Escape to Islander Bayside Villas and Boatslips, nestled in Matecumbe. Unwind by the pool or take advantage of fishing, sailing, and kayaking activities nearby. Connect with free in-room WiFi and enjoy bike rentals on site.
MoradaWay Arts & Cultural District - 9 min walk - 0.8 km
Matecumbe United Methodist Church - 12 min walk - 1.1 km
Bud n' Mary's Dive Center - 2 min drive - 2.7 km
Getting around
Marathon, FL (MTH-Florida Keys Marathon) - 37 min drive
Miami Intl. Airport (MIA) - 95 min drive
Key West Intl. Airport (EYW) - 99 min drive
Miami, FL (MPB-Public Seaplane Base) - 100 min drive
Miami, FL (OPF-Opa Locka Executive) - 110 min drive
Free area shuttle
Restaurants
Lazy Days Restaurant - 2 min drive
Lorelei Restaurant & Cabana Bar - 18 min walk
Papa Joe’s Waterfront - 2 min drive
Wendy's - 2 min drive
Islamorada Fish Company - 4 min walk
About this property
Bayside Villas by Islander Resort
Situated by the ocean, Bayside Villas by Islander Resort is a great choice for a stay in Islamorada. After splashing around at the outdoor pool, you can grab a bite to eat at one of the 3 restaurants or unwind with a drink at the bar/lounge.
At a glance
DONE
Hotel size
25 rooms
Arranged over 2 floors
DONE
Arriving/Leaving
Check-in start time: 4:00 PM; Check-in end time: anytime
Minimum check-in age: 21
Check-out time is 11 AM
DONE
Special check-in instructions
The front desk is open daily from 9:00 AM - 7:00 PM
Guests will receive an email within 24 hours before arrival with check-in instructions; front desk staffed during limited hours
Information provided by the property may be translated using automated translation tools
DONE
Required at check-in
Credit card required for incidental charges
Government-issued photo ID may be required
Minimum check-in age is 21
Minimum Spring Break check-in age is 21
DONE
Children
Up to 4 children (12 years old and younger) stay free when occupying the parent or guardian's room, using existing bedding
DONE
Pets
Pets allowed (2 total)*
Service animals welcome
Specific rooms only, restrictions apply*
Pets must be supervised
WIFI
Internet
Free WiFi in public areas
Free WiFi in rooms
LOCAL_PARKING
Parking
Free onsite self parking
Wheelchair-accessible parking and van parking on site
DONE
Offsite
Free area shuttle within 1.5 miles
DONE
Other information
Designated smoking areas
Property amenities
Food and drink
3 restaurants
Bar/lounge
Barbecue grills
Traveling with children
Children stay free (see details)
Free local shuttle
What to do
Sailing
Personal watercraft (motorized)
Beach nearby
Access to nearby outdoor pool
Free use of nearby fitness center
Bicycle rentals nearby
Ecotours nearby
Hiking/biking trails nearby
Scuba diving nearby
Scooter/moped rentals nearby
Services
Front desk (limited hours)
Bicycle rentals
Pool loungers
Facilities
5 buildings/towers
Built in 2010
Picnic area
Terrace
An outdoor pool
Accessibility
Wheelchair accessible
Elevator
Elevator door width (inches): 36
Wheelchair-accessible parking
2 on-site accessible parking spaces
Assistive listening devices available
Wheelchair-accessible van parking
Wheelchair-accessible pool
Visual alarms in hallways
Well-lit path to entrance
Stair-free path to entrance
Room amenities
Be entertained
55-inch LCD TV
Cable TV channels
Streaming services
Home comfort
Air conditioning (climate-controlled)
Ceiling fan
Coffee/tea maker
Sleep well
Hypo-allergenic bedding
Blackout drapes/curtains
Premium bedding
Pillowtop mattress
Free crib/infant bed
What to enjoy
Furnished balcony
Freshen up
2 bathrooms
Bathtub or shower
Designer toiletries
Hair dryer
Towels
Toilet paper
Stay connected
Free WiFi
Free local calls
Food and drink
Full-sized refrigerator/freezer
Freezer
Microwave
Kitchen
Stovetop
Oven
Toaster
Free bottled water
Cookware, dishes, and utensils
Dishwasher
Blender
Ice maker
Paper towels
More
Daily housekeeping
In-room safe
Cleaning supplies
Special features
Dining
Tides Beachside Bar - Onsite restaurant. Guests can enjoy drinks at the bar.
Coccoloba - Onsite restaurant. Open daily.
Drift On The Beach - Onsite restaurant. Open daily.
Sandy's Bar - Onsite bar. Open select days.
Fees & policies
Mandatory fees
You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
Resort fee: USD 67.50 per accommodation, per night
Resort fee inclusions:
Additional inclusions
Beach access
Beach towels
Fitness/yoga classes
In-room bottled water
Partner property access
Partner property beach club access
Partner property pool access
Pool access
Sporting facilities or equipment
Pets
Service animals exempt from fees
Pet deposit: USD 200 per stay
Pets are allowed for an extra charge of USD 100 per accommodation, per night
Policies
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
Only registered guests are allowed in the guestrooms.
Guests can rest easy knowing there's a carbon monoxide detector, a fire extinguisher, a smoke detector, and window guards on site.
This property accepts credit cards, debit cards and cash.
Credit cards accepted: Visa, Mastercard, American Express, Discover
This property is professionally cleaned.
Also known as
Bayside Islander
Islander Bayside
Islander Bayside Islamorada
Islander Bayside Resort Islamorada
Islander Resort Bayside
Bayside Townhomes Boatslips
Islander Bayside And Boatslips
Islander Bayside Villas Boatslips
Islander Bayside Villas and Boatslips Hotel
Islander Bayside Villas and Boatslips Islamorada
Islander Bayside Villas and Boatslips Hotel Islamorada
Frequently asked questions
Does Bayside Villas by Islander Resort offer free cancellation for a full refund?
Yes, Bayside Villas by Islander Resort does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Is there a pool at Bayside Villas by Islander Resort?
Yes, there's an outdoor pool.
Are pets allowed at Bayside Villas by Islander Resort?
Yes, pets are welcome, with a limit of 2 total. There's a charge of USD 100 per accommodation, per night, and there's also a deposit of USD 200 per stay. Service animals are exempt from fees. Some restrictions may apply, so please contact the property for more details.
Is parking offered on site at Bayside Villas by Islander Resort?
Yes, there's free self parking.
What are the check-in and check-out times at Bayside Villas by Islander Resort?
Check-in start time: 4:00 PM; Check-in end time: anytime. Check-out time is 11 AM.
What is there to do at Bayside Villas by Islander Resort and nearby?
Have fun during the warmer months with activities such as sailing. Additional recreation nearby includes ecotours. Enjoy a swim in the outdoor pool or use the hotel's other amenities, which include a picnic area and access to a nearby outdoor pool.
Are there restaurants at or near Bayside Villas by Islander Resort?
Yes, there are 3 onsite restaurants.
Does Bayside Villas by Islander Resort have self-catered rooms fitted with kitchens or kitchenettes?
Yes, a kitchen is available in every room, and also includes a blender, a coffee maker, and a toaster.
Does Bayside Villas by Islander Resort have any outdoor private spaces?
Yes, every room features a furnished balcony.
What's the area around Bayside Villas by Islander Resort like?
Bayside Villas by Islander Resort is located on the waterfront in Matecumbe, a short 7-minute walk from Florida Keys Brewing Co. and 4 minutes' walk from Hurricane Monument.
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Reviews
Bayside Villas by Islander Resort Reviews
8.8
Excellent
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.
9.2
Cleanliness
9.4
Location
9.0
Staff & service
9.0
Property conditions & facilities
Popular mentions
Location
Kitchen
Room
Sunsets
Family friendly
Service staff
Bathroom
Villa
Restaurant
Water
Reviews
Verified
10/10 Exceptional
Feb 27, 2026
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.
Carol
Carol, 4-night trip
Verified
10/10 Exceptional
Jan 25, 2026
Staff was very responsive. Great location
rebecca
rebecca, 6-night trip
Verified
10/10 Exceptional
Jan 13, 2026
William was amazing who checked us in.
Property was in excellent condition and the villas were wonderful.
We will be back to stay.
Victoria
Victoria, 2-night trip
Verified
10/10 Exceptional
Nov 30, 2025
I loved the property, the staff and all the amenities.
Janeth
Janeth, 4-night trip
Verified
10/10 Exceptional
Apr 3, 2026
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
Holly
Holly, 4-night trip
Verified
10/10 Exceptional
Dec 28, 2025
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!
francy
francy, 2-night trip
Verified
8/10 Very good
Dec 28, 2025
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
Susan
Susan, 5-night trip
Verified
10/10 Exceptional
Nov 16, 2025
The staff was very friendly, very helpful. The grounds were beautiful and clean.
Julie
Julie, 8-night trip
Verified
10/10 Exceptional
Oct 4, 2025
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.
heather
heather, 1-night trip
Verified
8/10 Very good
Jul 18, 2025
The villas were nice and relaxing but the association with the islander resort made to stay great.
Troy
Troy, 4-night trip
Verified
8/10 Very good
Nov 9, 2025
Neat apartment with very comfortable beds! Also a nice kitchen with dining table. No 24/7 front desk on site, but just a 5 min drive to the main Islander resort. We were also allowed to make use of all the facilities at the main resort.
Brandon
Brandon, 1-night trip
Verified
10/10 Exceptional
Jun 20, 2025
Great location and access to great amenities! Staff was awesome as well.
Jason
Jason, 2-night trip
Verified
10/10 Exceptional
Jun 30, 2025
Excellent property. Clean, convenient and quiet.
R
R, 3-night trip
Verified
10/10 Exceptional
Jun 23, 2025
Had another amazing stay in a gorgeous waterfront unit! The sunset was breathtaking! Beds super comfy. Love this place
Lori
Lori, 1-night trip
Verified
10/10 Exceptional
Jul 28, 2025
The property was beautiful, me and my family enjoyed our stay there. We would definitely stay there again. The pool, the rooms, and the veiws were just amazing. The beds were super comfortable and the veiw from the pool and rooms was amazing. Everything was super clean and neat when we got there. I would recommend to stay at this place if you go to the keys.
Lucia
Lucia, 1-night trip
Verified
10/10 Exceptional
Jun 3, 2025
We had a great time pool right at edge of ocean
Jessica
Jessica, 1-night trip
Verified
10/10 Exceptional
Aug 3, 2023
Great location and good size rooms
Timothy
Timothy, 2-night trip
Verified
10/10 Exceptional
Jul 16, 2024
Amazing location and place
amneris
amneris, 2-night trip
Verified
6/10 Good
Mar 13, 2025
A little pricey for the overall villa because ours could’ve been a little cleaner but overall it was ok because the beds were very comfortable!
Carroll
Carroll, 4-night trip
Verified
8/10 Very good
Jul 20, 2025
Blessing in disguise
Property was smaller than what I was picturing with the photos but the villa was great wish the live ring rooms were bigger or maybe arranged differently, the beds were really comfortable and the whole property was quiet and relaxing it was also great that you could still enjoy everything at the main resort and preferred to stay at this location other than the main locstion
James
James, 5-night trip
Verified
10/10 Exceptional
Mar 16, 2024
Did not know part of the awesome islander resort. Can sleep 5 easily. Great condition. Nice bayside pool.
Jay
Jay, 1-night trip
Verified
8/10 Very good
Feb 4, 2024
Recently refurbished so a couple of teething problems with the water and lighting. Lovely to be on the sunset side of Islamorada and great for families.
Rhian
Rhian, 3-night trip
Verified
10/10 Exceptional
May 19, 2024
I have never encountered a staff so helpful and pleasant
Thank you
marcos
marcos, 2-night trip
Verified
4/10 Fair
Nov 19, 2025
We thought the property was located directly across from the Islander. That is on us for not mapping it. The amenities at the Islander where we have stayed numerous time are amazing. The villas do not have washer/driers in unit as advertised. The dishwasher had a broken latch but if you work for it you can get it to run. We had to clean any dish we wanted to use. The linens on the sleeper sofa were dirty. The unit needed to be vacuumed and mopped again. I do understand we were by the beach, so getting all sand may be impossible. We had to buy ice daily because the icemaker no longer worked. It was just very expensive for the expectation of cleanliness.
Katherine
Katherine, 3-night trip
Verified
10/10 Exceptional
Aug 6, 2023
Everything is good.
Except the pool needs to clean.