Bayside Villas by Islander Resort

Resort, 4-star81450 Overseas Highway, Islamorada, FL, United StatesShow on map

You won’t be charged yet

Very good

Guests rate it highest for service, location and food.

Check-in from 4:00 PMCheck-out by 11:00 AM.
Superb locationGuests rate the location 9.2 out of 10, at 81450 Overseas Highway.
Free parkingThe property states parking on site is free for guests.

Waterfront Location Nestled on the shores of the Florida Bay, the Islander Bayside Resort offers a picturesque setting just a stone's throw away from the beach.

Fully Equipped Townhouses Each townhouse at this Islamorada resort comes complete with a kitchen, ideal for guests looking to whip up their own meals. The inclusion of a flat-screen TV, free WiFi, and laundry facilities ensures a comfortable stay.

Outdoor Activities With bicycle rentals available on-site and an array of water sports activities nearby, guests can easily explore the beauty of the surroundings and make the most of their tropical getaway.

Ready to experience the perfect blend of relaxation and adventure? Book your stay at Islander Bayside Resort now!

What this place offers

WiFi available
Free WiFi
Parking
Free Parking
Non-smoking rooms
Air conditioning
Fitness center
Swimming pool
Restaurant
Heating

Rooms

8.5

Very good

Rated 8.5 out of 10 by 344 guests who stayed here.

Cleanliness6.7
Service9.7
Location9.2
Rooms8.2
Amenities8.7
Value8.2
Food & drink8.7

Guests mention

Friendly staffGreat locationSpacious apartmentsWonderful amenities

Rens79NL
August 2026Family
Great location and awesome villa.
We had a villa with view over the bay and pool. The pool was perfect. Beds were very comfortable and large. Lovely personnel.
The wifi was very poor and the kitchen was a little bit short of cutlery and plates. Cold…
ClaireUnited Kingdom
August 2026Family
Good location, clean and spacious villas for family of 4 with the 2 bedrooms. Great kitchen facilities. The pool area is nice and a lovely spot to watch the sunset but we used the Islander facilities which are really…
YandUnited States
August 2026Family
Over all, was pleased. Just a couple things y'all took away that really made our stay wonderful. We'
Location, docking, and full kitchens.
No bath tub or washer/dryer anymore🙁 Chairs VERY uncomfortable to try to watch TV. Very small closet space, use to have 2, one in each room. And lastly, y'all took out the…
StevenFrance
August 2026Family
Propre, bel emplacement
Wifi ne fonctionnait pas, nous l’avons signalé 2x et rien n’a été fait en 2 jours, et quand vous êtes avec des ados et que vous devez aussi pouvoir travailler un peu à distance, c’est juste pas…
AnnaFrance
August 2026Couple
Décevant
Les appartements sont joliment décorés, la vue sur l'océan très jolie, la partie Bayside du resort est au calme.
L’attitude du personnel. Le premier soir, tout s’est bien passé au bar du Resort. Le lendemain, nous avons…
ChristinaUnited States
August 2026Family
Excellent Location, Amazing Staff, Best Family-Friendly Resort in the Keys!
It’s super family-friendly, which can be tough to find in the keys. Volleyball, basketball, putt-putt, kayak & paddle boards, movie nights, s’mores on the beach, coconuts and popsicles at the pool, scavenger hunt - they…

Reviews are written by guests who booked through our supplier and stayed, shown as written and in their own language. Category scores are the supplier’s reading of recent reviews, updated January 2026.

Where you’ll be

81450 Overseas Highway, Islamorada, FL, United States

Guests rate the location 9.2 out of 10 — superb.

Things to know

Cancellation

Each room shows its own terms before you pay.

Most rates can be cancelled free until a date shown on the room.

Non-refundable rates are marked as such.

House rules

Check-in from 4:00 PM

Check-out by 11:00 AM

Children welcome

No pets

Free parking on site

Non-smoking rooms available

Payment & property

Paid when you book, not at the desk.

Rates include the taxes and fees we can read.

The property may take a card at check-in for incidentals.

Please note that only select rooms can accommodate pets. Contact the property in advance for details. If you arrive outside reception opening hours, you can check in at Island Resort. Please contact Bayside Villas by Islander Resort in advance for details. Stays of 7 days or more: Please note that pets will incur an additional charge of $100 per day.Guests are required to show a photo ID and credit card upon check-in. Please note that all Special Requests are subject to availability and additional charges may apply. Parking is subject to availability due to limited spaces. A deposit may be required at the property.

What we’d check for you here

That the step-free room is actually free on your dates, and whether it is a roll-in shower or a bath, which the listing never says.
The pet fee and any size limit, which is where these bookings usually come apart.
Whether there is room for a pickup, a trailer or a van, not just a car.
Whether the rate moves for your dates, and what it includes.
What the property actually charges at the desk on top of the rate.

Questions about Bayside Villas by Islander Resort

What time is check-in and check-out at Bayside Villas by Islander Resort?

Check-in is from 4:00 PM. Check-out is by 11:00 AM. If you're arriving late, tell us and we'll ask the property to hold the room.

Does Bayside Villas by Islander Resort allow pets?

No — the property states that pets are not allowed.

Is there parking at Bayside Villas by Islander Resort?

Yes — the property states that parking on site is free. Whether a space can be reserved in advance varies, so we check it against your dates.

Does Bayside Villas by Islander Resort have a pool?

Yes — a pool is listed among the property's facilities. Seasonal closures are common, so we'll confirm it's open for your dates.

Does Bayside Villas by Islander Resort have Wi-Fi?

Yes — internet access is listed among the property's facilities.

Does Bayside Villas by Islander Resort have wheelchair accessible rooms?

The property lists step-free or accessible facilities. That flag is the one least able to settle the question: a hotel can carry it and still have a step at the entrance, or a bath rather than a roll-in shower, and it does not say whether the accessible room is free on your dates. Tell us what you need and we'll ask the property directly rather than reading you the flag.

How do I book Bayside Villas by Islander Resort?

Put your dates in above and book online, or call (888) 789-8585 and we'll do it for you — including things a booking form can't handle, like a block of rooms, a monthly rate or an invoice for your employer.

Where is Bayside Villas by Islander Resort?

81450 Overseas Highway, Islamorada, FL.

Other places we book in Islamorada

Nothing to do with the booking above. The same market, priced the same way, for if this one is not it.

All stays inIslamorada, FL

Ragged Edge Resort & Marina9.6 · 330 reviews

Pines & Palms Resort9.1 · 1176 reviews

Chesapeake Beach Resort9.0 · 1182 reviews

Fisher Inn Resort & Marina9.0 · 1040 reviews

The Islands of Islamorada9.4 · 104 reviews

Places to stay Islamorada, FL