Bayside Villas by Islander Resort

Beach location and outdoor pool

Choose dates to view prices

Where to?

Dates

October 2025

November 2025

Outdoor pool, pool umbrellas, sun loungers

Overview
Rooms
Location
Policies

Excellent

Popular amenities

Bar
Pet friendly
Pool
Housekeeping
Air conditioning
Kitchen

Explore the area

81450 Overseas Highway, Islamorada, FL, 33036

Place, Florida Keys Brewing Co.
‪8 min walk‬
Place, Bud n' Mary's Dive Center
‪3 min drive‬
Place, Theater of the Sea
‪7 min drive‬
Airport, Marathon, FL (MTH-Florida Keys Marathon)
‪50 min drive‬

Room options

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

Brand New Two King Bed Standard

Exceptional

813 sq ft
2 bedrooms
Sleeps 6
2 King Beds and 1 Double Sofa Bed

Brand New Two King Bed Preferred

Excellent

884 sq ft
2 bedrooms
Partial sea view
Sleeps 6
2 King Beds and 1 Double Sofa Bed

Brand New Queen/Queen Bedroom ADA

Good

896 sq ft
Sleeps 6
2 Queen Beds and 1 Double Sofa Bed

Brand New Two King Bay Front

Very good

955 sq ft
Bay view
Sleeps 6
2 King Beds and 1 Double Sofa Bed

Brand New Two King Bedroom Bay View

Exceptional

884 sq ft
Bay view
Sleeps 6
2 King Beds and 1 Double Sofa Bed

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

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
Robbie’s of Islamorada - 7 min drive - 4.8 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 barbecue grills and a picnic area.

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

On private beach
Pool
Pet friendly
Parking included

$267 nightly

Nov 16 - Nov 17

Total with taxes and fees

Private beach, sun loungers, beach towels, scuba diving

On private beach
Pool
Pet friendly
Free WiFi

$245 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

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

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.

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

As of Oct 16, 2025, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on Oct 22, 2025 start from $183.6, 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 Islamorada Brewery & Distillery within a short drive.

Will I be able to park 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 do couples enjoy most about 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, 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.

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

8/10 Good

Yadira

Jul 18, 2025

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

Jul 14, 2025

Wonderful experience

Stayed 3 nights in Jul 2025

10/10 Excellent

R

Jun 30, 2025

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

Excellent property. Clean, convenient and quiet.

Stayed 3 nights in Jun 2025

10/10 Excellent

Lori

Jun 23, 2025

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

Stayed 1 night in Jun 2025

10/10 Excellent

preston

Jun 22, 2025

Liked: Cleanliness, property conditions & facilities

Stayed 2 nights in Jun 2025

10/10 Excellent

Jason

Traveled with family

Jun 20, 2025

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

Jun 3, 2025

Stayed 1 night in May 2025

10/10 Excellent

Jessica

Jun 3, 2025

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

May 17, 2025

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

Apr 18, 2025

Stayed 1 night in Apr 2025

10/10 Excellent

Verified traveler

Apr 9, 2025

Stayed 1 night in Apr 2025