Islander Bayside Villas and Boatslips in Islamorada

See all properties

Beach location and outdoor pool

Choose dates to view prices

Where to?

Dates

June 2025

July 2025

Outdoor pool, pool umbrellas, sun loungers

Overview
Rooms
Location
Policies

Excellent

Popular amenities

Pet friendly
Housekeeping
Air conditioning
Kitchen
Parking included

Explore the area

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

Book today, save on your next hotel stay

It's that easy when you're a member of Orbitz Rewards. It's free to join!

Room options

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

Brand New Two King Bed Preferred

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

Brand New Two King Bed Standard

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

Brand New Two King Bay Front

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

Brand New Queen/Queen Bedroom ADA

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

Brand New Two King Bedroom Bay View

Bay view
884 sq ft
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, Islander Bayside Villas and Boatslips 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

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

Beach location and outdoor pool

Guests of Islander Bayside Villas and Boatslips enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. If you drive, put free parking to good use. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this beach hotel include a picnic area and barbecue grills.

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.

Languages

English

Similar properties

Private beach, white sand, sun loungers, beach towels

On private beach
Pool
Breakfast included
Pet friendly

$296 nightly

Jun 9 - Jun 10

Total includes taxes and fees

3 outdoor pools, a heated pool, pool umbrellas, sun loungers

On private beach
Pool
Pet friendly
Free WiFi

$313 nightly

Jun 8 - Jun 9

Total includes taxes and fees

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

Conveniences

Limited-hour front desk
Safe at 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
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

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

Designer toiletries
Hair dryer
Shampoo
Soap
Toilet paper
Towels provided

Entertainment

55-inch LCD TV with premium cable channels

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 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 pet, per day, 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

Children 11 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
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 pet, per day
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 Islander Bayside Villas and Boatslips?

Islander Bayside Villas and Boatslips 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 Islander Bayside Villas and Boatslips?

As of Jun 5, 2025, prices found for a 1-night stay for 2 adults at Islander Bayside Villas and Boatslips on Jun 15, 2025 start from $248.0, 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 Islander Bayside Villas and Boatslips?

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 Indian Key Historic State Park and Matecumbe United Methodist Church less than a mile away.

Is parking available on site at Islander Bayside Villas and Boatslips?

Yes, self parking is offered for free at the hotel. Accessible parking is also available for guests.

Does Islander Bayside Villas and Boatslips include a casino?

No, Islander Bayside Villas and Boatslips doesn't have a casino.

Is there an indoor pool at Islander Bayside Villas and Boatslips?

No, this hotel doesn't have an indoor pool; however, there is an outdoor pool.

Is Islander Bayside Villas and Boatslips a good place to stay for couples?

Amenities that appeal to couples at this waterfront hotel include a pillowtop mattress and a kitchen in each guestroom with some featuring bay views.

Does Islander Bayside Villas and Boatslips have a hot tub?

No, this hotel doesn't have a spa tub.

Does Islander Bayside Villas and Boatslips have a restaurant that serves breakfast?

No, Islander Bayside Villas and Boatslips doesn't have a restaurant that serves breakfast.

Will Islander Bayside Villas and Boatslips allow pets to stay for free?

Although they can't stay for free, dogs are welcome at Islander Bayside Villas and Boatslips for a fee of USD 100 per pet, per day. A deposit of USD 200 per stay is collected.

Does Islander Bayside Villas and Boatslips have connecting rooms?

No, there aren't connecting guestrooms at this hotel.

How far is the airport from Islander Bayside Villas and Boatslips?

The closest major airport to Islander Bayside Villas and Boatslips is Marathon, FL (MTH-Florida Keys Marathon), which is 29.6 mi away (37 minutes by car).

Can I book a room with a balcony at Islander Bayside Villas and Boatslips?

Yes, every guestroom at Islander Bayside Villas and Boatslips comes with a furnished balcony with some featuring bay views.

Islander Bayside Villas and Boatslips 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

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

8/10 Good

Amanda

Traveled with pets, Traveled with family

Feb 25, 2025

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

Jan 7, 2025

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

Dec 8, 2024

Stayed 1 night in Nov 2024

6/10 Okay

jeff

Nov 25, 2024

Stayed 2 nights in Nov 2024

2/10 Terrible

Chris

Nov 24, 2024

Stayed 5 nights in Nov 2024

2/10 Terrible

Katherine

Oct 31, 2024

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

Sep 17, 2024

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

Stayed 2 nights in Sep 2024

10/10 Excellent

Michelle

Traveled with group

Aug 28, 2024

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

Aug 18, 2024

Disliked: Cleanliness, staff & service

Not clean

Stayed 1 night in Aug 2024

6/10 Okay

Peter

Traveled with family

Aug 6, 2024

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

Jul 25, 2024

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

Jul 23, 2024

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

Stayed 1 night in Jul 2024

10/10 Excellent

Dina

Traveled with family

Jul 19, 2024

Stayed 2 nights in Jul 2024

10/10 Excellent

amneris

Traveled with family and small children

Jul 16, 2024

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

Jul 14, 2024

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

Jul 5, 2024

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

Jul 1, 2024

Stayed 1 night in Jun 2024

10/10 Excellent

MARIUSZ

Jun 16, 2024

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

Stayed 1 night in Jun 2024

6/10 Okay

Fernando

Jun 13, 2024

Stayed 2 nights in Jun 2024

6/10 Okay

julie

Traveled with family

Jun 11, 2024

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

Jun 7, 2024

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

May 29, 2024

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

May 19, 2024

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

Apr 22, 2024

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