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The Islands of Islamorada

Photo gallery for The Islands of Islamorada

A balcony with a wooden table, two chairs, and a view of the ocean and palm trees.
A gated entrance to a resort with palm trees and a clear sky.
A resort with multiple white buildings, each featuring balconies and surrounded by lush greenery and palm trees.
A beachside patio with a thatched roof, two lounge chairs, and a view of the ocean.
A pool area with clear blue water, white lounge chairs, and palm trees.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Spa pool
  • Spa
  • Parking included
  • Free Wi-Fi
  • Air-conditioning
The current price is NZ$1,163
includes taxes & fees
7 Oct - 8 Oct

Explore the area

View map
82779 Old Hwy, Islamorada, FL, 33036
  • Place, History of Diving Museum
    ‪8 min walk‬
  • Place, Islamorada Brewery & Distillery
    ‪9 min walk‬
  • Place, beach near Islamorada
    ‪14 min walk‬
  • Airport, Marathon, FL (MTH-Florida Keys Marathon)
    ‪47 min drive‬

Room options

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 Single Beds

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 Single Beds and 3 King Beds

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 Single Bunk Beds

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

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 Single Beds

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

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 Single Bunk Beds

Room

  • Sleeps 8

Room

  • Sleeps 2

Room

  • Sleeps 2

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About the area

Islamorada

A luxury stay in Islamorada awaits you at The Islands of Islamorada. Within just a 10-minute stroll, you'll find History of Diving Museum and Islamorada Brewery & Distillery. Highlights at this beachfront hotel include in-room free WiFi, furnished balconies and Smart TVs. .A pampering day can include deep-tissue massages and Swedish massages. At the hotel's own poolside bar, you can stop for a drink. Spend the day at the beach where you'll find sunloungers, and enjoy the 2 outdoor swimming pools and marina. Plus you'll find free Wi-Fi in public areas, a 24-hour gym and a hot tub. Each morning cooked-to-order breakfast is served between 9:00 AM and 11:00 AM. There's also the convenience of free self parking. .Sights within a 20-minute walk of this 5-property class Matecumbe hotel include Lorelei Restaurant & Cabana Bar and Keys History & Discovery Center.

What's nearby

  • History of Diving Museum - 8 min walk - 0.7 km
  • Islamorada Brewery & Distillery - 9 min walk - 0.8 km
  • beach near Islamorada - 14 min walk - 1.2 km
  • Lorelei Restaurant & Cabana Bar - 18 min walk - 1.5 km
  • Florida Keys Brewing Co. - 2 min drive - 2.3 km

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

About this property

The Islands of Islamorada

Lie back and work on your tan with relaxing beach amenities, such as umbrellas and sunloungers. Bring your whole family to The Islands of Islamorada for summer fun including 2 outdoor swimming pools, kayaking and rafting.

You can enjoy a drink at the pool bar. Public spaces have free WiFi. This luxury hotel also offers a 24-hour fitness centre, a hot tub and a garden. Free self parking is available.

This 5-star Islamorada hotel is smoke free.

  • 30 guestrooms or units
  • Beach lounge chairs
  • Towels for the beach
  • Umbrellas for the beach
  • Poolside lounge chairs
  • Charging station for electric cars
  • Breakfast available (surcharge)
  • Front desk (limited hours)
  • Tour and ticket information
  • Concierge
  • Wedding services available
  • Garden
  • BBQ grill(s)
  • Lift
  • No smoking on site
  • Bar by the pool
The Islands of Islamorada offers 30 air-conditioned accommodations, which are accessible via exterior corridors, and features laptop-compatible safes and coffee/tea makers. Rooms open to furnished balconies or patios. This individually decorated and furnished accommodation has separate sitting areas. Pillowtop beds feature premium bedding. Smart televisions come with premium cable channels and Netflix. Bathrooms include a shower with a rainfall showerhead, bathrobes, designer toiletries and complimentary toiletries.

Guests can surf the web using complimentary wireless Internet access. Business-friendly amenities include telephones along with free local calls (restrictions may apply). Additionally, rooms include a hairdryer and an iron/ironing board. In-room massages and hypo-allergenic bedding can be requested.

Guests can pamper themselves by indulging in the on-site spa services. Services include deep-tissue massages and Swedish massages.

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Chesapeake Beach Resort
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  • On private beach
  • Pool
  • Breakfast included
  • Pet-friendly
4.6 out of 5, Wonderful, 1,796 reviews
The price is NZ$403
includes taxes & fees
7 Oct - 8 Oct
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Property amenities

Internet

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

Parking and transport

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

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 cot

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
  • Lift
  • 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

  • Designer toiletries
  • Dressing gowns
  • 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
  • Toaster

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 and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

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

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are not available.

Payment types

  • American Express
  • Mastercard
  • Visa

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

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

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
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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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 and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. This property accepts Visa, Mastercard and American Express. Cash is not accepted. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation. The property is professionally cleaned.

We should mention

  • Pool access available from 8:00 AM to 6:00 PM
  • Reservations are needed for massage services and spa treatments. For reservations, contact the hotel before arrival using the contact information on the booking confirmation.

Property is also known as

The Islands of Islamorada Villa
The Islands of Islamorada Islamorada
The Islands of Islamorada Villa Islamorada

Frequently asked questions

What is the cancellation policy at The Islands of Islamorada?

The Islands of Islamorada offers free cancellation on select room rates. Check out the cancellation policy for more info.

How much does it cost to stay at The Islands of Islamorada?

As of 6 Oct 2026, prices found for a 1-night stay for 2 adults at The Islands of Islamorada on 7 Oct 2026 start from NZ$1,163, 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.

Is parking available at The Islands of Islamorada?

Yep, The Islands of Islamorada has a free self car park.

Are there any beaches close to The Islands of Islamorada?

The closest beach to The Islands of Islamorada is Anne's Beach (14.8 km).

Is there a spa on site at The Islands of Islamorada?

There's no onsite spa, but this property does offer services like deep-tissue massages.

Does The Islands of Islamorada have a pool?

The Islands of Islamorada has 2 outdoor swimming pools. Grab your bathers and lounge poolside while enjoying on a lounger and with a coldie from the bar. The pool is open 8:00 AM to 6:00 PM.

What makes The Islands of Islamorada a romantic place to stay?

1 hot tub, plus rainfall showerheads in the guestrooms, help set the scene for a romantic weekend at The Islands of Islamorada.

Is The Islands of Islamorada family-friendly?

You bet! With amenities such as a playground and 2 outdoor pools, as well as travel cots in the guestrooms, it's no surprise that The Islands of Islamorada is a hit with families.

Does The Islands of Islamorada serve breakfast?

Sure does, cooked-to-order breakfast is offered daily from 9:00 AM to 11:00 AM.

Is there a free airport shuttle available at The Islands of Islamorada?

No, The Islands of Islamorada does not offer an airport shuttle service.

What time are check-in & check-out at The Islands of Islamorada?

Check-in begins at 4:00 PM. Check-out time is 11:00 AM.

Are pets allowed at The Islands of Islamorada?

No, only service animals are allowed.

The Islands of Islamorada Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 68 out of 80 reviews
Rating 8 - Good. 7 out of 80 reviews
Rating 6 - Okay. 4 out of 80 reviews
Rating 4 - Poor. 1 out of 80 reviews
Rating 2 - Terrible. 0 out of 80 reviews

10/10

Cleanliness

10/10

Staff & service

9.4/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

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

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

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

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

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

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

6/10 Okay

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

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

10/10 Excellent

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

10/10 Excellent

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

Liked: Cleanliness, amenities, property conditions & facilities, communication
Absolutely outstanding resort. Legitimate 5 star property.
Stayed 7 nights in Apr 2025
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
Beautiful place and wonderful staff! We love Islamorada and can’t think of a better place to stay with a large family or crew.
Stayed 7 nights in Mar 2024
Verified review

10/10 Excellent

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

10/10 Excellent

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

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

Liked: Cleanliness, property conditions & facilities, communication
What a beautiful place! Our room was perfect! The entire property was wonderful!
Stayed 2 nights in Jan 2025
Verified review

10/10 Excellent

Liked: Property conditions & facilities, communication
Most restful, most excellent!!!
Stayed 4 nights in Jan 2025
Verified review

10/10 Excellent

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

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

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

10/10 Excellent

Liked: Cleanliness, room comfort, communication

Great stay at the Islands if Islamoralda!

Fantastic stay at the Islands! Beautiful, immaculately clean villa and property. Art work in the villas was outstanding! Very responsive staff.
Stayed 5 nights in Dec 2022
Verified review

8/10 Good

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

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

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

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