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Bayside Villas by Islander Resort

3.5 star property

Photo gallery for Bayside Villas by Islander Resort

Restaurant
Bar (on property)
Bar (on property)
Brand New Two King Bedroom Bay View
Dock

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Pet-friendly
  • Parking included
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
The current price is AU$461
includes taxes & fees
12 May - 13 May

Explore the area

View map
81450 Overseas Highway, Islamorada, FL, 33036
  • Place, Hurricane Monument
    ‪3 min walk‬
  • Place, Florida Keys Brewing Co.
    ‪8 min walk‬
  • Place, MoradaWay Arts & Cultural District
    ‪9 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪49 min drive‬

Room options

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

9.4 out of 10
Exceptional
(17 reviews)
  • 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)
  • Partial sea view
  • 82 sq m
  • 2 bedrooms
  • 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)
  • 83 sq m
  • 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

Brand New Two King Bay Front

8.0 out of 10
Very good
(1 review)
  • Bay view
  • 89 sq m
  • 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

Brand New Two King Bedroom Bay View

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

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Islander Resort

Matecumbe
  • On private beach
  • Pool
  • Pet-friendly
  • Parking included
4.6 out of 5, Wonderful, 1,003 reviews
The price is AU$375
includes taxes & fees
17 May - 18 May
Islander Resort

About the area

Islamorada

Bayside Villas by Islander Resort puts you in the heart of Islamorada, within just a 10-minute stroll of Hurricane Monument and Florida Keys Brewing Co.. Highlights at this beach hotel include 3 restaurants, and in-room kitchens and free WiFi. .Sandy's Bar is the hotel's own bar. Enjoy the outdoor swimming pool and pool loungers as well as access to sailing and bike hire. Other amenities include free Wi-Fi in public areas, a terrace and barbecues. There's also free self parking, along with the convenience of a free area shuttle. .Sights within a 15-minute walk of this Matecumbe hotel include MoradaWay Arts & Cultural District and Matecumbe United Methodist Church.

What's nearby

  • Hurricane Monument - 3 min walk - 0.3 km
  • Florida Keys Brewing Co. - 8 min walk - 0.7 km
  • MoradaWay Arts & Cultural District - 9 min walk - 0.8 km
  • Islamorada Brewery & Distillery - 2 min drive - 2.4 km
  • Bud n' Mary's Dive Center - 2 min drive - 2.7 km

Getting around

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

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬18 min walk
  • ‪Lazy Days Restaurant - ‬2 min drive
  • ‪Papa Joe’s Waterfront - ‬2 min drive
  • ‪Wendy's - ‬2 min drive
  • ‪Islamorada Fish Company - ‬4 min walk

About this property

Bayside Villas by Islander Resort

There are 3 restaurants on site. You can enjoy a drink at the bar/lounge. WiFi is free in public spaces. A free area shuttle within 1.5 miles is available. An outdoor pool, a terrace, and barbecue grills are also featured at Bayside Villas by Islander Resort. Free self parking is available. You'll have access to the outdoor pool at a partner property.

Smoking is allowed in designated areas at this 3.5-star Islamorada hotel.

  • 25 guestrooms or units
  • 2 levels
  • 5 buildings
  • 3 dining venues
  • Built in 2010
  • Poolside lounge chairs
  • Front desk (limited hours)
  • Terrace
  • BBQ grill(s)
  • Outdoor picnic space
  • Lift
  • Smoking in designated areas
  • Bar or lounge
Bayside Villas by Islander Resort offers 25 accommodations with a safe and complimentary bottles of water. Rooms open to furnished balconies. Pillowtop beds feature premium bedding. Accommodation at this 3.5-star hotel has kitchens with full-sized fridge/freezers, stovetops, microwaves and kitchenware and utensils. Bathrooms include baths or showers, designer toiletries, complimentary toiletries and hairdryers.

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

Similar properties

Exterior
Islander Resort
Matecumbe
  • On private beach
  • Pool
  • Pet-friendly
  • Parking included
4.6 out of 5, Wonderful, 1,003 reviews
The price is AU$375
includes taxes & fees
17 May - 18 May
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

  • Free area shuttle
  • In-room cot
  • 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
  • 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

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
  • Hob
  • Ice maker
  • Kitchen
  • Microwave
  • Oven
  • Paper towels
  • 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

  • Pets: USD 100 per accommodation, per night, plus a deposit of USD 200 per stay
  • Maximum 2 pets
  • Pets cannot be left unattended
  • Certain rooms only, restrictions apply
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
    • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.
  • Kids stay free! Up to 4 children 12 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cots (infant beds)!

Payment types

Important information

Fees

Guests will be asked to pay the following 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

We've listed all charges provided to us by the property.

Optional extras

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

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

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    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 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. Minimum Spring Break check-in age is 21 years old. This property accepts Visa, Mastercard, American Express, Discover, debit cards and cash. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and window guards in all accommodation. The property is professionally cleaned.

We should mention

  • Up to 4 children aged 12 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • Registered guests are the only ones allowed to be in guestrooms.
  • Pets are welcome in certain rooms only; other restrictions apply (please see the Fees section for related charges). To make arrangements for your pet, contact the property directly at the number on your booking confirmation.

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

What is the cancellation policy at Bayside Villas by Islander Resort?

Bayside Villas by Islander Resort offers free cancellation on select room rates. Check out the cancellation policy for more info.

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

As of 5 May 2026, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on 12 May 2026 start from AU$461, 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 parking available at Bayside Villas by Islander Resort?

Yep, Bayside Villas by Islander Resort has a free self car park.

Are there any beaches close to Bayside Villas by Islander Resort?

The closest beach to Bayside Villas by Islander Resort is Anne's Beach (12.2 km).

Does Bayside Villas by Islander Resort have a pool?

Bayside Villas by Islander Resort has an outdoor pool. Grab your bathers and lounge poolside while enjoying on a lounger.

What makes Bayside Villas by Islander Resort a romantic place to stay?

A lounge bar, plus pillowtop beds in the guestrooms, help set the scene for a romantic weekend at Bayside Villas by Islander Resort.

Is Bayside Villas by Islander Resort family-friendly?

You bet! With amenities such as a BBQ and a picnic area, as well as free infant beds in the guestrooms, it's no surprise that Bayside Villas by Islander Resort is a hit with families.

Is there a free airport shuttle available at Bayside Villas by Islander Resort?

No, Bayside Villas by Islander Resort does not offer an airport shuttle service.

Is there a bar or restaurant at Bayside Villas by Islander Resort?

Yep, they've got a lounge bar and 3 restaurants. Pre dinner cocktails anyone?

What time are check-in & check-out at Bayside Villas by Islander Resort?

Check-in begins at 4:00 PM. Check-out time is 11 AM.

Bayside Villas by Islander Resort Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 263 out of 423 reviews
Rating 8 - Good. 105 out of 423 reviews
Rating 6 - Okay. 24 out of 423 reviews
Rating 4 - Poor. 19 out of 423 reviews
Rating 2 - Terrible. 12 out of 423 reviews

9.2/10

Cleanliness

9.0/10

Staff & service

8.4/10

Amenities

9.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Sandy

Stayed 2 nights in Jan 2026

10/10 Excellent

rebecca

Liked: Cleanliness, amenities, property conditions & facilities
Staff was very responsive. Great location
Stayed 6 nights in Dec 2025

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

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

Travelled 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

Travelled with family, Travelled with group
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

Travelled 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

Travelled 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

Travelled 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

Travelled 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

Travelled 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

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