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The Islands of Islamorada

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A balcony with a wooden table, two chairs, and a view of the ocean and palm trees. - The Islands of Islamorada (Islamorada)
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean. - The Islands of Islamorada (Islamorada)
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees. - The Islands of Islamorada (Islamorada)
A pool area with clear blue water, white lounge chairs, and palm trees. - The Islands of Islamorada (Islamorada)
A gated entrance to a resort with palm trees and a clear sky. - The Islands of Islamorada (Islamorada)
Luxury
5.0 star property
9.6

Exceptional

Luxury family-friendly hotel located in Matecumbe

You can look forward to a marina, a poolside bar, and a firepit at The Islands of Islamorada. With a beachfront location, sun loungers, and fishing, this hotel is the perfect place to soak up some sun. Treat yourself to a massage or other spa services. Yoga classes are offered at the 24-hour gym; other things to do include kayaking, rafting, and rowing/canoeing. Free in-room WiFi is available to all guests, along with a garden and a playground.

Popular amenities

  • Hot tub
  • Spa
  • Parking included
  • Free WiFi
  • Air conditioning

Off-peak, on budget: 30% or more off select hotels in our fall sale

Skip the crowds, keep the savings. AARP members save more after Labor Day. Book by Oct 7, 2026.

Room options

Available filters for rooms
Showing 10 of 10 rooms

View all photos for Villa, Oceanfront (Oceanfront Villa)

A modern bedroom with a large bed, two bedside tables, a bench, a painting, and a view of greenery.

Villa, Oceanfront (Oceanfront Villa)

  • Ocean view
  • 288 sq m
  • 4 bedrooms
  • Sleeps 8
  • 3 King Beds and 2 Twin Beds
  • Free WiFi

View all photos for Villa, Accessible, Ocean View (Ocean View Villa - Accessible)

A modern bedroom with a large bed, bedside tables, a bench, a painting, and a bathroom with a mirror and shelves.

Villa, Accessible, Ocean View (Ocean View Villa - Accessible)

  • Ocean view
  • 288 sq m
  • 4 bedrooms
  • Sleeps 8
  • 2 Twin Beds and 3 King Beds
  • Free WiFi

View all photos for Family Villa, Ocean View (Ocean View Family Villa)

A modern hotel room with a balcony, a flat-screen TV, a dining area, and a seating space.

Family Villa, Ocean View (Ocean View Family Villa)

  • Ocean view
  • 288 sq m
  • 4 bedrooms
  • Sleeps 10
  • 3 King Beds and 2 Twin Bunk Beds
  • Free WiFi

View all photos for Suite, 1 King Bed with Sofa bed, Ocean View (Oceanview King Suite)

A balcony with a table set for breakfast, overlooking a tropical landscape with palm trees and the sea.

Suite, 1 King Bed with Sofa bed, Ocean View (Oceanview King Suite)

  • Ocean view
  • 61 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed and 1 Queen Sofa Bed
  • Free WiFi

View all photos for Villa, Ocean View (Ocean View Villa)

A hotel room with a large bed, a bench, a desk, and a view of the ocean.

Villa, Ocean View (Ocean View Villa)

10.0 out of 10
Exceptional
(1 review)
  • Ocean view
  • 288 sq m
  • 4 bedrooms
  • Sleeps 8
  • 3 King Beds and 2 Twin Beds
  • Free WiFi

View all photos for Suite, 1 King Bed with Sofa bed, Accessible, Ocean View (Oceanview King Suite - Accessible)

A modern bedroom with a large bed, a bedside table, a mirror, and a view of the outdoors.

Suite, 1 King Bed with Sofa bed, Accessible, Ocean View (Oceanview King Suite - Accessible)

  • Ocean view
  • 61 sq m
  • 1 bedroom
  • Sleeps 3
  • 1 King Bed and 1 Queen Sofa Bed
  • Free WiFi

View all photos for Family Villa, Oceanfront (Oceanfront Family Villa)

An outdoor dining area with a view of the ocean, wooden furniture, and surfboards.

Family Villa, Oceanfront (Oceanfront Family Villa)

  • Ocean view
  • 288 sq m
  • 4 bedrooms
  • Sleeps 10
  • 3 King Beds and 2 Twin Bunk Beds
  • Free WiFi

SUITE ONE BEDROOM Accessible

  • Sleeps 8
  • Free WiFi

1 Bedroom Oceanview Suite

  • Sleeps 2
  • Free WiFi

1 Bedroom Accessible Oceanview Suite

  • Sleeps 2
  • Free WiFi

About the neighborhood

Located on the beach, The Islands of Islamorada is in Matecumbe, a neighborhood in Islamorada. History of Diving Museum and Keys History & Discovery Center are cultural highlights, and some of the area's activities can be experienced at Islamorada Brewery & Distillery and Florida Keys Brewing Co.. Consider Lorelei Restaurant & Cabana Bar for a night out or MoradaWay Arts & Cultural District if you're traveling with kids. Discover the area's water adventures with scuba diving, snorkeling, and parasailing nearby, or enjoy the great outdoors with ecotours. Visit our Islamorada travel guide
Map
82779 Old Hwy, Islamorada, FL, 33036

What's nearby

  • A building with a blue facade, a large mural of a diving scene, and a statue of a diver.
    History of Diving Museum
    8 min walk - 0.4 miles
  • Islamorada Brewery & Distillery
    9 min walk - 0.5 miles
  • beach near Islamorada
    14 min walk - 0.8 miles
  • Keys History & Discovery Center
    15 min walk - 0.8 miles
  • Lorelei Restaurant & Cabana Bar
    18 min walk - 1.0 mile

Getting around

  • Marathon, FL (MTH-Florida Keys Marathon)
    40 min drive

Restaurants

  • Lorelei Restaurant & Cabana Bar
    17 min walk
  • Wahoo's Bar & Grill
    19 min walk
  • Wendy's
    13 min walk
  • Islamorada Fish Company
    3 min drive
  • Starbucks
    3 min drive

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Property amenities

Internet

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

Parking and transportation

  • Electric car charging station on site
  • Free covered self parking on site

Food and drink

  • Daily cooked-to-order breakfast available 9:00 AM to 11:00 AM for a fee: USD 12 to 18 for adults and USD 12 to 18 for children
  • A poolside bar

Things to do

  • 2 outdoor pickleball courts
  • 2 outdoor pools
  • 24-hour gym
  • Beach volleyball
  • Beach yoga
  • Boat and paddles
  • Fishing
  • Free bicycle rentals
  • Games
  • Hot tub
  • Kayaking
  • Paddleboard
  • Pedal boat
  • Playground
  • Rafting
  • Rowing/canoeing
  • Water sports equipment

Family friendly

  • 2 outdoor pools
  • In-room microwave
  • Playground
  • Travel crib

Conveniences

  • Guidebooks
  • Limited-hour front desk

Guest services

  • Concierge services
  • Tour and ticket assistance
  • Wedding services

Outdoors

  • Barbecue grill
  • Beach loungers
  • Beach towels
  • Beach umbrellas
  • Dock
  • Firepit
  • Garden
  • Marina
  • On the beach
  • Outdoor furniture
  • Pool loungers

Spa

  • Deep-tissue massages
  • In-room massages
  • Prenatal massages
  • Swedish massages

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in room
  • Elevator
  • Magnifying mirror
  • Tile flooring in room
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible pool

More

  • Smoking not allowed

Room amenities

Bedroom

  • Blackout drapes
  • Hypo-allergenic bedding
  • Pillowtop mattress
  • Premium bedding

Bathroom

  • Bathrobes
  • Designer toiletries
  • Hair dryer
  • Rainfall showerhead
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Hulu
  • Netflix
  • Smart TV with premium cable channels
  • Streaming services

Food and drink

  • Coffee/tea maker
  • Electric kettle
  • Microwave
  • Paper towels

More

  • Access via exterior corridors
  • Air conditioning
  • Free local calls
  • Heating
  • Individual decor
  • Individual furnishings
  • Iron/ironing board
  • Laptop-compatible safe
  • Phone
  • Separate sitting area

Policies

Check-in

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

Contactless check-in available

Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Contactless check-out available

Special check-in instructions

The front desk is open daily from 7:30 AM - 7:00 PM

Guests will receive an email within 2 weeks before arrival with check-in instructions and an access code; front desk staffed during limited hours

To make arrangements for check-in please contact the property at least 24 hours before arrival using the information on the booking confirmation

Information provided by the property may be translated using automated translation tools

Access methods

Access code, front desk (limited hours)

Pets

Pets not allowed (service animals are welcome, and are exempt from fees)

Children and extra beds

Children are welcome

Rollaway/extra beds are not available

Cribs (infant beds) are not available

Property payment types

Important information

Optional extras

  • Fee for cooked-to-order breakfast: approximately USD 12.00 to 18 for adults, and USD 12.00 to 18.00 for children

The above list may not be comprehensive. Fees and deposits may 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
This property accepts credit cards; cash is not accepted
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit
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

We should mention

Pool access available from 8:00 AM to 6:00 PM
Reservations are required for massage services and spa treatments; reservations can be made by contacting the property prior to arrival, using the contact information on the booking confirmation

Frequently asked questions

Does The Islands of Islamorada have a pool?

Yes, this property has 2 outdoor pools. Pool access is from 8:00 AM–6:00 PM.

Is The Islands of Islamorada pet-friendly?

No, only service animals are welcome at the property.

How much is parking?

Self parking is free at this property.

What time is check-in at The Islands of Islamorada?

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

What time is check-out at The Islands of Islamorada?

Check-out is at 11:00 AM.

Where is The Islands of Islamorada located?

Nestled on the beach, this Matecumbe hotel is within a 10-minute walk of History of Diving Museum and Islamorada Brewery & Distillery. Lorelei Restaurant & Cabana Bar and Keys History & Discovery Center are also within 1 mi (2 km).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

The Islands of Islamorada Reviews

9.6

Exceptional

10

Cleanliness

9.4

Amenities

10

Staff & service

10

Property conditions & facilities
Rating 10 - Excellent. 68 out of 81 reviews
Rating 8 - Good. 7 out of 81 reviews
Rating 6 - Okay. 4 out of 81 reviews
Rating 4 - Poor. 1 out of 81 reviews
Rating 2 - Terrible. 1 out of 81 reviews

Reviews

Verified review

10/10 Excellent

DUSTAN

Liked: Cleanliness, check-in, communication, listing accuracy
Bright and clean rooms. Nice and quiet. Pool and tiki bar was nice and clean and very accommodating. We will be back!
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Michael

Liked: Cleanliness, check-in, communication, listing accuracy
What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic.
Stayed 2 nights in Apr 2026
Verified review

10/10 Excellent

Kenneth

Liked: Cleanliness, check-in, communication, listing accuracy
Phenomenal hotel, Marcel and Jackie were amazing with the kids and the activities offered. This is the first hotel where I feel there is great value in the resort fee with all that's included.
Stayed 1 night in Mar 2026
Verified review

10/10 Excellent

Janet

Liked: Cleanliness, room comfort, communication
Beautiful accommodations and location, very clean, many activities available at resort
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Beth

Liked: Cleanliness, amenities, property conditions & facilities, communication
This place exceeded my expectations. Such a beautiful and quiet setting. Don't want to leave, but I will definitely be backa a beautiful
Stayed 4 nights in Feb 2026
Verified review

10/10 Excellent

Dixania

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great for family vacation with kids. love it
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

John Aloysius

Liked: Cleanliness, amenities, property conditions & facilities, communication
Lovely room with friendly staff.
Stayed 4 nights in Jan 2025
Verified review

10/10 Excellent

Corey

Liked: Cleanliness, amenities, property conditions & facilities, communication
A beautiful property with GREAT customer service
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

Laura

Liked: Cleanliness, amenities, property conditions & facilities, communication
Such a beautiful, quiet and clean location. The staff were attentive and helpful.
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

Ben

Liked: Cleanliness, amenities, property conditions & facilities, communication
Excellent resort. Hard working, friendly staff.
Stayed 8 nights in Sep 2023
Verified review

10/10 Excellent

Anze

Liked: Cleanliness, amenities, communication
Great property. Very comfortable and luxurious. The bar and food options can delivered to the room and very tasty! Really enjoyed the stay. Charlene was a great bartender by the pool!
Stayed 3 nights in May 2025
Verified review

10/10 Excellent

Cassie

Liked: Cleanliness, amenities, property conditions & facilities, communication
This property was immaculate, a great blend of an upscale hotel feel with a vacation rental. We loved all the amenities. Would highly recommend!
Stayed 3 nights in Jan 2025
Verified review

10/10 Excellent

Earl

Liked: Cleanliness, amenities, property conditions & facilities, communication
We loved the entire experiences; especially the amenities on site (kayaks, paddle boards, swimming-pool & ocean, food & bar) and Emmanuel (person responsible kayaks and paddle boards).
Verified review

8/10 Good

Frank

Liked: Cleanliness, property conditions & facilities, communication
i like the fact that there's beach area but it was difficult to walk in an out of it due to the rocks. The pool filter could have been cleaned during our stay as there was multiple days of debris caught in the drain trap. would have enjoyed more dining options. Room was available before check in time which was appreciated and property/ room was very clean and maintained
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, room comfort, communication

Exceptional Vacation Property

The property was amazing & our Villa was exceptional! We had a wonderful time! The staff & service they provided was exceptional! They took care of our every need & were very prompt. The Villa was super clean & looked like it was brand new. Having stayed at many high end properties in Islamorada, this was the best!
Stayed 3 nights in Apr 2025
Verified review

10/10 Excellent

Katherine

Liked: Cleanliness, amenities, property conditions & facilities, communication
Everything was perfect. Every detail has been thought of. The rooms were immaculate and so well decorated. The property is really well maintained. We loved all of the games around the resort as well. Highly recommend!
Stayed 5 nights in Apr 2025
Verified review

10/10 Excellent

JILL

Liked: Cleanliness, amenities, property conditions & facilities, communication
Above and beyond service.
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

Randall

Liked: Cleanliness, room comfort

5 stars is not enough

5 stars is not enough. I travel a lot for business and pleasure. Rarely do I find a resorts that is 5 stars in every category. Everything from the property, amenities, and especially the staff was top-notch. Everywhere we went we were impressed by the property, but most impressed by the staff. Everyone was courteous, polite, knowledgeable, and helpful. Islands of Islamorada is the real deal. Is my new favorite place in the Florida Keys.
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

Maye

Liked: Cleanliness, amenities, property conditions & facilities, communication
We came the Labor Day weekend, to celebration two birthdays. It was a first for our family and we were pleasantly amazed by the property and all its amenities. We kayaked, sailed, played pickleball, biked and had a lot of fun overall. Our elderly mother was able to very comfortably relax inside, while enjoying the breathtaking views of the ocean from our balcony. We travel internationally several times a year,and this was one of our most relaxed vacations! But most noteworthy is the staff...they were all very attentive to our needs, super responsive and always with a smile. This was a top notch weekend, and we will absolutely be back. Special thanks to Mary at the front desk, who was the perfect host, very helpful with our elderly mother and so lovely! And Emanuel at the kayak stand who was always helpful and ready to assist.
Stayed 2 nights in Aug 2024
Verified review

6/10 Okay

George

Liked: Cleanliness, property conditions & facilities, communication
Disliked: Amenities
No liquor license-did not know that ahead of time. Food not available at the hotel-have to order from other restaurants-says there is one on site but was not available each time we checked. Staff very friendly and helpful at all times. Room very nice, but could use a sink in the “kitchen” area-you’re left to wash up any dishes in the bathroom sink which is kind of gross. Shower should be larger, plenty of space in bathroom for that, was a little tight with the fold down chair option. Recent construction in our bathroom with heat coming from the toilet-hot and cold ran wrong-redone wrong as well. Calming and beautiful-amenities need attention for sure.
Stayed 5 nights in Jan 2025
Verified review

10/10 Excellent

Christian

Liked: Cleanliness, check-in, communication, listing accuracy
Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!
Stayed 4 nights in Jul 2026
Verified review

6/10 Okay

Shannon Myers

Liked: Cleanliness
Disliked: Listing accuracy
The "suite" was a single room with a king and pullout sofa, there was no separation. So if you are traveling with children be aware that this is the same as a double queen at any other hotel room.
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Verified traveler

Liked: Cleanliness, room comfort, communication
Amazing stay, can’t wait to stay there again!
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Ryan

Liked: Cleanliness, property conditions & facilities, communication
Beautiful property with great staff!
Stayed 4 nights in Jan 2025
Verified review

10/10 Excellent

Betty

Liked: Cleanliness, room comfort, communication
Beautiful property!
Stayed 1 night in May 2025