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Bayside Villas by Islander Resort

3.5 star property
Beach location and outdoor pool

Choose dates to view prices

Photo gallery for Bayside Villas by Islander Resort

Restaurant
Restaurant
Brand New Two King Bay Front | Private kitchen
Bar (on property)
Outdoor pool, pool umbrellas, pool loungers
Islander Bayside Villas and Boatslips in Matecumbe offers a perfect balance of relaxation and activity. Spend mornings by the pool and afternoons fishing, sailing, or kayaking. Enjoy free in-room WiFi and convenient on-site bike rentals for local exploration.

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • Housekeeping
  • Pet-friendly
  • Pool
  • Kitchen
  • Air conditioning
The current price is NZ$468
includes taxes & fees
24 Sept - 25 Sept

Room options

Check availability for these dates

Tonight

Sept 9 - Sept 10
Check availability for tonight Sept 9 - Sept 10

Tomorrow

Sept 10 - Sept 11
Check availability for tomorrow Sept 10 - Sept 11
Available filters for rooms
Showing 5 of 5 rooms

View all photos for Brand New Two King Bed Preferred

View from room

Brand New Two King Bed Preferred

8.8 out of 10
Excellent
(6 reviews)

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cots/infant beds
Kitchen
Full-sized fridge/freezer
Dining table
  • 82 sq m
  • 2 bedrooms
  • Partial sea view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

View all photos for Brand New Two King Bed Standard

2 bedrooms, premium bedding, pillow-top beds, in-room safe

Brand New Two King Bed Standard

9.8 out of 10
Exceptional
(11 reviews)

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cots/infant beds
Kitchen
Full-sized fridge/freezer
Dining table
  • 76 sq m
  • 2 bedrooms
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

View all photos for Brand New Two King Bay Front

Brand New Two King Bay Front

Brand New Two King Bay Front

8.0 out of 10
Very good
(1 review)

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cots/infant beds
Kitchen
Full-sized fridge/freezer
Dining table
  • 89 sq m
  • Bay view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

View all photos for Brand New Queen/Queen Bedroom ADA

2 bedrooms, premium bedding, pillow-top beds, in-room safe

Brand New Queen/Queen Bedroom ADA

7.0 out of 10
Good
(2 reviews)

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cots/infant beds
Kitchen
Full-sized fridge/freezer
Dining table
  • 83 sq m
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Brand New Two King Bedroom Bay View

View from room

Brand New Two King Bedroom Bay View

10.0 out of 10
Exceptional
(1 review)

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cots/infant beds
Kitchen
Full-sized fridge/freezer
Dining table
  • 82 sq m
  • Bay view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

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About the area

Located on the waterfront, Bayside Villas by Islander Resort is in Matecumbe, a neighbourhood 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 MoradaWay Arts & Cultural District and Keys History & Discovery Center are cultural highlights. Scuba diving and snorkelling offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and ecotours nearby.
Visit our Islamorada travel guideOpens in a new window
Map
81450 Overseas Highway, Islamorada, FL, 33036

What's nearby

  • Florida Keys Brewing Co. - 8 min walk - 0.7 km
  • 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

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬18 min walk
  • ‪Papa Joe’s Waterfront - ‬2 min drive
  • ‪Wendy's - ‬2 min drive
  • ‪The Trading Post - ‬11 min walk
  • ‪Italian Food Company - ‬2 min drive

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. With motor boating, fishing and kayaking, this hotel is the perfect place to soak up some sun. Guests can connect to free in-room WiFi.
You'll also find perks such as:
  • An outdoor pool, along with sunloungers and pool umbrellas
  • Free self-parking
  • A free local area shuttle, bike hire and barbecues
  • Motorised watercraft on-site
Room features
All guest rooms at Bayside Villas by Islander Resort boast comforts, such as premium bedding and furnished balconies, in addition to thoughtful touches, such as air conditioning and separate sitting areas.
More conveniences in all rooms include:
  • Hypo-allergenic bedding, pillowtop mattresses and sofa beds
  • Designer toiletries, baths or showers and hairdryers
  • 55-inch HDTVs with premium channels
  • Separate sitting areas, separate dining areas and kitchens

Property amenities

Internet

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

Parking and transport

  • Free area shuttle up to 1.5 miles
  • 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
  • Fishing
  • Kayaking
  • Motor boating
  • Outdoor pool
  • Outdoor pool (guest access)
  • Personal motorised watercraft
  • Sailing

Family friendly

  • Dining table
  • Free area shuttle
  • In-room cot
  • In-room full-sized refrigerator/freezer
  • In-room kitchen
  • In-room microwave
  • In-room sofa bed
  • Outdoor pool
  • Separate in-room dining area

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
  • Pool umbrellas
  • 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 accessible parking spaces
  • Assistive listening devices
  • No lift
  • 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 cot
  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding
  • Queen sofa bed

Bathroom

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

Entertainment

  • 55-inch LCD TV with premium cable channels

Food and drink

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

More

  • Air conditioning (climate-controlled)
  • Ceiling fan
  • Free local calls
  • Safe
  • Separate sitting area

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

Access methods

Front desk (limited hours)

Pets

Pets are 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
Welcoming dogs only
2 total pets
Pets cannot be left unattended
Specific rooms only, restrictions apply; pet-friendly rooms can be requested by contacting the property on 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 cots are available on request at the property

Payment types

Important information

Fees

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

  • Resort fee: USD 67.50 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is professionally cleaned

We should mention

This property does not have any lifts
Only registered guests are allowed in the guestrooms
A car is not required for transport to and from this property

Property is 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 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 9 Sept 2025, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on 24 Sept 2025 start from NZ$354.48, including 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 dogs (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 at Bayside Villas by Islander Resort?

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?

Checkout 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. Matecumbe United Methodist Church and Indian Key Historic State Park are also within 15 minutes.

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Bayside Villas by Islander Resort Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 236 out of 387 reviews
Rating 8 - Good. 100 out of 387 reviews
Rating 6 - Okay. 24 out of 387 reviews
Rating 4 - Poor. 16 out of 387 reviews
Rating 2 - Terrible. 11 out of 387 reviews

9.2/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

9.0/10

Property conditions & facilities

8.0/10

Eco-friendliness

Reviews

10/10 Excellent

Gregory

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay
Stayed 2 nights in Aug 2025

8/10 Good

Troy

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

10/10 Excellent

Lucia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 1 night in Jul 2025

10/10 Excellent

Cara

Wonderful experience
Stayed 3 nights in Jul 2025

10/10 Excellent

R

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

10/10 Excellent

Placido

Liked: Amenities
The front desk manager was amazing. The units are brand new.
Stayed 2 nights in Jul 2025

10/10 Excellent

Lori

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

4/10 Poor

Jessica

Disliked: Cleanliness, amenities, property conditions & facilities
The pool at the villas was filthy from arrival to departure. The pools at the resort were slightly better. The tvs at the villa were out for two days. They add 20% tip to all drink and food orders. If you order a soda 20% tip is added and they don’t even tell you. The rooms while spacious and clean smell of mildew
Stayed 6 nights in Aug 2025

10/10 Excellent

Jessica

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

10/10 Excellent

Shea

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Villa was great! My only suggestion would be to have some basic seasonings in the Kitchen (salt, pepper, etc)
Stayed 2 nights in May 2025

8/10 Good

Yadira

Liked: Staff & service
Disliked: Cleanliness
My family and I have been traveling to this hotel for over 10 years. We have never arrived at the townhouse and found it to be dirty. The floor was covered in dust, with belongings from previous guests under the bed and sofa. A contact lens was on the dining room table and the cleaning staff who came to clean it removed it with the broom used to sweep the floor. They didn't clean the table afterward, at least with a cloth. The entrance hall had animal droppings on it and they only cleaned the small area where the droppings were.
Stayed 6 nights in Jul 2025

10/10 Excellent

Michelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful easy to stay resort, just perfect!
Stayed 1 night in Aug 2024

6/10 Okay

Carroll

Liked: Property conditions & facilities
Disliked: Cleanliness
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!
Stayed 4 nights in Mar 2025

10/10 Excellent

amneris

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

10/10 Excellent

RANDELL RAMOS

Liked: Cleanliness, staff & service, property conditions & facilities
Great quiet place
Stayed 2 nights in Jul 2024

10/10 Excellent

Aileen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
It is one of the best spots me and my family have stayed in in Islamorada!
Stayed 1 night in Aug 2023

8/10 Good

Amanda

Liked: Cleanliness, staff & service, property conditions & facilities
It was ok I suppose. Not really worth the money.
Stayed 3 nights in Feb 2025

10/10 Excellent

Jeffrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice place.
Stayed 2 nights in Oct 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Will stay again!

Loved it, beautiful location, very laid back atmosphere, plenty of room.
Stayed 2 nights in Oct 2022

10/10 Excellent

Timothy

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

10/10 Excellent

Wanda

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This was such a relaxing, clean and just overall AWESOME property!

10/10 Excellent

Ena

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean and close to everything
Stayed 7 nights in May 2024

8/10 Good

Ellen

Liked: Cleanliness, staff & service
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.
Stayed 5 nights in Dec 2024

10/10 Excellent

Yadira

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Bayside villas is an amazing place for share with family and friends.I love everything.The best hotel in islamorada
Stayed 6 nights in Sep 2022

8/10 Good

Emily

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staying at the villas - while being able to enjoy the big resort, but having a break when needed.
Stayed 5 nights in Jan 2023