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Bayside Villas by Islander Resort

3.5 star property

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Photo gallery for Bayside Villas by Islander Resort

Restaurant
Outdoor pool, pool umbrellas, sun loungers
Brand New Two King Bay Front | Private kitchen | Full-size fridge, microwave, oven, stovetop
Bar (on property)
Restaurant

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • Pool
  • Pet friendly
  • Housekeeping
  • Air conditioning
  • Kitchen
$362
includes taxes & fees
Dec 11 - Dec 12

Explore the area

View in a map
81450 Overseas Highway, Islamorada, FL, 33036
  • Place, Hurricane Monument
    ‪3 min walk‬
  • Place, Florida Keys Brewing Co.
    ‪8 min walk‬
  • Place, Bud n' Mary's Dive Center
    ‪5 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)

Room options

View all photos for Brand New Two King Bed Standard

Premium bedding, pillowtop beds, in-room safe, blackout drapes

Brand New Two King Bed Standard

9.8 out of 10
Exceptional
(11 reviews)
  • 813 sq ft
  • 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)
  • 884 sq ft
  • 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, pillowtop beds, in-room safe, blackout drapes

Brand New Queen/Queen Bedroom ADA

7.0 out of 10
Good
(2 reviews)
  • 896 sq ft
  • 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, pillowtop beds, in-room safe, blackout drapes

Brand New Two King Bay Front

8.0 out of 10
Very good
(1 review)
  • 955 sq ft
  • 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)
  • 884 sq ft
  • Bay view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

Similar properties

Exterior
Islander Resort
  • On private beach
  • Pool
  • Pet friendly
  • Parking included
4.6 out of 5, Wonderful, 1,001 reviews
Islander Resort

About this property

Bayside Villas by Islander Resort

3.5-star hotel in Matecumbe
Spend the day on the nearby beach where you can enjoy sailing. Then return to Bayside Villas by Islander Resort for a meal at one of the hotel's 3 restaurants. Weekly housekeeping is available.
Bayside Villas by Islander Resort offers 25 accommodations with safes and complimentary bottled water. Rooms open to furnished balconies. Accommodations have separate sitting areas and are furnished with queen sofa beds and dining tables. Pillowtop beds feature premium bedding. Accommodations at this 3.5-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and separate dining areas. Bathrooms include bathtubs or showers, designer toiletries, complimentary toiletries, and hair dryers.

This Islamorada hotel provides complimentary wireless Internet access. 55-inch LCD televisions come with cable channels. Additionally, rooms include coffee/tea makers and ceiling fans. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.

Recreational amenities at the hotel include an outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Dining is available at one of the hotel's 3 restaurants. A bar/lounge is on site where guests can unwind with a drink. Public areas are equipped with complimentary wireless Internet access. A complimentary area shuttle within 1.5 miles is available for guests. This beach hotel also offers an outdoor pool, a terrace, and barbecue grills. Complimentary self parking is available on site. Guests can use the outdoor pool at a partner property.

Bayside Villas by Islander Resort has designated areas for smoking.

Tides Beachside Bar - Onsite restaurant. Guests can enjoy drinks at the bar.
Coccoloba - Onsite restaurant. Open daily.
Drift On The Beach - Onsite restaurant. Open daily.
Sandy's Bar - Onsite bar. Open select days.

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
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
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

Reviews

Bayside Villas by Islander Resort Reviews

8.8

Excellent

9.2/10

Cleanliness

9.0/10

Staff & service

8.2/10

Amenities

9.0/10

Property conditions & facilities

8.0/10

Eco-friendliness
Rating 10 - Excellent. 244 out of 400 reviews
Rating 8 - Good. 102 out of 400 reviews
Rating 6 - Okay. 24 out of 400 reviews
Rating 4 - Poor. 18 out of 400 reviews
Rating 2 - Terrible. 12 out of 400 reviews

Reviews

10/10 Excellent

Jennifer, Orchard beach

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property. Very clean. Staff were all wonderful. Amazing views by the pool and water. Perfect location for vacation.
Stayed 2 nights in Aug 2025

8/10 Good

conrado

Traveled with family
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

Yaime

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful place
Stayed 1 night in Aug 2025

10/10 Excellent

Gregory

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay
Stayed 2 nights in Aug 2025

4/10 Poor

Jessica

Traveled with group, Traveled with family
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

I B

Stayed 1 night in Aug 2025

10/10 Excellent

Lorena

Liked: Cleanliness
Stayed 1 night in Aug 2025

10/10 Excellent

Verified traveler

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jul 2025

10/10 Excellent

Yarley

Stayed 1 night in Jul 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

Lucia

Traveled with family
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

2/10 Terrible

Denise

Liked: Room comfort
Booked 2 places, got one. Lots of grief. Finally found other reservation, but interrupted sunset to figure it out & then had to move across the street. Didn’t get much downtime, etc, etc.
Stayed 1 night in Jul 2025

8/10 Good

James

Traveled with family
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

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

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

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

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

preston

Liked: Cleanliness, property conditions & facilities
Stayed 2 nights in Jun 2025

10/10 Excellent

Jason

Traveled with family
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

Jessica

Stayed 1 night in May 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

Traveled with family
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

2/10 Terrible

Jay

Stayed 1 night in Apr 2025

10/10 Excellent

Verified traveler

Stayed 1 night in Apr 2025