Skip to Main Content.
List your propertySupportTrips
Member discount illustration
Members save 10% or more on over 100,000 hotels worldwide when you’re signed in
Sign in
Learn about Expedia Rewards
Feedback

Bayside Villas by Islander Resort

3.5 star property
Beach hotel with 3 restaurants and area shuttle service

Choose dates to view prices

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 P10,540
P15,826 total
includes taxes & fees
Dec 1 - Dec 2

Room options

Available filters for rooms
Showing 5 of 5 rooms

View all photos for Brand New Two King Bed Standard

2 bedrooms, premium bedding, pillowtop 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 cribs/infant beds
Kitchen
Full-sized refrigerator/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 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 cribs/infant beds
Kitchen
Full-sized refrigerator/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 Queen/Queen Bedroom ADA

2 bedrooms, premium bedding, pillowtop 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 cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 83 sq m
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Brand New Two King Bay Front

2 bedrooms, premium bedding, pillowtop beds, in-room safe

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 cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 89 sq m
  • Bay view
  • Sleeps 6
  • 2 King 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 cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 82 sq m
  • Bay view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

You may also like

Ad
Exterior

Pines & Palms Resort

Matecumbe
  • On private beach
  • Pool
  • Parking included
  • Free WiFi
9.2 out of 10, Wonderful, 1,009 reviews
Pines & Palms Resort
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

About the neighborhood

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 - 5 min drive - 3.0 km
  • Theater of the Sea - 8 min drive - 7.3 km
  • Robbie’s of Islamorada - 10 min drive - 8.0 km

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 37 min drive

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

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 and pool umbrellas
  • Free self parking
  • A free area shuttle, bike rentals, and motorized watercraft on site
  • Barbecue grills
Room features
All guestrooms at Bayside Villas by Islander Resort feature comforts such as premium bedding and furnished balconies, in addition to thoughtful touches like air conditioning and separate sitting areas.
More conveniences in all rooms include:
  • Hypo-allergenic bedding, pillowtop mattresses, and sofa beds
  • Designer toiletries, tubs or showers, and hair dryers
  • 55-inch HDTVs with streaming services and cable channels
  • Separate sitting areas, separate dining areas, and kitchens

Similar properties

Exterior

Islander Resort

  • On private beach
  • Pool
  • Pet friendly
  • Parking included
9.2 out of 10, Wonderful, 1,016 reviews
The price is P12,229
P17,726 total
includes taxes & fees
Nov 10 - Nov 11
Islander Resort

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

  • Dining table
  • Free area shuttle
  • In-room crib
  • 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 elevator
  • 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
  • Queen sofa bed

Bathroom

  • Bathtub or shower
  • Designer toiletries
  • Hair dryer
  • 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
  • Dining table
  • Dishwasher
  • Free bottled water
  • Freezer
  • Full-sized refrigerator/freezer
  • Ice maker
  • Kitchen
  • Microwave
  • Oven
  • Paper towels
  • Separate dining area
  • Stovetop
  • 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 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 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

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, 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

This property does not have elevators
Only registered guests are allowed in the guestrooms
A car is not required for transportation 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 Nov 5, 2025, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on Dec 1, 2025 start from P 10,540.41, 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 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?

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

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Reviews

Bayside Villas by Islander Resort Reviews

8.8

Excellent

9.2

Cleanliness

9.4

Location

9.0

Staff & service

8.0

Eco-friendliness

9.0

Property conditions & facilities
Rating 10 - Excellent. 240 out of 392 reviews
Rating 8 - Good. 100 out of 392 reviews
Rating 6 - Okay. 24 out of 392 reviews
Rating 4 - Poor. 16 out of 392 reviews
Rating 2 - Terrible. 12 out of 392 reviews

Reviews

10/10 Excellent

Leslie

Liked: Property conditions & facilities
Beautiful property loads of thing to do or do nothing. Great restaurao
Stayed 2 nights in Sep 2025

10/10 Excellent

Leah

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was quiet and clean
Stayed 1 night in Sep 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

R

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

Michelle

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

8/10 Good

James

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

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
Stayed 5 nights in Jul 2025

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

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

10/10 Excellent

RANDELL RAMOS

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

10/10 Excellent

Verified traveler

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

Ena

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

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

10/10 Excellent

Jay

Liked: Cleanliness, staff & service, property conditions & facilities
Did not know part of the awesome islander resort. Can sleep 5 easily. Great condition. Nice bayside pool.
Stayed 1 night in Mar 2024

10/10 Excellent

Jose

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent
Stayed 1 night in May 2023

10/10 Excellent

Luz

Liked: Cleanliness, staff & service, property conditions & facilities
Everything is good. Except the pool needs to clean.
Stayed 1 night in Aug 2023

8/10 Good

Julia

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The villas are lovely, comfortable beds, lots of room and the pool area is great plus access to amenities at the islander hotel is a great bonus, lovely pools and beach area/restaurants. My only negatives were we were in villa 102 and the road noise in the back bedroom was very loud, also the back bedroom needs curtains, it only had a Venetian blind and it was too light with the street lamps outside. Otherwise we loved this place and all the amazing staff who were so friendly.
Stayed 2 nights in Apr 2024

8/10 Good

Joyce

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
the location and units great, access to the amenities at there other location, the islander, was a plus kitchen could have used more, better items for cooking etc... and grill not working, no propane, promised it would be filled and didn't happen, important because many guest fish like we do and would like to cook there catch on the grill
Stayed 5 nights in Feb 2023

2/10 Terrible

Katherine

Disliked: Staff & service, amenities
I was unable to access the room. I booked after 7pm on Travelocity at the airport, drove over an hour from Miami and was told by security that he did not have a room key. No room available and I’m still waiting for a refund- terrible and fraudulent!!!!
Stayed 2 nights in Sep 2024

8/10 Good

Marc

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great friendly service. Clean units. Beautiful property. AC and humidity inside the unit is a problem. Had to keep AC very cold to hide moldy smell. Not very eco friendly as AC seemed to run 24/7. Also some carpenter ants found inside.

6/10 Okay

Darin

Disliked: Staff & service, property conditions & facilities, room comfort
Wifi bad, tv bad, stains all over carpeting and some mold on shower, pool unusable by 11am for rest of day
Stayed 6 nights in Nov 2022

10/10 Excellent

Keith

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Lovely sister property to the Islander - Resort; the, Islander Bayside resort Townhomes are wonderful. The Green Tuttle Inn. And the NEST across overseas highway great spirits & food. kitchens open until 10pm. 7 am green turtle breakfast. Or Mangrove Mike’s is a short walk North for breakfast. First night we walked to Lorelei, (15 minutes walk) for sunset. Best spot. This property is Slightly less than 2 miles NORTH from Bud and Mary’s marina and Lazy Days. Ideal for family or larger groups two king beds one shared bath upstairs, half bath downstairs full kitchen Living room. Staff were always upbeat and friendly; free shuttle via golf cart to the Islander main resort. Also booked snorkeling and sandbar tour with Clearly Unique water sports vendor at our Islander Bayside resort. Golf cart shuttle picked us up at Islander Bayside, and dropped us at Cheeca Lodge, where we embarked 3.5 hours - an hour snorkeling tour. Our captain Gunnar and first mate Brady, are professional, attentive, courteous, and marveled everyone with their knowledge of Different fish species we would encounter as we snorkeled. Next stop the ISLAMORADA Sandbar for Sunday Funday. Perfect. Chabby chic; centrally located. Great stay Islander Bayside Townhomes.
Stayed 4 nights in Apr 2024

8/10 Good

Paul

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Second time we stayed here. First times at the Villas. Two bedroom townhouse style with full kitchen and washer n dryer was great for a family of five. Great staff. Easy check in. Spent most of our pool time at the Islander. Everyone loved it. Our biggest issue was the key situation. Several times throughout the week all of keys would stop working. The Villas uses a different key system than the Islander. And there’s only someone in the Villas office during check in. We were part of a group of 18. And this caused a lot of issues. We had to wait up to and over an hour sometimes for someone to come over to make new keys. We heard their reason for keys not working so many times we could recite it ourselves. One of the villas had a 3 and 5 yr old that got locked in. Took an hour to get someone there. Almost called the fire department. They need to update their key system. Or keep someone at the desk at all times at the Villas. Everything else was great. We also used Clearly Unique for snorkeling and a Sandbar excursion. They run out of the Islander which was super convenient. The fun crew were also great. Ricardo was great! My kids had a great time hanging and playing soccer, basketball, ping pong and a bunch of other activities.
Stayed 5 nights in Nov 2022

10/10 Excellent

heather

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

2/10 Terrible

Lesa

Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
We checked in to find that the Villa had a horrible smell of either mildew or mold. Very musty. Walls were touched up with paint that didn't match. One of the appliances was dinging with an alarm. I didn't even look around at anything else because of the smell! I was told they had been remodeled over the summer, but I could not imagine that they were. They were advertised as brand new, so we had booked two villas for our stay. We went to the service desk and ask for other rooms, but they told us they all smell the same. We purchase the room with the "Bay View" that we paid $1000 more than the other one. Don't waste your money! No view! They did accommodate us nicely at the Islander with very nice rooms and I gave them a good review!!!
Stayed 4 nights in Sep 2025