Bayside Villas by Islander Resort

Property class: 3.5

Choose dates to view prices

Reviews

9.0 out of 10
Wonderful
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.
The current price is ￥40,974
￥57,655 total
includes taxes & fees
Oct 22 - Oct 23

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning

Room options

Available filters for rooms
Showing 5 of 5 rooms

View all photos for Brand New Two King Bed Standard

A hotel room with a bed, a ceiling fan, a TV, and a balcony with a view of palm trees.

Brand New Two King Bed Standard

9.2 out of 10
Wonderful
(19 reviews)
  • 76 sq m
  • 2 bedrooms
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

View all photos for Brand New Two King Bed Preferred

A hotel room with a bed, a ceiling fan, a TV, and a balcony with a view of palm trees.

Brand New Two King Bed Preferred

8.8 out of 10
Excellent
(9 reviews)
  • Partial sea view
  • 82 sq m
  • 2 bedrooms
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

View all photos for Brand New Queen/Queen Bedroom ADA

A hotel room with a bed, a ceiling fan, a TV, and a balcony with a view of palm trees.

Brand New Queen/Queen Bedroom ADA

7.0 out of 10
Good
(2 reviews)
  • 83 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Brand New Two King Bay Front

A bedroom with a bed, bedside lamps, and a view of the beach through a sliding glass door.

Brand New Two King Bay Front

8.0 out of 10
Very good
(1 review)
  • Bay view
  • 89 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

View all photos for Brand New Two King Bedroom Bay View

A bedroom with a view of a balcony, a wooden table, and a sofa.

Brand New Two King Bedroom Bay View

10.0 out of 10
Exceptional
(1 review)
  • Bay view
  • 82 sq m
  • 1 bedroom
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

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About the neighborhood

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
Map
33036, FL, Islamorada, 81450 Overseas Highway

What's nearby

  • A stone monument with a relief sculpture, surrounded by palm trees and a clear blue sky.
    Hurricane Monument
    3 min walk - 0.3 km
  • A colorful building with a sign reading "Florida Keys Brewing Co." and a Santa Claus decoration.
    Florida Keys Brewing Co.
    8 min walk - 0.7 km
  • A church sign with the name Matecumbe United Methodist Church, listing Sunday School and Worship Service times.
    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

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free area shuttle up to 1.5 mi
  • Free self parking on site
  • Wheelchair-accessible parking and van parking available

Food and drink

  • 3 restaurants
  • A bar/lounge

Restaurants on site

  • Coccoloba
  • Drift On The Beach
  • Sandy's Bar
  • Tides Beachside Bar

Things to do

  • Bicycle rentals
  • Outdoor pool
  • Outdoor pool (guest access)
  • Personal motorized watercraft
  • Sailing

Family friendly

  • Free area shuttle
  • In-room crib
  • In-room full-sized refrigerator/freezer
  • In-room kitchen
  • In-room microwave
  • Outdoor pool

Conveniences

  • Limited-hour front desk

Guest services

  • Change of bedsheets (on request)
  • Change of towels on request
  • Housekeeping (daily)

Outdoors

  • Barbecue grill
  • On the waterfront
  • Picnic area
  • Pool loungers
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 on-site accessible parking spaces
  • Assistive listening devices
  • Elevator (36 inch wide door)
  • Stair-free path to entrance
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking
  • Wheelchair-accessible pool
  • Wheelchair-accessible van parking

More

  • 2 floors
  • 5 buildings
  • Built in 2010
  • Designated smoking areas

Room amenities

Bedroom

  • Blackout drapes
  • Free crib
  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Bathtub or shower
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 55-inch LCD TV with cable channels
  • Streaming services

Food and drink

  • Blender
  • Cleaning supplies
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Free bottled water
  • Freezer
  • Full-sized refrigerator/freezer
  • Ice maker
  • Kitchen
  • Microwave
  • Oven
  • Paper towels
  • Stovetop
  • Toaster

More

  • Air conditioning (climate-controlled)
  • Ceiling fan
  • Free local calls
  • Phone
  • Safe

Policies

Check-in

Check-in start time: 4:00 PM; Check-in end time: anytime
Minimum check-in age: 21

Check-out

Check-out before 11 AM

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

Access methods

Front desk (limited hours)

Pets

Pets allowed for an extra charge of USD 100 per accommodation, per night, plus a deposit of USD 200 per stay
Service animals are welcome, and are exempt from fees
2 total pets
Pets cannot be left unattended
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property at the number on the booking confirmation

Children and extra beds

Children are welcome
4 children, up to the age of 12 years, can stay for free if using existing beds when occupying the parent or guardian's room
Rollaway/extra beds are not available
Free cribs are available on request at the property

Property payment types

  • American Express
  • Discover
  • Mastercard
  • Visa

Important information

Fees

You'll be asked to pay the following charges at the property. Fees may include applicable taxes:

  • Resort fee: USD 73.12 per accommodation, per night
The resort fee includes:
  • 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

We have included all charges provided to us by the property.

Optional extras

  • Pet deposit: USD 200 per stay
  • Pet fee: USD 100 per accommodation, per night
  • Service animals are exempt from fees

The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change.

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card 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
Minimum Spring Break check-in age is 21 years old
This property accepts credit cards, debit cards, and cash
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and window guards
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
This property is professionally cleaned

We should mention

Only registered guests are allowed in the guestrooms
A car is not required for transportation to and from this property

Frequently asked questions

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 Oct 16, 2026, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on Oct 22, 2026 start from ￥40,974, 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

9.2

Cleanliness

9.4

Location

9.0

Staff & service

9.0

Property conditions & facilities
Rating 10 - Excellent. 303 out of 468 reviews
Rating 8 - Good. 108 out of 468 reviews
Rating 6 - Okay. 26 out of 468 reviews
Rating 4 - Poor. 19 out of 468 reviews
Rating 2 - Terrible. 12 out of 468 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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!
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice place very clean , quiet . Was great stay for us , thank you
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was in excellent condition. Roomy accommodations for a family. Lots of activities within a 50-mile radius for children.
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Alison was amazing! Great customer service! We really enjoyed our 4-day stay!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was very nice and well maintained. Housekeeping was excellent.
Stayed 4 nights in May 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

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!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Staff was very responsive. Great location
Stayed 6 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
I loved the property, the staff and all the amenities.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
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.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
William was amazing who checked us in. Property was in excellent condition and the villas were wonderful. We will be back to stay.
Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities
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

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

Liked: Property conditions & facilities
The villas were nice and relaxing but the association with the islander resort made to stay great.
Stayed 4 nights in Jul 2025
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities
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
Stayed 5 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Great location and good size rooms
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 6 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Manatee - very friendly
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Great location and access to great amenities! Staff was awesome as well.
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing location and place
Stayed 2 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent property. Clean, convenient and quiet.
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Had another amazing stay in a gorgeous waterfront unit! The sunset was breathtaking! Beds super comfy. Love this place
View from patio
Stayed 1 night in Jun 2025
Verified review

10/10 Excellent

Liked: Property conditions & facilities
We had a great time pool right at edge of ocean
Stayed 1 night in May 2025