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Bayside Villas by Islander Resort

Property class: 3.5

Choose dates to view prices

Photo gallery for Bayside Villas by Islander Resort

A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.
Exterior
A waterfront property with a paved walkway, palm trees, and a white building with a dock.
A bar area with a counter, stools, and potted plants.

Reviews

9.0 out of 10
Wonderful

Popular amenities

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

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, MoradaWay Arts & Cultural District
    ‪9 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪44 min drive‬

Room options

View all photos for Brand New Two King Bed Standard

A hotel room with a bed, a ceiling fan, a TV, and a balcony with a view of palm trees.

Brand New Two King Bed Standard

9.2 out of 10
Wonderful
(19 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

A hotel room with a bed, a ceiling fan, a TV, and a balcony with a view of palm trees.

Brand New Two King Bed Preferred

8.8 out of 10
Excellent
(9 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

A hotel room with a bed, a ceiling fan, a TV, and a balcony with a view of palm trees.

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

A bedroom with a bed, bedside lamps, and a view of the beach through a sliding glass door.

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

A bedroom with a view of a balcony, a wooden table, and a sofa.

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
  • Matecumbe United Methodist Church - 12 min walk - 0.7 miles
  • Islamorada Brewery & Distillery - 2 min drive - 1.5 miles

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
  • ‪Wendy's - ‬2 min drive
  • ‪Papa Joe’s Waterfront - ‬2 min drive
  • ‪Islamorada Fish Company - ‬4 min walk

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 on-site 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
  • Phone
  • 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

  • American Express
  • Discover
  • Mastercard
  • Visa

Important information

Fees

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

  • Resort fee: USD 73.12 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 Oct 22, 2026, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on Oct 28, 2026 start from $301, 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 Indian Key Historic State Park and Lorelei Restaurant & Cabana Bar less than a mile away.

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

9.0

Wonderful

Rating 10 - Excellent. 303 out of 468 reviews
Rating 8 - Good. 108 out of 468 reviews
Rating 6 - Okay. 26 out of 468 reviews
Rating 4 - Poor. 19 out of 468 reviews
Rating 2 - Terrible. 12 out of 468 reviews

9.2/10

Cleanliness

9.0/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful stay. The amenities are perfect and the resort is beautiful. We really enjoyed our time in the Keys.
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice place very clean , quiet . Was great stay for us , thank you
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay and can’t wait to go back. You have use of both the Bayside Villas and the Islander Resort amenities.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
So laid back and friendly, exquisite food and vistas, easy place to be.
Stayed 4 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was in excellent condition. Roomy accommodations for a family. Lots of activities within a 50-mile radius for children.
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Really impressed with this property.
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Alison was amazing! Great customer service! We really enjoyed our 4-day stay!
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The room was very nice and well maintained. Housekeeping was excellent.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excelente
Stayed 1 night in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Bayside Villa's Were a great place to stay. The only downside is there's no lobby onsite, we had to check in at another location. Also, we had an issue with our refrigerator which resulted in no ice and there isn't an ice machine on the property. It was minor so all in all it was excellent.
Stayed 1 night in Jul 2026
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff was by far the absolute best Allison was so kind and helpful. The rooms were much smaller in person than I expected but it's hard to judge by pictures. The rooms were very clean and the check in process wasn't complicated. Again, the STAFF was AMAZING!
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Property was beautiful and very well maintained. The office staff(William) was very professional and pleasant to talk to.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Super clean room, easy use od their main location, friendly staff!
Stayed 7 nights in Feb 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
The villa was perfect for our mini vacation! After staying in hotels the week before, it was so nice to come home to a place to sit (living room) and eat (dining room). My boyfriend loved the coffee! The bed was so comfortable and we loved the balcony where we watched the sunset every night. We will definitely be back on our next trip!
Stayed 3 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
What an amazing stay! From the moment we entered the property the staff was happy, friendly and welcoming. DJ Nick the shuttle driver was so much fun and efficient- ask him to do his duck voice. The daily activities around the property were so much fun for our little one- the fresh fruit they brought around was refreshing! Our two bedroom villa was clean and spacious. The view of the bay and the docks onsite are super convenient. Great location close to so many things! We are so excited to return next year to this amazing property! Thank you Bayside Villas at Islander.
Stayed 4 nights in Jun 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, staff & service, amenities
Sarah the night manager was so very helpful as we checked in on Monday evening. The pool area was ideal for our toddler. All of the staff were delightful and so friendly. Love the resort ambiance.
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Staff & service
Alison could not have been more helpful. She was super responsive to any inquiries I made and was just the nicest person when we checked in. The unit was fully equipped and had a beautiful view, bed were super comfy. The appliances need to be replaced imo. The pool needed to be cleaned also but all in all I felt like it was worth the money. Would return.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

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