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.
Islamorada Brewery & Distillery - 2 min drive - 2.4 km
Bud n' Mary's Dive Center - 3 min drive - 2.7 km
Robbie’s of Islamorada - 6 min drive - 7.7 km
Theater of the Sea - 7 min drive - 7.0 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
Lorelei Restaurant & Cabana Bar - 18 min walk
Wendy's - 2 min drive
Islamorada Fish Company - 4 min walk
The Trading Post - 11 min walk
The Square Grouper - 10 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
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
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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 (dogs only, 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
Kayaking
Sailing
Motor boating
Personal watercraft (motorized)
Fishing
Beach nearby
Access to nearby outdoor pool
Free use of nearby fitness center
Bicycle rentals nearby
Ecotours nearby
Hiking/biking trails nearby
Parasailing nearby
Scuba diving nearby
Scooter/moped rentals nearby
Services
Front desk (limited hours)
Bicycle rentals
Pool loungers
Pool umbrellas
Facilities
5 buildings/towers
Built in 2010
Picnic area
Terrace
An outdoor pool
Accessibility
Wheelchair accessible
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
Premium cable channels
Home comfort
Air conditioning (climate-controlled)
Ceiling fan
Coffee/tea maker
Sleep well
2 bedrooms
Hypo-allergenic bedding
Blackout drapes/curtains
Queen sofa bed
Premium bedding
Pillowtop mattress
Free crib/infant bed
What to enjoy
Furnished balcony
Separate dining area
Separate sitting area
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
Dining table
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.
This property does not have elevators.
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, Eurocard
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, dogs 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 with onsite activities like kayaking, sailing, and fishing. 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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Bayside Villas by Islander Resort Reviews
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.More informationOpens in a new window
9.2/10
Cleanliness
8.8/10
Staff & service
8.0/10
Amenities
9.0/10
Property conditions & facilities
8.0/10
Eco-friendliness
Popular mentions
Location
Kitchen
Sunsets
Room
Family friendly
Service staff
Restaurant
Bathroom
Villa
Water
Reviews
10/10 Exceptional
Jun 20, 2025
Great location and access to great amenities! Staff was awesome as well.
Jason
Jason, 2-night trip
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
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
10/10 Exceptional
Jun 3, 2025
We had a great time pool right at edge of ocean
Jessica
Jessica, 1-night trip
2/10 Poor
Jul 22, 2025
Booked 2 places, got one. Lots of grief. Finally found other reservation, but interrupted sunset to figure it out & then had to move across the street. Didn’t get much downtime, etc, etc.
Denise
Denise, 1-night trip
10/10 Exceptional
May 17, 2025
Villa was great! My only suggestion would be to have some basic seasonings in the Kitchen (salt, pepper, etc)
Shea
Shea, 2-night trip
10/10 Exceptional
Aug 28, 2024
Wonderful easy to stay resort, just perfect!
Michelle
Michelle, 1-night trip
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
10/10 Exceptional
Jul 16, 2024
Amazing location and place
amneris
amneris, 2-night trip
10/10 Exceptional
Jul 14, 2024
Great quiet place
RANDELL RAMOS
RANDELL RAMOS, 2-night trip
10/10 Exceptional
Aug 10, 2023
It is one of the best spots me and my family have stayed in in Islamorada!
Aileen
Aileen, 1-night trip
10/10 Exceptional
Oct 30, 2022
Very nice place.
Jeffrey
Jeffrey, 2-night trip
10/10 Exceptional
Oct 19, 2022
Will stay again!
Loved it, beautiful location, very laid back atmosphere, plenty of room.
Verified traveler
2-night trip
8/10 Very good
Feb 25, 2025
It was ok I suppose. Not really worth the money.
Amanda
Amanda, 3-night trip
10/10 Exceptional
Aug 3, 2023
Great location and good size rooms
Timothy
Timothy, 2-night trip
10/10 Exceptional
Nov 9, 2022
This was such a relaxing, clean and just overall AWESOME property!
Wanda
10/10 Exceptional
Sep 24, 2022
Bayside villas is an amazing place for share with family and friends.I love everything.The best hotel in islamorada
Yadira
Yadira, 6-night trip
10/10 Exceptional
Jun 7, 2024
Clean and close to everything
Ena
Ena, 7-night trip
8/10 Very good
Jan 20, 2023
Staying at the villas - while being able to enjoy the big resort, but having a break when needed.
Emily
Emily, 5-night trip
10/10 Exceptional
Sep 21, 2022
Very quiet, beautiful, and everyone was friendly.
Danielle Marie
Danielle Marie, 5-night trip
8/10 Very good
Jan 7, 2025
We booked here because of the full kitchen plus living areas; the kitchen was pretty sparse regarding cookware/appliances, but the front desk bent over backwards to get us the missing items we requested. One of the selling points was access to their resort property, just up the street. However, that property was almost deserted due to a lot of construction work. The resort pool was closed (the Bayside Villas pool was open). Overall this was a pleasant stay for us.
Ellen
Ellen, 5-night trip
10/10 Exceptional
Feb 19, 2023
Highly Recommend
Our second time staying here. Great location on Islamorada!
John
John, 5-night trip
10/10 Exceptional
Jun 17, 2023
The place was clean and had lots of room. Pool area was great. Lots of places to eat around the area staff was super nice
christine
christine, 4-night trip
10/10 Exceptional
May 19, 2024
I have never encountered a staff so helpful and pleasant
Thank you