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Bayside Villas by Islander Resort

3.5 star property
Travelers can soak up the Florida sunshine by the pool or head out for water adventures with motorized boats at this Keys retreat

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

  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
The current price is ฿11,026
฿14,514 total
includes taxes & fees
26 Jan - 27 Jan

Room options

Available filters for rooms
Showing 5 of 5 rooms

View all photos for Brand New Two King Bed Standard

Premium bedding, pillow-top beds, in-room safe, blackout curtains

Brand New Two King Bed Standard

9.6 out of 10
Exceptional
(13 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 Bed Preferred

Premium bedding, pillow-top beds, in-room safe, blackout curtains

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 Queen/Queen Bedroom ADA

Premium bedding, pillow-top beds, in-room safe, blackout curtains

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 Bay Front

Brand New Two King Bay Front | Premium bedding, pillow-top beds, in-room safe, blackout curtains

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 Two King Bedroom Bay View

Brand New Two King Bedroom Bay View | Premium bedding, pillow-top beds, in-room safe, blackout curtains

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 guide
Map
81450 Overseas Highway, Islamorada, FL, 33036

What's nearby

  • Hurricane Monument featuring a monument
    Hurricane Monument
    3 min walk - 0.3 km
  • Florida Keys Brewing Co. showing signage
    Florida Keys Brewing Co.
    8 min walk - 0.7 km
  • 3/4 of a mile paddle from islamorada. There are still ruins and one grave with historic markers from the early settlements of Indians, spanish and american ship wreckers. The island is accessible by paddling or boat.
    Indian Key Historic State Park
    12 min walk - 1.1 km
  • Islamorada_BudnMarysDiveCenter_6069243-0004
    Bud n' Mary's Dive Center
    5 min drive - 3.0 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
  • Wendy's
    2 min drive
  • Islamorada Fish Company
    4 min walk
  • The Square Grouper
    10 min walk
  • The Trading Post
    11 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 travellers can enjoy amenities, such as cycling and sailing, at this hotel. Guests can connect to free in-room WiFi.
You'll also find perks such as:
  • An outdoor pool, along with sunloungers
  • Free self-parking
  • A free local area shuttle, bike hire and barbecues
  • Motorised watercraft on-site and a lift
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 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, 1,009 reviews
The price is ฿10,001
฿13,361 total
includes taxes & fees
29 Jan - 30 Jan
Islander Resort

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
  • Limited on-site self parking
  • 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 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
  • 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
  • Lift (91 centimetre 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 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 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
  • 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
Information provided by the property may be translated using automated translation tools

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
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 at the property

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

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 21 Jan 2026, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on 26 Jan 2026 start from ฿11,026.06, 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 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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Reviews

Bayside Villas by Islander Resort Reviews

8.8

Excellent

9.2

Cleanliness

9.4

Location

9.0

Staff & service

9.0

Property conditions & facilities
Rating 10 - Excellent. 248 out of 406 reviews
Rating 8 - Good. 103 out of 406 reviews
Rating 6 - Okay. 24 out of 406 reviews
Rating 4 - Poor. 19 out of 406 reviews
Rating 2 - Terrible. 12 out of 406 reviews

Reviews

10/10 Excellent

Victoria

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

10/10 Excellent

Janeth

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

10/10 Excellent

francy

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

8/10 Good

Susan

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

8/10 Good

Brandon

Liked: Cleanliness, amenities, property conditions & facilities
Neat apartment with very comfortable beds! Also a nice kitchen with dining table. No 24/7 front desk on site, but just a 5 min drive to the main Islander resort. We were also allowed to make use of all the facilities at the main resort.
Stayed 1 night in Nov 2025

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

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

Jason

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

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

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

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

4/10 Poor

Katherine

Liked: Amenities
Disliked: Property conditions & facilities
We thought the property was located directly across from the Islander. That is on us for not mapping it. The amenities at the Islander where we have stayed numerous time are amazing. The villas do not have washer/driers in unit as advertised. The dishwasher had a broken latch but if you work for it you can get it to run. We had to clean any dish we wanted to use. The linens on the sleeper sofa were dirty. The unit needed to be vacuumed and mopped again. I do understand we were by the beach, so getting all sand may be impossible. We had to buy ice daily because the icemaker no longer worked. It was just very expensive for the expectation of cleanliness.
Stayed 3 nights in Nov 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

Timothy

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

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

4/10 Poor

Anna-Liisa

Disliked: Cleanliness, amenities, property conditions & facilities
The listing is misleading and should be amended immediately. I booked this assuming that this accommodation is in the resort, which it wasn’t. It’s a couple of minutes down the highway, which might be ok for some but we were travelling with a little child so getting him ready for the car etc was already such a hassle that we had to preplan our visits to the resort. The first photo of the listing is literally the resort so you can see the confusion. Secondly, the rooms smelled damp and mouldy. We were immediately alarmed as we didn’t want our baby to be exposed to a possible mould. The listing says ‘brand new’ but we were later told that the place hadn’t been touched up for years since The Islander bought the place. The staff was very kind and moved us to a different unit immediately but we lost a day of our holiday (one of two sunny days while we were there) due to the hassle of packing, moving etc. The second unit was an ‘upgrade’ by the bay but it still smelled musty. All of our clothes stank of mould once I unpacked our luggage back home.
Stayed 5 nights in Nov 2025

8/10 Good

conrado

Liked: Cleanliness, staff & service, property conditions & facilities
We always stay at the Islander Resort but this time we decided to stay at the Bayside Villages with the family ( Sisters properties, share the amenities ) My honest review; not the same at all! The apartment was not very clean. The walls were dirty, so was the kitchen. We were aware that for the amenities we would have to go to the Islander and we were ok the that. But since the villages dont have basically anything we would have expected to at least be spotless. They are pet friendly, which is a good thing for families bringing their pets. Me and my family will definitely return to the Islander, but not sure if I’ll return to the Bayside Villages.
Stayed 2 nights in Aug 2025

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

marcos

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I have never encountered a staff so helpful and pleasant Thank you
Stayed 2 nights in May 2024

8/10 Good

Rhian

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Recently refurbished so a couple of teething problems with the water and lighting. Lovely to be on the sunset side of Islamorada and great for families.
Stayed 3 nights in Feb 2024

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

10/10 Excellent

Jessica

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great 3-night stay at the Bayside Villas. Used all of the resort amenities at the Oceanside resort. Rented our own golf cart to go back and forth. Saltwater pool at the resort was fantastic. Drinks were fantastic. Food choices weren’t great for our kids, but we used the Villa kitchen for that. Villa may have a minor mold issues downstairs as it smelled a little musty (unit 110). Kitchen was missing coffee maker, pot holders, and cookie sheets. Otherwise decor was beautiful, beds and linens were fantastic, place was very quiet during the week, but busier on the weekend, and we would stay again. Preferred villa 110 had a nice water view from the balcony that we enjoyed.
Stayed 3 nights in Apr 2024