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Islander Bayside Villas and Boatslips

3.5 star property
Beach location and outdoor pool

Choose dates to view prices

Photo gallery for Islander Bayside Villas and Boatslips

Outdoor pool, pool umbrellas, sun loungers
Brand New Two King Bed Preferred | View from room
Check-in/check-out kiosk
Brand New Two King Bay Front | Private kitchen | Full-size fridge, microwave, oven, stovetop
Building design

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pet friendly
  • Pool
  • Housekeeping
  • Air conditioning
  • Kitchen
  • Parking included

Room options

Available filters for rooms
Showing 5 of 5 rooms

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

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 82 sq m
  • Partial sea view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

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

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 76 sq m
  • Sleeps 6
  • 2 King 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

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 89 sq m
  • Bay 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

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 83 sq m
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

View all photos for Brand New Two King Bedroom Bay View

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

Brand New Two King Bedroom Bay View

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 82 sq m
  • Bay view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

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About the neighborhood

Map
81450 Overseas Highway, Islamorada, FL, 33036

What's nearby

  • Hurricane Monument - 3 min walk - 0.2 miles
  • Florida Keys Brewing Co. - 8 min walk - 0.4 miles
  • Islamorada Brewery & Distillery - 2 min drive - 1.5 miles
  • Bud n' Mary's Dive Center - 3 min drive - 1.7 miles
  • Theater of the Sea - 7 min drive - 4.4 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
  • ‪Islamorada Fish Company - ‬4 min walk
  • ‪Square Grouper - ‬10 min walk
  • ‪Green Turtle Inn - ‬3 min walk

About this property

Islander Bayside Villas and Boatslips

Hotel located in Matecumbe
Islander Bayside Villas and Boatslips provides a terrace and more. With motor boating, sailing, and kayaking, this hotel is the perfect place to soak up some sun. Guests can connect to free in-room WiFi.
You'll also find perks like:
  • An outdoor pool with sun loungers and pool umbrellas
  • Free self parking
  • Bike rentals, motorized watercraft on site, and a front-desk safe
  • Barbecue grills
Room features
All guestrooms at Islander Bayside Villas and Boatslips feature comforts such as premium bedding and furnished balconies, in addition to thoughtful touches like air conditioning and separate sitting areas.
More conveniences in all rooms include:
  • Hypo-allergenic bedding, pillowtop mattresses, and sofa beds
  • Designer toiletries and hair dryers
  • 55-inch HDTVs with premium channels
  • Separate sitting areas, separate dining areas, and kitchens

Languages

English

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

  • Free self parking on site
  • Wheelchair-accessible parking and van parking available

Things to do

  • Bicycle rentals
  • Fishing
  • Kayaking
  • Motor boating
  • Outdoor pool
  • Outdoor pool (guest access)
  • Personal motorized watercraft
  • Sailing

Conveniences

  • Limited-hour front desk
  • Safe at 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
  • Braille/raised signage
  • 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

  • Designer toiletries
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • 55-inch LCD TV with premium cable channels

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

Access methods

Front desk (limited hours)

Pets

Pets allowed for an extra charge of USD 100 per pet, per day, 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
Children up to the age of 11 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
  • 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 pet, per day
  • 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

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 Islander Bayside Villas and Boatslips have a pool?

Yes, this property has an outdoor pool.

Is Islander Bayside Villas and Boatslips pet-friendly?

Yes, Islander Bayside Villas and Boatslips allows dogs (limit 2 total). There's a deposit of USD 200 per stay and a fee of USD 100 per pet, per day. Service animals are exempt from fees.

How much is parking at Islander Bayside Villas and Boatslips?

Self parking is free at this property.

What time is check-in at Islander Bayside Villas and Boatslips?

Check-in start time: 4:00 PM; Check-in end time: anytime.

What time is check-out at Islander Bayside Villas and Boatslips?

Check-out is at 11 AM.

Where is Islander Bayside Villas and Boatslips 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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Islander Bayside Villas and Boatslips Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 219 out of 364 reviews
Rating 8 - Good. 96 out of 364 reviews
Rating 6 - Okay. 24 out of 364 reviews
Rating 4 - Poor. 15 out of 364 reviews
Rating 2 - Terrible. 10 out of 364 reviews

9.2/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

9.0/10

Property conditions & facilities

7.8/10

Eco-friendliness

Reviews

10/10 Excellent

Shea

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

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

10/10 Excellent

Michelle

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful easy to stay resort, just perfect!
Stayed 1 night in Aug 2024

8/10 Good

Amanda

Liked: Cleanliness, staff & service, property conditions & facilities
It was ok I suppose. Not really worth the money.
Stayed 3 nights in Feb 2025

10/10 Excellent

RANDELL RAMOS

Liked: Cleanliness, staff & service, property conditions & facilities
Great quiet place
Stayed 2 nights in Jul 2024

8/10 Good

Ellen

Liked: Cleanliness, staff & service
We booked here because of the full kitchen plus living areas; the kitchen was pretty sparse regarding cookware/appliances, but the front desk bent over backwards to get us the missing items we requested. One of the selling points was access to their resort property, just up the street. However, that property was almost deserted due to a lot of construction work. The resort pool was closed (the Bayside Villas pool was open). Overall this was a pleasant stay for us.
Stayed 5 nights in Dec 2024

10/10 Excellent

Aileen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
It is one of the best spots me and my family have stayed in in Islamorada!
Stayed 1 night in Aug 2023

10/10 Excellent

Ena

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean and close to everything
Stayed 7 nights in May 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Will stay again!

Loved it, beautiful location, very laid back atmosphere, plenty of room.
Stayed 2 nights in Oct 2022

10/10 Excellent

Jeffrey

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice place.
Stayed 2 nights in Oct 2022

10/10 Excellent

Chris M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday trip

Excellent place close to everything.
Stayed 4 nights in Dec 2020

10/10 Excellent

William

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
It was a great two night stay down in the keys fishing
Stayed 2 nights in Sep 2022

10/10 Excellent

Danielle Marie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very quiet, beautiful, and everyone was friendly.
Stayed 5 nights in Sep 2022

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

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

Nirma

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent!
Stayed 1 night in Feb 2024

8/10 Good

Emily

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Staying at the villas - while being able to enjoy the big resort, but having a break when needed.
Stayed 5 nights in Jan 2023

10/10 Excellent

Yadira

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Bayside villas is an amazing place for share with family and friends.I love everything.The best hotel in islamorada
Stayed 6 nights in Sep 2022

10/10 Excellent

Julie

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Outstanding customer service. Everyone we interacted with went above and beyond and super friendly. The properties private beach and pools were absolutely gorgeous.
Stayed 3 nights in Feb 2023

8/10 Good

Kenneth

Liked: Cleanliness, amenities, property conditions & facilities
Would have liked a better view from the rooms.
Stayed 4 nights in Feb 2023

10/10 Excellent

Jose

Liked: Cleanliness, staff & service, property conditions & facilities
Excellent
Stayed 1 night in May 2023

2/10 Terrible

Katherine

Disliked: Staff & service, amenities
I was unable to access the room. I booked after 7pm on Travelocity at the airport, drove over an hour from Miami and was told by security that he did not have a room key. No room available and I’m still waiting for a refund- terrible and fraudulent!!!!
Stayed 2 nights in Sep 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

Deborah

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Just wonderful
Stayed 5 nights in Nov 2022

8/10 Good

Michael

Liked: Cleanliness, staff & service, property conditions & facilities
Property is nice overall will need exterior paint and remodeling soon.
Stayed 3 nights in May 2023