Islander Bayside Villas and Boatslips

3.5 star property
Beach hotel in Matecumbe with outdoor pool

Choose dates to view prices

your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for Islander Bayside Villas and Boatslips

Outdoor pool, pool umbrellas, sun loungers
Exterior
Dock
View from room
Brand New Two King Bay Front | Private kitchen | Full-size fridge, microwave, oven, stovetop

Reviews

8.8 out of 10

Excellent

Popular amenities

  • Pet friendly
  • Pool
  • Gym
  • Air conditioning
  • Free parking
  • Free WiFi

Main amenities (9)

  • Daily housekeeping
  • Near the beach
  • Outdoor pool
  • Terrace
  • Front-desk safe
  • Picnic area
  • Limited hour front desk
  • Kayaking
  • Bike rental

For families (6)

  • Children stay free
  • Free cribs/infant beds
  • Kitchen
  • Second bathroom
  • Separate dining area
  • Separate sitting area
The price is $376
includes taxes & fees
$334 per night
Jan 28 - Jan 29, 2025

Room options

Available filters for rooms
Showing 5 of 5 rooms

Brand New Two King Bed Preferred

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 884 sq ft
  • Partial sea view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

Brand New Two King Bed Standard

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 813 sq ft
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

Brand New Two King Bay Front

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 955 sq ft
  • Bay view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

Brand New Queen/Queen Bedroom ADA

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 896 sq ft
  • Sleeps 6
  • 2 Queen Beds and 1 Double Sofa Bed

Brand New Two King Bedroom Bay View

Highlights

Furnished balcony
Separate dining area
Separate sitting area
Air conditioning
Free cribs/infant beds
Kitchen
Full-sized refrigerator/freezer
Dining table
  • 884 sq ft
  • Bay view
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

Similar properties

Mod logo
Earn OneKeyCash on thousands of hotels when you sign in and book. More rewards for more adventures!

About the neighborhood

Map
81450 Overseas Highway, Islamorada, FL, 33036

What's nearby

  • Florida Keys Brewing Co. - 7 min walk
  • Islamorada Brewery & Distillery - 2 min drive
  • Bud n' Mary's Dive Center - 2 min drive
  • History of Diving Museum - 3 min drive
  • Theater of the Sea - 5 min drive

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon) - 37 min drive
  • Miami Intl. Airport (MIA) - 95 min drive
  • Key West Intl. Airport (EYW) - 99 min drive
  • Miami, FL (MPB-Public Seaplane Base) - 100 min drive
  • Miami, FL (OPF-Opa Locka Executive) - 110 min drive

Restaurants

  • ‪Lorelei Restaurant & Cabana Bar - ‬18 min walk
  • ‪Lazy Days Restaurant - ‬2 min drive
  • ‪Islamorada Fish Company - ‬4 min walk
  • ‪Square Grouper - ‬10 min walk
  • ‪Green Turtle Inn - ‬3 min walk

About this property

Islander Bayside Villas and Boatslips

Situated by the ocean, Islander Bayside Villas and Boatslips is a great choice for a stay in Islamorada. Guests can enjoy the outdoor pool, along with onsite kayaking.

Languages

English

At a glance

Hotel size

  • 25 rooms
  • Arranged over 2 floors

Arriving/Leaving

  • Check-in start time: 4:00 PM; Check-in end time: anytime
  • Minimum check-in age: 21
  • Check-out time is 11 AM

Restrictions related to your trip

  • Check COVID-19 restrictions.

Special check-in instructions

  • The front desk is open daily from 9:00 AM - 7:00 PM
  • Guests will receive an email 24 hours before arrival with check-in instructions; front desk staffed during limited hours

Required at check-in

  • Credit card required for incidental charges
  • Government-issued photo ID may be required
  • Minimum guest age is 21
  • Minimum check-in age is 21
  • Minimum Spring Break check-in age is 21

Children

  • Children (11 years old and younger) stay free when occupying the parent or guardian's room, using existing bedding

Pets

  • Pets allowed (dogs only, 2 total)*
  • Service animals welcome
  • Specific rooms only, restrictions apply*
  • Pets must be supervised

Internet

  • Free WiFi in public areas
  • Free WiFi in rooms

Parking

  • Free onsite self parking
  • Wheelchair-accessible parking and van parking on site

Other information

  • Designated smoking areas

Property amenities

What to do

  • Kayaking
  • Sailing
  • Motor boating
  • Personal watercraft (motorized)
  • Fishing
  • Beach nearby
  • Access to nearby outdoor pool
  • Free use of nearby fitness center
  • Bicycle rentals nearby
  • Ecotours nearby
  • Hiking/biking trails nearby
  • Parasailing nearby
  • Scuba diving nearby
  • Scooter/moped rentals nearby

Services

  • Front desk (limited hours)
  • Bicycle rentals
  • Pool loungers
  • Pool umbrellas

Facilities

  • 5 buildings/towers
  • Built in 2010
  • Safe-deposit box at front desk
  • Picnic area
  • Terrace
  • An outdoor pool

Accessibility

  • Wheelchair accessible
  • Braille/raised signage
  • Wheelchair-accessible parking
  • 2 on-site accessible parking spaces
  • Assistive listening devices available
  • Wheelchair-accessible van parking
  • Wheelchair-accessible pool
  • Visual alarms in hallways
  • Well-lit path to entrance
  • Stair-free path to entrance

Room amenities

Be entertained

  • 55-inch LCD TV
  • Premium cable channels

Home comfort

  • Air conditioning (climate-controlled)
  • Ceiling fan
  • Coffee/tea maker

Sleep well

  • Hypo-allergenic bedding
  • Blackout drapes/curtains
  • Queen sofa bed
  • Premium bedding
  • Pillowtop mattress
  • Free crib/infant bed

What to enjoy

  • Furnished balcony
  • Separate dining area
  • Separate sitting area

Freshen up

  • 2 bathrooms
  • Designer toiletries
  • Hair dryer
  • Towels
  • Toilet paper

Stay connected

  • Free WiFi
  • Free local calls

Food and drink

  • Full-sized refrigerator/freezer
  • Freezer
  • Microwave
  • Kitchen
  • Stovetop
  • Oven
  • Toaster
  • Free bottled water
  • Cookware, dishes, and utensils
  • Dishwasher
  • Blender
  • Ice maker
  • Dining table
  • Paper towels

More

  • Daily housekeeping
  • In-room safe
  • Cleaning supplies

Fees & policies

Mandatory fees

You'll be asked to pay the following charges by the property at check-in or check-out. Fees may include applicable taxes:
  • Resort fee: USD 63.00 per accommodation, per night
  • Resort fee inclusions:
    • Additional inclusions
    • Beach access
    • Beach towels
    • Partner property access
    • Partner property beach club access
    • Partner property pool access
    • Pool access
    • Sporting facilities or equipment

Pets

  • Service animals exempt from fees
  • Pet deposit: USD 200 per stay
  • Pets are allowed for an extra charge of USD 84 per pet, per day

Policies

Only registered guests are allowed in the guestrooms.
This property does not have elevators.
Guests can rest easy knowing there's a fire extinguisher and window guards on site.
This property accepts credit cards, debit cards and cash.
This property is professionally cleaned.

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

Does Islander Bayside Villas and Boatslips offer free cancellation for a full refund?
Yes, Islander Bayside Villas and Boatslips does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.
Is there a pool at Islander Bayside Villas and Boatslips?
Yes, there's an outdoor pool.
Are pets allowed at Islander Bayside Villas and Boatslips?
Yes, dogs are welcome, with a limit of 2 total. There's a charge of USD 84 per pet, per day, and there's also a deposit of USD 200 per stay. Service animals are exempt from fees.
Is parking offered on site at Islander Bayside Villas and Boatslips?
Yes, there's free self parking.
What are the check-in and check-out times at Islander Bayside Villas and Boatslips?
Check-in start time: 4:00 PM; Check-in end time: anytime. Check-out time is 11 AM.
What is there to do at Islander Bayside Villas and Boatslips and nearby?
Have fun with onsite activities like kayaking, sailing, and fishing. Additional recreation nearby includes ecotours. Enjoy a swim in the outdoor pool or use the hotel's other amenities, which include a picnic area and access to a nearby outdoor pool.
Does Islander Bayside Villas and Boatslips have self-catered rooms fitted with kitchens or kitchenettes?
Yes, a kitchen is available in every room, and also includes a blender, a coffee maker, and a toaster.
Does Islander Bayside Villas and Boatslips have any outdoor private spaces?
Yes, every room features a furnished balcony.
What's the area around Islander Bayside Villas and Boatslips like?
Islander Bayside Villas and Boatslips is located on the waterfront in Matecumbe, a short 7-minute walk from Florida Keys Brewing Co. and 4 minutes' walk from Hurricane Monument.

Reviews

8.8

Excellent

9.2/10

Cleanliness

8.8/10

Staff & service

8.0/10

Amenities

9.0/10

Property conditions & facilities

7.8/10

Eco-friendliness

Reviews

2/10 Poor

Chris, 5-night trip
Verified Hotels.com guest review

10/10 Exceptional

2-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Wonderful easy to stay resort, just perfect!
Michelle, 1-night trip with friends
Verified Hotels.com guest review

4/10 Fair

Not clean
Ailema, 1-night family trip
Verified Expedia guest review

6/10 Good

We’ve been staying at this property for over five years and this year it was very evident it hasn’t been kept up. weeds everywhere pool was filthy, broken Landscaping, etc.
Peter, 3-night family trip
Verified Expedia guest review

4/10 Fair

The property itself was good, clean however not as described. On the website when booking states accessible outside grills, there was only one and propane gas not given. So grill is useless. Beach area was not described, there is no beach. The kayaks describes are not on this property is in the second property, so none. Just overall disappointed. Too much $$ for what is given.
Maria, 2-night family trip
Verified Expedia guest review

10/10 Exceptional

Jeannys, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Dina, 2-night family trip
Verified Hotels.com guest review

10/10 Exceptional

Amazing location and place
amneris, 2-night family trip
Verified Expedia guest review

10/10 Exceptional

Great quiet place
RANDELL RAMOS, 2-night business trip
Verified Expedia guest review

4/10 Fair

We were excited to come back since we stayed here in 2021 and loved it. But not so much this time. Ants… in the kitchen and bathrooms. They came and sprayed twice but they were still there. Then the lights in the bedroom randomly turn on at 2 am.. multiple times. I turn it off and it turns back on. We went to both resort pools multiple times and there were NEVER any pool towels. We always had to go search for someone. The Oceanside now has some inflatables in the water which are cool. But the first day my kid played on them and the stay was cool with it. The 2nd day they yelled at the kids saying we had to “rent” them. Trust me no one is renting those things. Thats ridiculous. It’s under construction/ renovation, which is fine but not once was that mentioned to me when I called or on their website. Heads up would’ve been nice. There is NO space in the bedrooms. No drawers for clothes. No closet for clothes. No choice but to live out your suit case. Icing on the cake was the fire alarm going off at 11 pm making my 3 year old scream her head off and scaring all of us. But it was just some system reset. All this wouldn’t be terrible if it wasn’t a $2500 stay. At that price I expect more. Very disappointed. We won’t be back.
Carie, 4-night family trip
Verified Expedia guest review

10/10 Exceptional

Paola, 1-night trip
Verified Expedia guest review

10/10 Exceptional

MARIUSZ, 1-night trip
Verified Expedia guest review

6/10 Good

Fernando, 2-night trip
Verified Hotels.com guest review

6/10 Good

My family of 5 stayed for 2 nights in villa unit 102. Overall, the outside property is nice. There is a larger resort associated with this property and we had use of the amenities but it is a 5 minute drive away. The resort amenities included 2 pools, large beach area, work out room and sports area. The pool at the villa area is much smaller. Inside the condo. the kitchen was not wel supplied. There were only 2 pots, 1 pan and 1 colander. There is an oven but there are no baking pans or dishes that can go in the oven making it useless. It appeared previous guests placed something right on the racks and the oven was not cleaned after they left. There was still burnt food on the grates. There is also no toaster for breakfast items. The 1.5 bathrooms are nice and updated. The service from staff was poor. They didn’t come to clean and straighten up until 4:20pm right as we were arriving back after being gone all day. They did not clean anything but took the dirty laundry and did not leave clean wash clothes, hand towels or kitchen towels. I had to ask for these items on 2 separate occasions. Also, the pullout couch linens were dirty with noticeable hair on the sheets. I called the office and they brought over new sheets but did not offer to change it for us. This is my first negative experience with an Expedia or VRBO property.
julie, 2-night family trip
Verified Expedia guest review

10/10 Exceptional

Clean and close to everything
Ena, 7-night family trip
Verified Expedia guest review

10/10 Exceptional

The best family weekend time
I recently had the pleasure of staying at this hotel and I must say, it was an exceptional experience from start to finish. The hotel itself is beautiful, with elegant decor and a warm, welcoming atmosphere. The service was impeccable; every staff member I encountered was friendly, professional, and went out of their way to ensure my stay was perfect. From the swift check-in process to the personalized attention throughout my stay, I felt truly valued as a guest. The room was spacious, immaculately clean, and well-appointed with all the amenities one could need. The bed was incredibly comfortable, ensuring a great night's sleep. I also appreciated the thoughtful touches, such as the complimentary bottled water and the beautifully arranged toiletries. The hotel's location was ideal, conveniently situated close to major attractions and transportation links, yet still providing a peaceful and quiet retreat from the bustling city. Overall, my stay exceeded all expectations. I highly recommend this hotel to anyone seeking outstanding service and a memorable experience. I look forward to returning in the future.
Giselle, 1-night family trip
Verified Hotels.com guest review

10/10 Exceptional

I have never encountered a staff so helpful and pleasant Thank you
marcos, 2-night family trip
Verified Expedia guest review

10/10 Exceptional

Lovely sister property to the Islander - Resort; the, Islander Bayside resort Townhomes are wonderful. The Green Tuttle Inn. And the NEST across overseas highway great spirits & food. kitchens open until 10pm. 7 am green turtle breakfast. Or Mangrove Mike’s is a short walk North for breakfast. First night we walked to Lorelei, (15 minutes walk) for sunset. Best spot. This property is Slightly less than 2 miles NORTH from Bud and Mary’s marina and Lazy Days. Ideal for family or larger groups two king beds one shared bath upstairs, half bath downstairs full kitchen Living room. Staff were always upbeat and friendly; free shuttle via golf cart to the Islander main resort. Also booked snorkeling and sandbar tour with Clearly Unique water sports vendor at our Islander Bayside resort. Golf cart shuttle picked us up at Islander Bayside, and dropped us at Cheeca Lodge, where we embarked 3.5 hours - an hour snorkeling tour. Our captain Gunnar and first mate Brady, are professional, attentive, courteous, and marveled everyone with their knowledge of Different fish species we would encounter as we snorkeled. Next stop the ISLAMORADA Sandbar for Sunday Funday. Perfect. Chabby chic; centrally located. Great stay Islander Bayside Townhomes.
Keith, 4-night trip with friends
Verified Expedia guest review

8/10 Very Good

The villas are lovely, comfortable beds, lots of room and the pool area is great plus access to amenities at the islander hotel is a great bonus, lovely pools and beach area/restaurants. My only negatives were we were in villa 102 and the road noise in the back bedroom was very loud, also the back bedroom needs curtains, it only had a Venetian blind and it was too light with the street lamps outside. Otherwise we loved this place and all the amazing staff who were so friendly.
Julia, 2-night family trip
Verified Expedia guest review

10/10 Exceptional

Great 3-night stay at the Bayside Villas. Used all of the resort amenities at the Oceanside resort. Rented our own golf cart to go back and forth. Saltwater pool at the resort was fantastic. Drinks were fantastic. Food choices weren’t great for our kids, but we used the Villa kitchen for that. Villa may have a minor mold issues downstairs as it smelled a little musty (unit 110). Kitchen was missing coffee maker, pot holders, and cookie sheets. Otherwise decor was beautiful, beds and linens were fantastic, place was very quiet during the week, but busier on the weekend, and we would stay again. Preferred villa 110 had a nice water view from the balcony that we enjoyed.
Jessica, 3-night family trip
Verified Expedia guest review

6/10 Good

Mohamed, 1-night trip
Verified Expedia guest review

8/10 Very Good

Erina, 3-night trip
Verified Expedia guest review

6/10 Good

Almost a full kitchen.
Overall good experience, but I wouldn’t call this newly remodeled; it’s been touched up and has some newer furnishings in it. They still need to add some things for these to really be considered a townhome with a full kitchen. There were minimal dishes for cooking, and the cutlery is pretty bad. They also need to provide a broom and dustpan for cleanup between house service.
Chris, 3-night business trip
Verified Hotels.com guest review

10/10 Exceptional

Did not know part of the awesome islander resort. Can sleep 5 easily. Great condition. Nice bayside pool.
Jay, 1-night trip
Verified Expedia guest review