Consider a stay at Bayside Villas by Islander Resort and take advantage of a terrace, a bar, and 3 restaurants. Active travelers can enjoy amenities like sailing and cycling at this hotel. Stay connected with free in-room WiFi.
Located on the waterfront, Bayside Villas by Islander Resort is in Matecumbe, a neighborhood in Islamorada. 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. Scuba diving and snorkeling offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby. Visit our Islamorada travel guide
81450 Overseas Highway, Islamorada, FL, 33036
What's nearby
Hurricane Monument
3 min walk - 0.3 km
Florida Keys Brewing Co.
8 min walk - 0.7 km
Matecumbe United Methodist Church
12 min walk - 1.1 km
MoradaWay Arts & Cultural District
9 min walk - 0.8 km
Islamorada Brewery & Distillery
2 min drive - 2.4 km
Getting around
Marathon, FL (MTH-Florida Keys Marathon)
37 min drive
Restaurants
Lorelei Restaurant & Cabana Bar
18 min walk
Lazy Days Restaurant
2 min drive
Wendy's
2 min drive
Papa Joe’s Waterfront
2 min drive
Islamorada Fish Company
4 min walk
About this property
Bayside Villas by Islander Resort
Hotel located in Matecumbe
A terrace, a bar, and 3 restaurants are just a few of the amenities provided at Bayside Villas by Islander Resort. Active travelers can enjoy amenities like sailing and cycling at this hotel. Guests can connect to free in-room WiFi.
You'll also find perks like:
An outdoor pool along with sun loungers
Free self parking
A free area shuttle, bike rentals, and an elevator
Barbecue grills and motorized watercraft on site
Room features
All guestrooms at Bayside Villas by Islander Resort feature perks such as premium bedding and furnished balconies, in addition to amenities like free WiFi and air conditioning.
More conveniences in all rooms include:
Hypo-allergenic bedding, pillowtop mattresses, and free cribs/infant beds
Bathrooms with designer toiletries and tubs or showers
55-inch HDTVs with streaming services and cable channels
Wardrobes/closets, kitchens, and full-sized refrigerators/freezers
Does Bayside Villas by Islander Resort have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Bayside Villas by Islander Resort?
As of 23 October 2026, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on 1 November 2026 start from AED 758, excluding 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.
Is Bayside Villas by Islander Resort pet-friendly?
Yes, Bayside Villas by Islander Resort allows pets (limit 2 total). There's a deposit of USD 200 per stay and a fee of USD 100 per accommodation, per night. Service animals are exempt from fees. Some restrictions may apply, so please contact the property for more details.
How much is parking?
Self parking is free at this property.
What time is check-in at Bayside Villas by Islander Resort?
Check-in start time: 4:00 PM; Check-in end time: anytime.
What time is check-out at Bayside Villas by Islander Resort?
Check-out is at 11 AM.
Where is Bayside Villas by Islander Resort located?
Located in Matecumbe, this beach hotel is within a 10-minute walk of Hurricane Monument, Florida Keys Brewing Co., and MoradaWay Arts & Cultural District. Indian Key Historic State Park and Matecumbe United Methodist Church are also within 15 minutes.
Can I cancel my reservation for free and receive a full refund?
Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.
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Reviews
Bayside Villas by Islander Resort Reviews
9.0
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Had a blast in the keys! This property gave us every reason to stay on property! Fishing provided! Bait provided! Games, bikes, excellent staff and the vibes are worth every booking moment!
Definitely coming back! FYI: we stay in the townhomes and still had access to all of the amenities!
Book your stay! Let’s go!
The staff was by far the absolute best Allison was so kind and helpful. The rooms were much smaller in person than I expected but it's hard to judge by pictures. The rooms were very clean and the check in process wasn't complicated. Again, the STAFF was AMAZING!
Stayed 2 nights in May 2026
Verified review
10/10 Excellent
Caitlin
20 April 2026
Liked: Cleanliness, staff & service, amenities
The villa was perfect for our mini vacation! After staying in hotels the week before, it was so nice to come home to a place to sit (living room) and eat (dining room). My boyfriend loved the coffee!
The bed was so comfortable and we loved the balcony where we watched the sunset every night.
We will definitely be back on our next trip!
What an amazing stay! From the moment we entered the property the staff was happy, friendly and welcoming. DJ Nick the shuttle driver was so much fun and efficient- ask him to do his duck voice. The daily activities around the property were so much fun for our little one- the fresh fruit they brought around was refreshing!
Our two bedroom villa was clean and spacious. The view of the bay and the docks onsite are super convenient.
Great location close to so many things!
We are so excited to return next year to this amazing property! Thank you Bayside Villas at Islander.
Sarah the night manager was so very helpful as we checked in on Monday evening.
The pool area was ideal for our toddler.
All of the staff were delightful and so friendly.
Love the resort ambiance.
Fantastic stay — service was five-star from start to finish. Friendly staff in particular Jeremy Grimes and housekeeping team , spotless rooms, and prompt help whenever needed. Highly recommend!
Stayed 2 nights in Dec 2025
Verified review
10/10 Excellent
Julie
16 November 2025
Liked: Cleanliness, staff & service, amenities
The staff was very friendly, very helpful. The grounds were beautiful and clean.
Stayed 8 nights in Nov 2025
Verified review
8/10 Good
Troy
18 July 2025
Liked: Property conditions & facilities
The villas were nice and relaxing but the association with the islander resort made to stay great.
Nice place. No amenities other than small pool but there was access to more pools, a restaurant and a beautiful beach in their sister resort right down the street
We loved our stay at Bayside Villas. We loved the access to both Bayside and Oceanside, the activities were great! Beautiful rooms, grounds! We will definitely return in the future.
This place is an absolute gem. Check-in was absolutely amazing and they treated my mother-in-law and father-in-law like royalty as we were there to celebrate their 50th wedding anniversary.. at reception we were greeted by Sarah who went above and beyond in so many aspects I have done so much traveling and I will say this is one of my favorite stops. We will always try and stay at this location or their Sister location.
Each fillet is equipped in furnished so beautifully with a breathtaking view of the sunset we were delighted by the manatees every morning in the Marina and walking around property felt comfortable, relaxing and safe. One guest accidentally left their vehicle door doors open all night and didn’t have a single problem. The staff were happy to help in anyway, and we saw them accommodating everyone just as well as we were. I do not do a lot of reviews as I feel like they’re isolated incidents and not really a clear picture as to how people are treated over overall. I felt deeply compelled to leave a review about how wonderful this place was, including its immaculate beauty and cleanliness this place deserves. It’s five star review.
Islander Resort was the perfect resort for a family with kids. The pool has zero entry and no super deep ends, it’s right on the water — there’s a basketball court and mini golf course right off the water, you can easily rent bikes as an amenity and bike around the resort or to other local shops… the list goes on. Islamorada is also family friendly island with lots of things to do— don’t skip Theater of the Sea. The Dolphin show wowed all 3 of the kids. We rented a car and drove from the Villas to the main resort but took the free shuttle a couple of times when needed. The Villa side is quieter but provides the space and layout needed for a bigger family. Truly the best of both worlds