A person relaxes on a lounge chair by the sea, with a sailboat in the background, surrounded by greenery and a clear blue sky.

Discover the Ultimate in Comfort

Amenities & Services

The Islands of Islamorada invites you to unwind in laid-back luxury, with a tiki bar, two sparkling pools, a tranquil private beach, a children’s play area, a marina, and pickleball courts. Whether it’s relaxing by the oceanfront or teeing off with fish-friendly golf balls into the sea, you’ll feel the island vibes all around. Our friendly concierge team can arrange a variety of activities, from casual beachside fun to private fishing charters, offering unparalleled access to the ‘Sportfishing Capital of the World.’

A table displaying a variety of breakfast foods, including bagels, fruit parfaits, pastries, fresh fruit, and juice, set in a bright dining room.

Island Beach Bites

Dining

Enjoy the flavors of the Florida Keys at The Islands of Islamorada. Our onsite chef can prepare an array of breakfast and lunch selections to enjoy in your room. Or if you prefer, dine al fresco pool side or at one of our open-air locations on property. Contact Concierge team for more details.

​ Daily 9:00 AM to 5:00 PM

See Menu

A person is stand-up paddleboarding with a child sitting in front on a calm ocean water. They both appear to be enjoying a leisurely time.
A small sailboat with three people on board is sailing near a tropical shoreline with palm trees and rocks in the background.
The image shows kayaks and stand-up paddleboards arranged on a sandy beach by the ocean, with a palm tree and a lounge chair in the background.

Sail, Paddle & Explore

Watersports

Discover aquatic adventures at The Islands of Islamorada with kayaking, paddleboarding, and Hobie Cat sailing. Glide along crystal-clear waters, exploring the vibrant coastline at your pace, or feel the thrill of sailing the open sea. With top-notch equipment and a stunning waterfront, every water sport promises an unforgettable experience for adventure seekers and relaxation lovers alike.

A luxurious pool area with sun loungers and palm trees, overlooking a serene ocean view under a clear blue sky with some wispy clouds.
A person lifts a child in a swimming pool surrounded by lounge chairs and palm trees, under a clear sky.

Poolside Relaxation & Family Fun

Pools & Hot Tub

Join us at The Islands of Islamorada for a perfect blend of relaxation and family fun at our two oceanfront pools and spa. Take in breathtaking ocean views as you enjoy a refreshing swim or lounge on our spacious sun decks. Whether you prefer a dip in the pool or a soothing soak in the hot tub. Each area is thoughtfully designed for both tranquility and fun.

A man and woman sit at a tiki bar, smiling and enjoying drinks with a wooden roof and lush green background.
Two people in yellow dresses are sitting on swings under a rustic pergola, surrounded by lush greenery.
A person wearing a wide-brimmed hat stands or floats in clear water while holding and drinking from a coconut.
A person plays Jenga on a table outdoors, while another sits in a hanging chair. A bag is on the ground.

Tropical Delights

Poolside Tiki Bar

Savor the ultimate tropical escape at our poolside tiki bar, where laid-back vibes meet vibrant flavors. Enjoy a refreshing array of ice-cold beers, crisp wines, and tropical wine-based cocktails bursting with island flavors, perfectly crafted to complement the laid-back, beachside setting. With comfortable seating, stunning ocean views, and a relaxed atmosphere, it’s the perfect spot to unwind, relax, and savor the moment.

Two people are playing pickleball on an outdoor court surrounded by trees and a fence. The woman is in the foreground, preparing to hit the ball.
A home gym with various exercise equipment, including weight machines, benches, and a Smith machine, in a bright room with windows.
The image shows a modern gym with fitness equipment, including treadmills, weight machines, and benches, set in a well-lit room.
People practicing yoga on mats in a garden in front of a white building, surrounded by trees, engaging in different poses.

Active Escapes & Wellness

Fitness Activities

Elevate your stay with a pickleball match on our 2 scenic, palm-shaded courts, or stay in shape at the 24-hour fitness center, featuring cutting-edge equipment for all your workout needs.

And join our Friday Morning Yoga on the Ocean House lawn, where serene surroundings enhance your mind-body connection.

Learn More

The image depicts a hand-drawn map of a coastal resort, showing pools, a marina, beaches, and various recreational areas. Sailboats are on the water.

Islamorada Private Marina Access

Resort Marina

The Islands of Islamorada resort marina offers dockage for guests bringing their own vessels. Simply coordinate with our on-site manager to secure your space. For those seeking an adventure, hire a flats fishing boat for the duration of your stay and explore the stunning waters of the Florida Keys.

View Restrictions

A group of people gather around a fire pit outdoors, surrounded by palm trees and a building in the background.

Fireside Indulgence

Fireside S'mores Experience

Transform evenings into cherished memories at our oceanside fire pits with our signature s'mores experience. As the sun sets over the Florida Keys, indulge in this timeless tradition with premium chocolate, artisanal marshmallows, and golden graham crackers. Available daily for purchase through our Guest Services, our curated s'mores kits provide everything needed for the perfect fireside treat.

A person guides a child in swinging a golf club on a grass platform by the sea, under a clear sky.

Active Escapes and Wellness

OCEANSIDE DRIVING RANGE

Perfect your swing in paradise with our innovative oceanfront driving range experience. Practice your golf game while contributing to marine conservation with our specially designed eco-friendly golf balls. These biodegradable balls transform into fish food upon contact with the water, creating a unique blend of sport and environmental stewardship.

Two people are riding bicycles on a sunny path, surrounded by trees and a white fence.

Two Wheels to Paradise

ISLAND EXPLORATION BY BICYCLE

Discover the charm of Islamorada at your own pace with our premium bicycle fleet. Wind your way through our picturesque property and beyond, feeling the warm Florida Keys breeze as you explore hidden corners of paradise. Our collection of well-maintained bicycles offers the perfect blend of comfort and style for both casual rides and local adventures.

The image shows a playground with a blue slide, wooden climbing structures, and green artificial turf, surrounded by trees.

Fun for the whole family

PLAYGROUND

Where young explorers discover paradise, our thoughtfully designed playground creates magical moments under the warm Florida sun. Set against stunning ocean vistas, this dedicated space for our youngest guests combines adventure and safety, allowing families to create cherished memories in our tropical haven.

Four people are fishing on a rocky shore, facing the ocean under a clear sky.

WATERFRONT WONDERS

SHORELINE FISHING

Enjoy the simplicity of fishing along our shoreline! Perfect for first-time casters and seasoned anglers alike, our property offers ideal spots for families to experience the joy of Florida Keys fishing together.

Whether it's teaching little ones their first cast or enjoying a peaceful sunset fishing session, adventure awaits just steps from your door.

The image shows a golf cart with four seats on a paved path, surrounded by greenery and trees.

ISLAND TRANSPORTATION

Golf Carts

Navigate our slice of paradise in golf carts. Perfect for exploring the property's hidden gems or making your way to amenities, these quiet vehicles offer a charming blend of convenience and island style. Whether heading to the marina, visiting the driving range, or simply enjoying a sunset cruise around the grounds, golf carts provide the ideal way to experience The Islands of Islamorada and the Keys. Rent them through our trusted local partner: Islamorada Luxury Carts.

More Information

In Room Amenities

  • ​Air Conditioned
  • ​Alarm Clock
  • ​Balcony
  • ​Bathroom Amenities
  • ​Closets in Room
  • ​Coffee/tea Maker
  • ​High Speed Wifi
  • ​Double vanity
  • ​Free local calls
  • ​Hairdryer In Room
  • ​High ceilings
  • ​HD Flat Panel Television
  • ​Housekeeping service
  • ​Iron & Ironing Board
  • ​Lighted Makeup Mirror
  • ​Microwave
  • ​Mini-refrigerator
  • ​Multiple closets
  • ​Non-smoking
  • ​Notepads

Villas Amenities

  • ​3 King Bedrooms with en-suite baths
  • ​Full Kitchen
  • ​Bunk Room or Twin Room with bath
  • ​Laundry Room
  • ​Powder Room
  • ​2 Waterfront Balconies
  • ​Ground Floor Waterfront Loggia
  • ​Elevator (in 11 villas)
  • ​2-Car Garage with Storage
  • ​Transitional Island Architecture
  • ​4,067 Total Sqft 
    3137 Sqft Interior & 930 Sqft Exterior

Suites Amenities

  • ​King Bedroom
  • ​Kitchenette
  • ​Mini-refrigerator
  • ​​Living Room
  • ​Queen Pull-out Sofa
  • ​Balcony
  • ​1 Bathroom
  • ​Elevator
  • ​Exterior Parking
  • ​656 Total Sqft
Two people are sitting in shallow water, playing a game of backgammon on a wooden board, while holding glasses of wine, both wearing swimsuits.
Two people are on a paddleboard in calm waters; the adult is standing while paddling, and the child is sitting relaxed, enjoying the ride.
A person in a white outfit lounges on a chair by the sea, with a sailboat in the background and some greenery in the foreground.
A person is sailing a small boat with colorful sails on a calm sea, with a few palm trees and a distant shore in the background.
Two people in casual summer attire are with bicycles beside a tropical garden with palm trees and colorful plants, sky clear and the weather sunny.
Four children are on a boat docked in a scenic waterfront area, looking down at the water and pointing at something.
A group of people are practicing yoga outdoors on a grassy area, surrounded by palm trees, with an instructor at the front leading the session.
A family is toasting marshmallows around a fire pit. A woman and three children are seated outdoors by the beach, enjoying the activity.
A group of people is sitting and conversing in a beachside setting, surrounded by lush greenery and palm trees.
Two people fishing off the side of a boat in calm, blue waters under a clear sky.
A woman is using leg exercise equipment in a bright gym, surrounded by various workout machines and weights, next to large windows.
A boy jumps into a pool while a man and a younger boy, all in swimwear, look on; umbrellas and lounge chairs are in the background near greenery.
A man lifts a child in a pool against a backdrop of palm trees, lounge chairs, and umbrellas, creating a vibrant, tropical, and joyful atmosphere.
People playing cornhole on a seaside patio; palm trees, white sand, and blue ocean in the background.
A golfer in a pink shirt and blue shorts swings a golf club on a small artificial green by the ocean, with clear blue skies in the background.
A man and a woman sitting at a wooden table under a thatched roof, surrounded by greenery, enjoying beverages.
Two people are on swings by a pool, surrounded by palm trees and lounge chairs, under a sunny sky.
A balcony with a white table set for dining, featuring seafood, drinks, and a view of the ocean with palm trees and clouds.
A playground with two wooden structures, blue slides, and a connecting tunnel is set in a sunny area with palm trees and green grass.
Waterfront Homes For Sale - Schedule a Tour
Waterfront Homes For Sale - Schedule a Tour