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

A beachside lounge with a wooden deck, thatched roof, and tropical plants.
A resort with a central swimming pool surrounded by palm trees and a view of the ocean.
A waterfront property with a paved walkway, palm trees, and a white building with a dock.
Exterior
A bar area with a counter, stools, and potted plants.

Reviews

9.0 out of 10
Wonderful

Popular amenities

  • Pet friendly
  • Parking included
  • Free WiFi
  • 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, MoradaWay Arts & Cultural District
    ‪9 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪44 min drive‬

Room options

View all photos for Brand New Two King Bed Standard

A hotel room with a bed, a ceiling fan, a TV, and a balcony with a view of palm trees.

Brand New Two King Bed Standard

9.4 out of 10
Exceptional
(18 reviews)
  • 813 sq ft
  • 2 bedrooms
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Brand New Two King Bed Preferred

A hotel room with a bed, a ceiling fan, a TV, and a balcony with a view of palm trees.

Brand New Two King Bed Preferred

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

View all photos for Brand New Queen/Queen Bedroom ADA

A hotel room with a bed, a ceiling fan, a TV, and a balcony with a view of palm trees.

Brand New Queen/Queen Bedroom ADA

7.0 out of 10
Good
(2 reviews)
  • 896 sq ft
  • 1 bedroom
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed
  • Free WiFi

View all photos for Brand New Two King Bay Front

A bedroom with a bed, bedside lamps, and a view of the beach through a sliding glass door.

Brand New Two King Bay Front

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

View all photos for Brand New Two King Bedroom Bay View

A bedroom with a view of a balcony, a wooden table, and a sofa.

Brand New Two King Bedroom Bay View

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

You may also like

Ad
Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe

La Siesta Resort & Villas

Matecumbe
  • On private beach
  • Pool
  • Pet friendly
  • Air conditioning
8.6 out of 10, Excellent, 1,005 reviews
$237 nightly
The price is $266
Aug 9 - Aug 10
Total with taxes and fees
La Siesta Resort & Villas

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 Indian Key Historic State Park 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
  • MoradaWay Arts & Cultural District - 9 min walk - 0.5 miles
  • Islamorada Brewery & Distillery - 2 min drive - 1.5 miles
  • Bud n' Mary's Dive Center - 2 min drive - 1.7 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
  • ‪Wendy's - ‬2 min drive
  • ‪Islamorada Fish Company - ‬4 min walk
  • ‪Papa Joe’s Waterfront - ‬2 min drive

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. Pillowtop beds feature premium bedding. 55-inch LCD televisions come with cable channels. Accommodations at this 3.5-star hotel have kitchens with full-sized refrigerators/freezers, stovetops, microwaves, and cookware/dishes/utensils. Bathrooms include bathtubs or showers, designer toiletries, complimentary toiletries, and hair dryers.

This Islamorada hotel provides complimentary wireless Internet access. Business-friendly amenities include phones along with free local calls (restrictions may apply). 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

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, 1,768 reviews
$201 nightly
The price is $226
Aug 3 - Aug 4
Total with taxes and fees
Chesapeake Beach Resort

Property amenities

Family friendly

  • Free area shuttle
  • In-room crib
  • In-room full-sized refrigerator/freezer
  • In-room kitchen
  • In-room microwave
  • Outdoor pool

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

Bathroom

  • Bathtub or shower
  • Designer toiletries
  • Hair dryer
  • Private bathroom
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Food and drink

  • Blender
  • Cleaning supplies
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Free bottled water
  • Freezer
  • Full-sized refrigerator/freezer
  • Ice maker
  • Kitchen
  • Microwave
  • Oven
  • Paper towels
  • Stovetop
  • Toaster

More

  • Air conditioning (climate-controlled)
  • Ceiling fan
  • Free local calls
  • Phone
  • Safe

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, 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 Jul 28, 2026, prices found for a 1-night stay for 2 adults at Bayside Villas by Islander Resort on Aug 12, 2026 start from $368, including 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

9.0

Wonderful

Rating 10 - Excellent. 290 out of 453 reviews
Rating 8 - Good. 107 out of 453 reviews
Rating 6 - Okay. 25 out of 453 reviews
Rating 4 - Poor. 19 out of 453 reviews
Rating 2 - Terrible. 12 out of 453 reviews

9.2/10

Cleanliness

9.0/10

Staff & service

8.6/10

Amenities

9.0/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Billy

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The property was in excellent condition. Roomy accommodations for a family. Lots of activities within a 50-mile radius for children.
Stayed 5 nights in Jun 2026
Verified

10/10 Excellent

Kara

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
So laid back and friendly, exquisite food and vistas, easy place to be.
Stayed 4 nights in Apr 2026
Verified

10/10 Excellent

Caitlin

Liked: Cleanliness, staff & service, amenities
The villa was perfect for our mini vacation! After staying in hotels the week before, it was so nice to come home to a place to sit (living room) and eat (dining room). My boyfriend loved the coffee! The bed was so comfortable and we loved the balcony where we watched the sunset every night. We will definitely be back on our next trip!
Stayed 3 nights in Apr 2026
Verified

10/10 Excellent

Theresa

Liked: Cleanliness, amenities, property conditions & facilities
Super clean room, easy use od their main location, friendly staff!
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Lakyne

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful stay!!!
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, amenities
Amazing resort. So much to do and the staff was great. Spent thanksgiving there and would 100% do it again.
Stayed 5 nights in Nov 2025
Verified

10/10 Excellent

Carol

Liked: Cleanliness, staff & service, amenities
Sarah the night manager was so very helpful as we checked in on Monday evening. The pool area was ideal for our toddler. All of the staff were delightful and so friendly. Love the resort ambiance.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Gregory

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

YUDISLEIDY

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

rebecca

Liked: Cleanliness, amenities, property conditions & facilities
Staff was very responsive. Great location
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

Janeth

Liked: Cleanliness, amenities, property conditions & facilities
I loved the property, the staff and all the amenities.
Stayed 4 nights in Nov 2025
Verified

10/10 Excellent

Victoria

Liked: Cleanliness, staff & service, property conditions & facilities
William was amazing who checked us in. Property was in excellent condition and the villas were wonderful. We will be back to stay.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Mike

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Yes
Stayed 2 nights in Apr 2026
Verified

10/10 Excellent

Camille

Liked: Cleanliness, staff & service, amenities
Perfect
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

francy

Liked: Cleanliness, property conditions & facilities
Fantastic stay — service was five-star from start to finish. Friendly staff in particular Jeremy Grimes and housekeeping team , spotless rooms, and prompt help whenever needed. Highly recommend!
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Julie

Liked: Cleanliness, staff & service, amenities
The staff was very friendly, very helpful. The grounds were beautiful and clean.
Stayed 8 nights in Nov 2025
Verified

8/10 Good

Susan

Liked: Cleanliness, staff & service, property conditions & facilities
Nice place. No amenities other than small pool but there was access to more pools, a restaurant and a beautiful beach in their sister resort right down the street
Stayed 5 nights in Dec 2025
Verified

10/10 Excellent

Holly

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Islander Resort was the perfect resort for a family with kids. The pool has zero entry and no super deep ends, it’s right on the water — there’s a basketball court and mini golf course right off the water, you can easily rent bikes as an amenity and bike around the resort or to other local shops… the list goes on. Islamorada is also family friendly island with lots of things to do— don’t skip Theater of the Sea. The Dolphin show wowed all 3 of the kids. We rented a car and drove from the Villas to the main resort but took the free shuttle a couple of times when needed. The Villa side is quieter but provides the space and layout needed for a bigger family. Truly the best of both worlds
Stayed 4 nights in Mar 2026
Verified

8/10 Good

Shanyn

Liked: Cleanliness, staff & service, amenities
Loved the accommodations, only wish we had the amenities closer.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Yaime

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

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
Verified

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
Verified

10/10 Excellent

heather

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
Verified

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
Verified

10/10 Excellent

Leah

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

Explore More Ways to Travel with Travelocity