are all within walking distance. When we first stayed in the unit, about ten years ago, it had vertical blinds on the slider allowing a panoramic view of the bay when they were open. The new horizontal blinds can only open half way which eliminates our favorite part of Bayside, the view. One thing that surprised us was that three of the dimmer switches were missing the plastic toggle which left bare metal protruding into the rooms. This detracted from the overall excellence of the unit. In regards to the dimmer, it appears nondimmable light bulbs were used which affects the functionality of dimmers. Overall, we had a wonderful stay. We would like to thank the owners for their prompt response to questions we had. The bottle of wine was a very nice and appreciated welcome to Bayside.
Stayed 14 nights in Apr 2019
Response from VrboOwner on 5 March 2020
Thank you for the review. Thank you for pointing out the deficiencies. We shall have them taken care of before your return. Glad you had a wonderful time.
Verified review

10/10 Excellent

Key cottage villa

Everything was great as usual.
Stayed 14 nights in Mar 2019
Response from VrboOwner on 5 March 2020
Thank you very much for your 5 star review. We love sharing our Bayside Villa with guests. We do all that we can to meet our guests needs and keep the Villa up to date, and look forward to your visit again next year.
Verified review

10/10 Excellent

Another great vacation

Wonderful spot in a small compound, right on the bay with boat dock space outside your door. Nicely updated unit with plenty of room and patio space too.
Stayed 7 nights in Mar 2019
Tell us how we can improve our siteShare feedback