See all properties

Bayside Villas by Islander Resort

3.5 star property
3.5-star beach hotel with 3 restaurants

Choose dates to view prices

Photo gallery for Bayside Villas by Islander Resort

Restaurant
Brand New Two King Bedroom Bay View | Premium bedding, pillowtop beds, in-room safe, blackout drapes
Dock
Bar (on property)
Bar (on property)

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • 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, Bud n' Mary's Dive Center
    ‪5 min drive‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪63 min drive‬

Room options

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

9.6 out of 10
Exceptional
(13 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

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

Brand New Two King Bed Preferred

8.8 out of 10
Excellent
(6 reviews)
  • 884 sq ft
  • 2 bedrooms
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed
  • Partial sea view

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

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

Brand New Two King Bay Front

8.0 out of 10
Very good
(1 review)
  • 955 sq ft
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed
  • Bay view

View all photos for Brand New Two King Bedroom Bay View

Brand New Two King Bedroom Bay View | Premium bedding, pillowtop beds, in-room safe, blackout drapes

Brand New Two King Bedroom Bay View

10.0 out of 10
Exceptional
(1 review)
  • 884 sq ft
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed
  • Bay view

You may also like

Ad
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

Matecumbe
  • On private beach
  • Pool
  • Breakfast included
  • Pet friendly
4.6 out of 5, Wonderful, 1,649 reviews
$232 nightly
The price is $262
Jan 26 - Jan 27
Total with taxes and fees
Chesapeake Beach Resort

About the neighborhood

Islamorada

Oceanside stay.Within a 10-minute walk of this Matecumbe hotel, you'll find Hurricane Monument and Florida Keys Brewing Co.. MoradaWay Arts & Cultural District and Matecumbe United Methodist Church are also within half a mile (1 km).

What's nearby

  • Hurricane Monument - 3 min walk - 0.2 miles
  • Florida Keys Brewing Co. - 8 min walk - 0.4 miles
  • Indian Key Historic State Park - 12 min walk - 0.7 miles
  • Islamorada Brewery & Distillery - 2 min drive - 1.5 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 Square Grouper - ‬10 min walk
  • ‪The Trading Post - ‬11 min walk

About this property

Bayside Villas by Islander Resort

3.5-star beach hotel with 3 restaurants
There are 3 restaurants on site. You can enjoy a drink at the bar/lounge. WiFi is free in public spaces. A free area shuttle within 1.5 miles is available. An outdoor pool, a terrace, and barbecue grills are also featured at Bayside Villas by Islander Resort. Free self parking is available. You'll have access to the outdoor pool at a partner property.

Smoking is allowed in designated areas at this 3.5-star Islamorada hotel.

  • 25 guestrooms or units
  • 2 levels
  • 5 buildings
  • 3 dining venues
  • Built in 2010
  • Poolside lounge chairs
  • Front desk (limited hours)
  • Terrace
  • BBQ grill(s)
  • Outdoor picnic space
  • Elevator
  • Smoking in designated areas
  • Bar or lounge
Bayside Villas by Islander Resort offers 25 accommodations with safes and complimentary bottled water. Rooms open to furnished balconies. Accommodations have separate sitting areas and are furnished with queen sofa beds and dining tables. Pillowtop beds feature premium bedding. Accommodations at this 3.5-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and separate dining areas. Bathrooms include bathtubs or showers, designer toiletries, complimentary toiletries, and hair dryers.

This Islamorada hotel provides complimentary wireless Internet access. 55-inch LCD televisions come with cable channels. Additionally, rooms include coffee/tea makers and ceiling fans. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.

Similar properties

Exterior
Islander Resort
  • On private beach
  • Pool
  • Pet friendly
  • Parking included
4.6 out of 5, Wonderful, 1,010 reviews
$364 nightly
The price is $410
Jan 29 - Jan 30
Total with taxes and fees
Islander Resort

Property amenities

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

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

Things to do

  • Bicycle rentals
  • Outdoor pool
  • Outdoor pool (guest access)
  • Personal motorized watercraft
  • Sailing

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
  • 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

Room amenities

Entertainment

  • 55-inch LCD TV with cable channels
  • Streaming services

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

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

  • Pets: USD 100 per accommodation, per night, plus a deposit of USD 200 per stay
  • Maximum 2 pets
  • Pets cannot be left unattended
  • Certain rooms only, restrictions apply
  • You can request a pet-friendly room by reaching out to the property at the number on the booking confirmation
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.
  • Kids stay free! Up to 4 children 12 years old and younger stay free when using existing bedding.
  • Rollaway/extra beds are not available.
  • Free cribs (infant beds)!

Property payment types

Important information

Fees

Guests will be asked to pay the following 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

We've listed all charges provided to us by the property.

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Pet deposit: USD 200 per stay
  • Pet fee: USD 100 per accommodation, per night
  • Service animals are exempt from fees

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

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
Charges for extra guests may apply and vary according to property policy.
A credit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    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. Minimum Spring Break check-in age is 21 years old. This property accepts Visa, Mastercard, American Express, Discover, Eurocard, debit cards, and cash. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and window guards in each accommodation. The property is professionally cleaned.

We should mention

  • Up to 4 children 12 years old and younger stay free in the same room as the parent or guardian when using existing bedding.
  • Registered guests are the only ones allowed to be in guestrooms.
  • Pets are welcome in certain rooms only; other restrictions apply (please see the Fees section for related charges). To make arrangements for your pet, contact the property directly at the number on your booking confirmation.

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

How close is Bayside Villas by Islander Resort to the airport?

Bayside Villas by Islander Resort is 29.6 mi (37-min drive) away from the Marathon, FL (MTH-Florida Keys Marathon) airport, the closest popular airport to the property.

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

As of Jan 22, 2026, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on Jan 25, 2026 start from $412.49, 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.

Does Bayside Villas by Islander Resort have an airport shuttle?

Airport shuttle services are not available at Bayside Villas by Islander Resort.

How close is Bayside Villas by Islander Resort to the beach?

This hotel is 6.7 mi (9-min drive) from Sunset Drive Beach and 7.7 mi (10-min drive) from Anne's Beach. Don't forget your sunscreen!

Does Bayside Villas by Islander Resort offer free breakfast?

Bayside Villas by Islander Resort does not offer free breakfast.

Is there a casino at Bayside Villas by Islander Resort?

No, there is no casino at this hotel.

What time is check-in at Bayside Villas by Islander Resort?

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

Is there free parking at Bayside Villas by Islander Resort?

This hotel offers free self parking.

Does Bayside Villas by Islander Resort have a pool?

Bayside Villas by Islander Resort features an outdoor pool.

Does Bayside Villas by Islander Resort have a restaurant?

Yes, there are 3 restaurants on site.

Does Bayside Villas by Islander Resort have a spa?

There are no spa services available at this hotel.

How close is Bayside Villas by Islander Resort to downtown Islamorada?

Bayside Villas by Islander Resort is 1.2 mi away from Islamorada.

Bayside Villas by Islander Resort Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 248 out of 406 reviews
Rating 8 - Good. 103 out of 406 reviews
Rating 6 - Okay. 24 out of 406 reviews
Rating 4 - Poor. 19 out of 406 reviews
Rating 2 - Terrible. 12 out of 406 reviews

9.2/10

Cleanliness

9.0/10

Staff & service

8.2/10

Amenities

9.0/10

Property conditions & facilities

Reviews

10/10 Excellent

Stephen

Stayed 2 nights in Oct 2025

10/10 Excellent

heather

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay at Bayside Villas. We loved the access to both Bayside and Oceanside, the activities were great! Beautiful rooms, grounds! We will definitely return in the future.
Manatee - very friendly
Stayed 1 night in Oct 2025

10/10 Excellent

camila

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 2 nights in Sep 2025

10/10 Excellent

Leah

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was quiet and clean
Stayed 1 night in Sep 2025

2/10 Terrible

Lesa

Traveled with family
Liked: Staff & service
Disliked: Cleanliness, property conditions & facilities
We checked in to find that the Villa had a horrible smell of either mildew or mold. Very musty. Walls were touched up with paint that didn't match. One of the appliances was dinging with an alarm. I didn't even look around at anything else because of the smell! I was told they had been remodeled over the summer, but I could not imagine that they were. They were advertised as brand new, so we had booked two villas for our stay. We went to the service desk and ask for other rooms, but they told us they all smell the same. We purchase the room with the "Bay View" that we paid $1000 more than the other one. Don't waste your money! No view! They did accommodate us nicely at the Islander with very nice rooms and I gave them a good review!!!
Stayed 4 nights in Sep 2025

10/10 Excellent

Leslie

Liked: Property conditions & facilities
Beautiful property loads of thing to do or do nothing. Great restaurao
Stayed 2 nights in Sep 2025

10/10 Excellent

Philip

Stayed 1 night in Aug 2025

10/10 Excellent

Jennifer, Orchard beach

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful property. Very clean. Staff were all wonderful. Amazing views by the pool and water. Perfect location for vacation.
Stayed 2 nights in Aug 2025

8/10 Good

conrado

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
We always stay at the Islander Resort but this time we decided to stay at the Bayside Villages with the family ( Sisters properties, share the amenities ) My honest review; not the same at all! The apartment was not very clean. The walls were dirty, so was the kitchen. We were aware that for the amenities we would have to go to the Islander and we were ok the that. But since the villages dont have basically anything we would have expected to at least be spotless. They are pet friendly, which is a good thing for families bringing their pets. Me and my family will definitely return to the Islander, but not sure if I’ll return to the Bayside Villages.
Stayed 2 nights in Aug 2025

10/10 Excellent

Yaime

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

10/10 Excellent

Gregory

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay
Stayed 2 nights in Aug 2025

4/10 Poor

Jessica

Traveled with group, Traveled with family
Disliked: Cleanliness, amenities, property conditions & facilities
The pool at the villas was filthy from arrival to departure. The pools at the resort were slightly better. The tvs at the villa were out for two days. They add 20% tip to all drink and food orders. If you order a soda 20% tip is added and they don’t even tell you. The rooms while spacious and clean smell of mildew
Stayed 6 nights in Aug 2025

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