Bayside is a first floor apartment overlooking the water. Bayside is located on a small resort property nestled in a native hammock on Florida Bay. An easy 90 minute drive from Miami International Airport, this property is located in the heart of Islamorada, directly on Florida Bay. Bayside is fully air conditioned and there are ceiling fans throughout. The kitchen is modern and equipped with all the necessary appliances. The property is a nature lovers dream with resident fish, lobster, an octopus and an occasional manatee in the marina, iguanas that sun themselves by the boat basin and pelicans, egrets and osprey that fly in for periodic visits. Our boat basin can accommodate boats up to 26 feet in length and dockage is included in the rental.
The property is private and secluded, away from traffic and noise, yet is convenient to many of the best restaurants and attractions in the Keys. A variety of shopping is nearby. Sunsets over the water of Florida Bay are breathtaking. Well behaved pets are welcome, please inquire.
Bayside has a master bedroom with a king size bed and it's own bathroom. There is a second bath. There is a new queen size Murphy bed in the living room. The living room and dining area are bright and sunny. The kitchen is fully equipped with oven, range and microwave, dishwasher, icemaker, coffee pot, blender, dishes and pots and pans. A barbecue is provided to grill your fresh catch. The entertainment center has a TV with cable services, a DVD player, and stereo should it rain one afternoon. A clothes washer and dryer are provided. The marina has electric service and water, and has automatic lights at night.
A boat ramp is available for boats up to 20 feet. Trailer parking is included for one boat trailer. Dockage for 1 boat 26 feet or less parking for 2 cars included in the rental is admission to the Islamorada Founders Park, just a short drive north to Plantation Key where you will find an olympic size pool, tennis, ball fields, and other amenities.
You're minutes away from the best back country (bonefish, tarpon, permit, snook, redfish), blue water (sailfish, dolphin, wahoo, cobia) and reef fishing (grouper, snapper, yellowtail) in the entire Florida Keys. Fishing off of our jetty in the evening is a lot of fun for the kids. Magnificent snorkeling and scuba diving sites abound in the local area. A wide range of boating activities are available year round since our area of the bay is well protected. Sea Kayaking and canoeing along our shoreline is popular. Of course water skiing and knee-boarding are a hit with the kids. Local shopping for clothing, souvenirs, and fishing and boating needs is plentiful. Grocery stores are convenient.
There are several local attractions if you need a day out of the sun and there are several . Key West is a day-trip away.
Bayside is an unique place, and the people who visit, both owners and guests, feel very special about the property. The privacy is wonderful, the accommodations are new and clean, the property peaceful, and the access to the fishing is the best in the Keys, indisputably. We hope you will also find it as special as have we, and will add your name to the growing list who return to enjoy the most gorgeous sunsets and the best fishing and diving in the world. Bayside generally rents for 1 week intervals, from Saturday to Saturday. If Bayside is what you are looking for, please contact us and to reserve the dates. The reservation will be confirmed upon receiving a check for $500.00. The balance of the rental costs including tax (12.5%) are due 8 weeks before arrival.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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Pets allowed: dogs less than 9 kg per pet (limit one pet total)
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Smoking
Smoking is not permitted
No smoking inside the unit
Rental fee includes 4 persons. There is room for 2 additional guests at the specified fee.
Important information
You need to know
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
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Islamorada Brewery & Distillery - 1 min walk - 0.0 km
Keys History & Discovery Center - 8 min walk - 0.7 km
History of Diving Museum - 15 min walk - 1.3 km
Florida Keys Brewing Co. - 18 min walk - 1.6 km
MoradaWay Arts & Cultural District - 20 min walk - 1.7 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
Bayside Gourmet of Islamorada - 6 min walk
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 26 April 2026, prices found for a 1-night stay for 2 adults at Bayside: Bayfront villa W/ free onsite boat ramp marina & trailer parking. on 4 July 2026 start from NZ$493, 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 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.
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!
Cindi W.
Stayed 7 nights in Nov 2023
Verified
10/10 Excellent
Karen C.
18 July 2018
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!
Karen C.
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
10/10 Excellent
Joel A.
22 May 2019
"Siten" on the dock of the bay
Beautifully maintained, lovely views
Joel A.
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.
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!
Mike H.
Stayed 7 nights in May 2024
Verified
10/10 Excellent
Jim S.
23 April 2019
Paradise
It really doesn't get any better than this! The property is beautiful, the owners are great, and the location is perfect!
Jim S.
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
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 ! :)
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!!
Cindy L.
Stayed 14 nights in Jan 2023
Verified
10/10 Excellent
Mary Jo D.
11 June 2019
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.
Mary Jo D.
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.
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.
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.
Ron K.
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
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.
Benjamin R.
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!
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.
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.
FP S.
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.
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.
Verified traveller
Stayed 7 nights in Jun 2019
Verified
8/10 Good
Randall R.
7 May 2019
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.
Randall R.
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
10/10 Excellent
Verified traveller
16 April 2019
Key cottage villa
Everything was great as usual.
Verified traveller
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
10/10 Excellent
Ed M.
23 March 2019
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.
Ed M.
Stayed 7 nights in Mar 2019
Verified
10/10 Excellent
Laurie S.
25 February 2019
Paradise
Location location location! We loved being right at our boat. From the marina bay we saw tons of fish and even manatee. Lots of restaurants nearby. Very comfortable bed and shower. ALL of the neighbors were friendly and helpful making for a perfect week.
Laurie S.
Stayed 7 nights in Feb 2019
Response from VrboOwner on 5 March 2020
Thank you Laurie for the nice review. We owners work to provide our guests with the ambience and comfort they deserve.
Verified
10/10 Excellent
stephen d.
15 January 2019
Sunset serenity
Very pleasant stay at Bayside. Fantastic vistas especially at sunset. The Unit is well stocked with all you need
stephen d.
Stayed 7 nights in Jan 2019
About the host
Hosted by Lloyd Wruble
WE are Linda and Al Canal. We have lived in Florida for 30 years having moved from New Jersey. We are both retired and love the Florida Keys. My husband Al recently sold his aircraft engine rebuilding business and I have retired as a manager for a Maxillofacial Surgery practice. We are co-owners with Lloyd and Rae Wruble whose information can be found with our other property, the Keys Kottage, on the same property.
Why they chose this property
We purchased this beautiful property from a friend who has moved out of town. The property is beautiful and since we are retired it will give us pleasure to provide such a beautiful sanctuary for our guests. We hope to provide the same high level of service which Bernie has provided for over 17 years. All owners are avid outdoorsmen and have a passion for fishing. What greater place than the Florida Keys to spend a vacation?
What makes this property unique
Bayside, and the property we know as Holiday House, is a unique property unlike anything in the keys. It is small and private, yet the owners and guests who vacation here are warm and friendly. We are centrally located in the heart of Islamorada and convenient to restaurants, grocery stores, tourist attractions, marinas and fuel docks and access to the back country or the patch reefs and offshore fishing. And without a doubt this is the finest location to watch the most gorgeous sunsets over the water,........ and if you're real lucky you just might see the green flash!
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests