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Islander Bayside Villas and Boatslips

3.5 star property
3.5-star beach hotel with kayaking

Choose dates to view prices

Photo gallery for Islander Bayside Villas and Boatslips

Outdoor pool, pool umbrellas, sun loungers
Brand New Two King Bed Preferred | View from room
Building design
Brand New Two King Bay Front | Private kitchen | Full-size fridge, microwave, oven, stovetop
Check-in/check-out kiosk

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pet friendly
  • Pool
  • Housekeeping
  • Air conditioning
  • Kitchen
  • Parking included

Explore the area

Map
81450 Overseas Highway, Islamorada, FL, 33036
  • Florida Keys Brewing Co.
    ‪8 min walk‬
  • Bud n' Mary's Dive Center
    ‪3 min drive‬
  • Theater of the Sea
    ‪7 min drive‬
  • Marathon, FL (MTH-Florida Keys Marathon)
    ‪49 min drive‬

Room options

View all photos for Brand New Two King Bed Preferred

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

Brand New Two King Bed Preferred

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

View all photos for Brand New Two King Bed Standard

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

Brand New Two King Bed Standard

10.0 out of 10
Exceptional
(8 reviews)
  • 813 sq ft
  • Sleeps 6
  • 2 King Beds and 1 Double Sofa Bed

View all photos for Brand New Two King Bay Front

Brand New Two King Bay Front | 2 bedrooms, premium bedding, pillowtop beds, in-room safe

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

View all photos for Brand New Queen/Queen Bedroom ADA

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

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 Bedroom Bay View

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

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

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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
  • 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

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
  • ‪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

3.5-star beach hotel with kayaking
As a guest of Islander Bayside Villas and Boatslips, you'll find an outdoor pool, a terrace, and barbecue grills. WiFi is free in public spaces. Islander Bayside Villas and Boatslips also features a picnic area, complimentary use of a nearby fitness facility, and a front-desk safe. Self parking is free. 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
  • Built in 2010
  • Poolside lounge chairs
  • Umbrellas for the pool
  • Front desk (limited hours)
  • Front-desk safe
  • Terrace
  • BBQ grill(s)
  • Outdoor picnic space
  • Smoking in designated areas
Islander Bayside Villas and Boatslips 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 designer toiletries, complimentary toiletries, and hair dryers.

This Islamorada hotel provides complimentary wireless Internet access. 55-inch LCD televisions come with premium 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.

Languages

English

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transportation

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

Things to do

  • Bicycle rentals
  • Fishing
  • Kayaking
  • Motor boating
  • 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
  • Braille/raised signage
  • 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

Room amenities

Entertainment

  • 55-inch LCD TV with premium cable channels

Bedroom

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

Bathroom

  • 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

Access methods

Front desk (limited hours)

Pets

  • Pets: USD 100 per pet, per day, plus a deposit of USD 200 per stay
  • Only dogs are allowed
  • 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! Children 11 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
  • 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 pet, per day
  • 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

  • Children 11 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 Islander Bayside Villas and Boatslips to the airport?

Islander Bayside Villas and Boatslips 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 Islander Bayside Villas and Boatslips?

As of Jul 6, 2025, prices found for a 1-night stay for 2 adults at Islander Bayside Villas and Boatslips on Jul 13, 2025 start from $237.49, 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 Islander Bayside Villas and Boatslips have an airport shuttle?

Airport shuttle services are not available at Islander Bayside Villas and Boatslips.

How close is Islander Bayside Villas and Boatslips 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 Islander Bayside Villas and Boatslips offer free breakfast?

Islander Bayside Villas and Boatslips does not offer free breakfast.

Is there a casino at Islander Bayside Villas and Boatslips?

No, there is no casino at this hotel.

What time is check-in at Islander Bayside Villas and Boatslips?

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

Is there free parking at Islander Bayside Villas and Boatslips?

This hotel offers free self parking.

Does Islander Bayside Villas and Boatslips have a pool?

Islander Bayside Villas and Boatslips features an outdoor pool.

Does Islander Bayside Villas and Boatslips have a spa?

There are no spa services available at this hotel.

How close is Islander Bayside Villas and Boatslips to downtown Islamorada?

Islander Bayside Villas and Boatslips is 1.2 mi away from Islamorada.

Islander Bayside Villas and Boatslips Reviews

Reviews

8.8

Excellent

Rating 10 - Excellent. 223 out of 368 reviews
Rating 8 - Good. 96 out of 368 reviews
Rating 6 - Okay. 24 out of 368 reviews
Rating 4 - Poor. 15 out of 368 reviews
Rating 2 - Terrible. 10 out of 368 reviews

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

6/10 Okay

Carroll

Traveled with family and small children
Liked: Property conditions & facilities
Disliked: Cleanliness
A little pricey for the overall villa because ours could’ve been a little cleaner but overall it was ok because the beds were very comfortable!
Stayed 4 nights in Mar 2025

8/10 Good

Amanda

Traveled with pets, Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities
It was ok I suppose. Not really worth the money.
Stayed 3 nights in Feb 2025

8/10 Good

Ellen, Cornville

Traveled with partner
Liked: Cleanliness, staff & service
We booked here because of the full kitchen plus living areas; the kitchen was pretty sparse regarding cookware/appliances, but the front desk bent over backwards to get us the missing items we requested. One of the selling points was access to their resort property, just up the street. However, that property was almost deserted due to a lot of construction work. The resort pool was closed (the Bayside Villas pool was open). Overall this was a pleasant stay for us.
Stayed 5 nights in Dec 2024

10/10 Excellent

Jana

Stayed 1 night in Nov 2024

6/10 Okay

jeff

Stayed 2 nights in Nov 2024

2/10 Terrible

Chris

Stayed 5 nights in Nov 2024

2/10 Terrible

Katherine

Disliked: Staff & service, amenities
I was unable to access the room. I booked after 7pm on Travelocity at the airport, drove over an hour from Miami and was told by security that he did not have a room key. No room available and I’m still waiting for a refund- terrible and fraudulent!!!!
Stayed 2 nights in Sep 2024

10/10 Excellent

Verified traveler

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 2 nights in Sep 2024

10/10 Excellent

Michelle

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Wonderful easy to stay resort, just perfect!
Stayed 1 night in Aug 2024

4/10 Poor

Ailema

Traveled with family
Disliked: Cleanliness, staff & service
Not clean
Stayed 1 night in Aug 2024

6/10 Okay

Peter

Traveled with family
Liked: Staff & service
Disliked: Property conditions & facilities
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.
Stayed 3 nights in Jul 2024

4/10 Poor

Maria

Traveled with family
Liked: Cleanliness, staff & service
Disliked: Amenities
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.
Stayed 2 nights in Jul 2024

10/10 Excellent

Jeannys

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 1 night in Jul 2024

10/10 Excellent

Dina

Traveled with family
Stayed 2 nights in Jul 2024

10/10 Excellent

amneris

Traveled with family and small children
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Amazing location and place
Stayed 2 nights in Jul 2024

10/10 Excellent

RANDELL RAMOS

Business traveler
Liked: Cleanliness, staff & service, property conditions & facilities
Great quiet place
Stayed 2 nights in Jul 2024

4/10 Poor

Carie

Traveled with family and small children, Traveled with family
Disliked: Cleanliness, property conditions & facilities
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.
Stayed 4 nights in Jul 2024

10/10 Excellent

Paola

Stayed 1 night in Jun 2024

10/10 Excellent

MARIUSZ

Liked: Cleanliness, staff & service, property conditions & facilities
Stayed 1 night in Jun 2024

6/10 Okay

Fernando

Stayed 2 nights in Jun 2024

6/10 Okay

julie

Traveled with family
Disliked: Staff & service
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.
Stayed 2 nights in Jun 2024

10/10 Excellent

Ena

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean and close to everything
Stayed 7 nights in May 2024

10/10 Excellent

Giselle

Traveled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

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.
Stayed 1 night in May 2024

10/10 Excellent

marcos

Traveled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I have never encountered a staff so helpful and pleasant Thank you
Stayed 2 nights in May 2024

10/10 Excellent

Keith, Oakland Park

Traveled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
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.
Stayed 4 nights in Apr 2024