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

Reviews

8.8 out of 10
Excellent

Popular amenities

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

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, Indian Key Historic State Park
    ‪12 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)

Room options

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

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

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

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

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

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
  • Matecumbe United Methodist Church - 12 min walk - 0.7 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

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
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
  • 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.

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

As of Dec 3, 2025, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on Dec 11, 2025 start from $235.49, excluding 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 Indian Key Historic State Park within a short drive.

Is there parking available 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.

Does Bayside Villas by Islander Resort have a hot tub?

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, this hotel doesn't feature connecting guestrooms.

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.