See all properties

Bayside Villas by Islander Resort

3.5 star property
Beach location and outdoor pool

Choose dates to view prices

Photo gallery for Bayside Villas by Islander Resort

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

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Bar
  • Pet friendly
  • Pool
  • Housekeeping
  • Air conditioning
  • Kitchen

Explore the area

View in a map
81450 Overseas Highway, Islamorada, FL, 33036
  • Place, Florida Keys Brewing Co.
    ‪8 min walk‬
  • Place, Indian Key Historic State Park
    ‪12 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

2 bedrooms, premium bedding, pillowtop beds, in-room safe

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

2 bedrooms, premium bedding, pillowtop beds, in-room safe

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 | 2 bedrooms, premium bedding, pillowtop beds, in-room safe

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

You may also like

Ad
Dock

Hadley Resort and Marina

Matecumbe
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
7.8 out of 10, Good, 1,001 reviews
$143 nightly
The price is $161
Nov 16 - Nov 17
Total with taxes and fees
Hadley Resort and Marina

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 - 5 min drive - 1.9 miles

Getting around

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

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬18 min walk
  • ‪Wendy's - ‬2 min drive
  • ‪Islamorada Fish Company - ‬4 min walk
  • ‪The Trading Post - ‬11 min walk
  • ‪The Square Grouper - ‬10 min walk

About this property

Bayside Villas by Islander Resort

Beach location and outdoor pool
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 sofa beds. 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.

Similar properties

Private beach, white sand, sun loungers, beach towels
Chesapeake Beach Resort
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
9.2 out of 10, Wonderful, 1,570 reviews
$184 nightly
The price is $208
Nov 18 - Nov 19
Total with taxes and fees
Chesapeake Beach Resort

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

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
  • Dogs only
  • 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.
  • There are no elevators.
  • 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.

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 Islamorada Brewery & Distillery 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. Accessible 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.

What will couples enjoy most about a stay at Bayside Villas by Islander Resort?

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

Are there hot tubs at Bayside Villas by Islander Resort?

No, there isn't a spa tub at this hotel.

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, dogs 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?

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 with some featuring bay views.

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. 241 out of 395 reviews
Rating 8 - Good. 102 out of 395 reviews
Rating 6 - Okay. 24 out of 395 reviews
Rating 4 - Poor. 16 out of 395 reviews
Rating 2 - Terrible. 12 out of 395 reviews

Reviews

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

6/10 Okay

Carroll

Traveled with family and small children
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

8/10 Good

Amanda

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

8/10 Good

Ellen, Cornville

Traveled with partner
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

Jana

Stayed 1 night in Nov 2024

6/10 Okay

jeff

Stayed 2 nights in Nov 2024

Hotels