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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
Brand New Two King Bedroom Bay View | Premium bedding, pillowtop beds, in-room safe, blackout drapes
Dock
Bar (on property)
Bar (on property)

Reviews

8.8 out of 10
Excellent

Popular amenities

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

Explore the area

View in a map
81450 Overseas Highway, Islamorada, FL, 33036
  • Place, Florida Keys Brewing Co.
    ‪8 min walk‬
  • Place, MoradaWay Arts & Cultural District
    ‪9 min walk‬
  • Place, Bud n' Mary's Dive Center
    ‪2 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪49 min drive‬

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

9.4 out of 10
Exceptional
(15 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

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

Brand New Two King Bed Preferred

8.8 out of 10
Excellent
(6 reviews)
  • Partial sea view
  • 884 sq ft
  • 2 bedrooms
  • 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
  • 1 bedroom
  • 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)
  • Bay view
  • 955 sq ft
  • 1 bedroom
  • 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, pillowtop beds, in-room safe, blackout drapes

Brand New Two King Bedroom Bay View

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

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About the neighborhood

Islamorada

Located in Matecumbe within a 5-minute walk of Hurricane Monument, Bayside Villas by Islander Resort is within a 15-minute stroll of Florida Keys Brewing Co.. This 3.5-star hotel has 25 guestrooms and offers an outdoor pool, free in-room WiFi, and free self parking.

What's nearby

  • Hurricane Monument - 3 min walk - 0.2 miles
  • Florida Keys Brewing Co. - 8 min walk - 0.4 miles
  • MoradaWay Arts & Cultural District - 9 min walk - 0.5 miles
  • Indian Key Historic State Park - 12 min walk - 0.7 miles
  • Bud n' Mary's Dive Center - 2 min drive - 1.7 miles

Getting around

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

Restaurants

  • ‪Lazy Days Restaurant - ‬2 min drive
  • ‪Papa Joe’s Waterfront - ‬2 min drive
  • ‪Lorelei Restaurant & Cabana Bar - ‬18 min walk
  • ‪Wendy's - ‬2 min drive
  • ‪Bayside Gourmet of Islamorada - ‬2 min drive

About this property

Bayside Villas by Islander Resort

Guests of Bayside Villas by Islander Resort enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. There's free parking and a free area shuttle. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach hotel include a picnic area and barbecue grills.
55-inch LCD TVs come with cable channels, and guests can stay connected with free WiFi. Pillowtop beds sport premium bedding and bathrooms offer hair dryers and designer toiletries. Other standard amenities include kitchens, furnished balconies, and refrigerators. Weekly housekeeping is available.
Recreational amenities at the hotel include an outdoor pool.

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

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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 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
  • 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

  • This property welcomes pets for USD 100 per accommodation, per night, plus a deposit of USD 200 per stay
  • 2 total pets
  • Pets may not be left unsupervised
  • Certain rooms only, restrictions apply
  • Guests can request a pet-friendly room by contacting the property at the number on the booking confirmation
  • Service animals exempt from fees

Children and extra beds

  • Up to 4 kids 12 years old and younger stay free when using existing bedding
  • Free cribs/infant beds are available

Property payment types

Important information

Fees

You'll be asked to pay these charges at the property:

  • 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

These are all of the charges provided to us by the property.

Optional extras

These fees and deposits will be charged at check-in, check-out, or the time of service.

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

This list may not be comprehensive. Fees and deposits might 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
  • Check-in: 4:00 PM
  • Check-out: 11 AM
  • Minimum check-in age: 21
The front desk is available during limited hours. Driving? This property offers free parking.

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • 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.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A credit card for incidental charges and a government-issued photo ID may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • The minimum check-in age for Spring Break is 21 years old.
  • This property accepts credit cards, debit cards, and cash.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, and window guards.
  • The property is professionally cleaned.

Additional information about polices, regulations, and more:

  • Registered guests are the only ones allowed in guestrooms.
  • No rollaway or extra beds are available.

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

Are free cancellation options available at Bayside Villas by Islander Resort?

Bayside Villas by Islander Resort offers free cancellation on some room rates. If you'd like to learn more, look at the cancellation policy on our site.

How much does it cost to stay at Bayside Villas by Islander Resort?

As of Apr 5, 2026, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on Apr 12, 2026 start from $447, 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.

What's there to see around Bayside Villas by Islander Resort?

This hotel is situated in Matecumbe within a 10-minute walk of Florida Keys Brewing Co., Hurricane Monument, and MoradaWay Arts & Cultural District. You'll also find Bud n' Mary's Dive Center and Robbie’s of Islamorada within a short drive.

Is parking available on site at Bayside Villas by Islander Resort?

Yes, self parking is offered for free at the hotel. Wheelchair-accessible van parking is also available for guests.

Does Bayside Villas by Islander Resort include a casino?

No, Bayside Villas by Islander Resort doesn't have a casino.

Is there an indoor pool at Bayside Villas by Islander Resort?

No, this hotel doesn't have an indoor pool; however, there is an outdoor pool.

Is Bayside Villas by Islander Resort good for couples?

This waterfront hotel offers plenty of amenities for couples including 3 restaurants, an outdoor pool, and a bar/lounge.

Does Bayside Villas by Islander Resort have a hot tub?

No, this hotel doesn't have a spa tub.

Does Bayside Villas by Islander Resort have a restaurant that serves breakfast?

No, Bayside Villas by Islander Resort doesn't have a restaurant that serves breakfast.

Will Bayside Villas by Islander Resort allow pets to stay for free?

Although they can't stay for free, pets are welcome at Bayside Villas by Islander Resort for a fee of USD 100 per accommodation, per night. A deposit of USD 200 per stay is collected.

Does Bayside Villas by Islander Resort have connecting rooms available?

No, there aren't connecting guestrooms at this hotel.

How far is the airport from Bayside Villas by Islander Resort?

The closest major airport to Bayside Villas by Islander Resort is Marathon, FL (MTH-Florida Keys Marathon), which is 29.6 mi away (37 minutes by car).

Are there rooms with balconies that I can book at Bayside Villas by Islander Resort?

Yes, every guestroom at Bayside Villas by Islander Resort comes with a furnished balcony and some offer bay views.

Bayside Villas by Islander Resort Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 257 out of 415 reviews
Rating 8 - Good. 103 out of 415 reviews
Rating 6 - Okay. 24 out of 415 reviews
Rating 4 - Poor. 19 out of 415 reviews
Rating 2 - Terrible. 12 out of 415 reviews

9.2/10

Cleanliness

9.0/10

Staff & service

8.4/10

Amenities

9.0/10

Property conditions & facilities

Reviews

4/10 Poor

Kristina

Stayed 5 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

10/10 Excellent

francy, miami

Traveled with family
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

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities
Amazing resort. So much to do and the staff was great. Spent thanksgiving there and would 100% do it again.
Stayed 5 nights in Nov 2025

10/10 Excellent

Lakyne

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful stay!!!
Stayed 3 nights in Dec 2025

10/10 Excellent

Janeth, Hollywoodfl

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

4/10 Poor

Anna-Liisa

Traveled with family and small children
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

10/10 Excellent

Emma savage

Liked: Cleanliness, amenities, property conditions & facilities
Amazing
Stayed 1 night in Nov 2025

10/10 Excellent

Julie

Liked: Cleanliness, staff & service, amenities
The staff was very friendly, very helpful. The grounds were beautiful and clean.
Stayed 8 nights in Nov 2025

8/10 Good

Shanyn

Liked: Cleanliness, staff & service, amenities
Loved the accommodations, only wish we had the amenities closer.
Stayed 3 nights in Oct 2025

10/10 Excellent

Stephen

Stayed 2 nights in Oct 2025

10/10 Excellent

heather

Traveled with family
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

10/10 Excellent

camila

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Sep 2025

10/10 Excellent

Leah

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was quiet and clean
Stayed 1 night in Sep 2025

2/10 Terrible

Lesa

Traveled with family
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

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

Philip

Stayed 1 night in Aug 2025

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

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