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Nested in the heart of the fishing capital of the world, The Caribbean Resort of Islamorada, Florida has won the hearts of many. While the panoramic ocean views, inviting Caribbean-style homes, endless fishing pier and beach entry-pool keep guest coming back.
It’s the off-shore fishing and diving that makes it so hard to leave. Located on a deep-water channel with protected dockage. The Caribbean Resort‘s marina enables anglers and divers to hit the hot spots within minutes – not hours.
Islamorada, Florida Home to some of the best fishing and diving in the Florida Keys.
Caribbean Rental Homes
Our Caribbean homes are named in honor of Hemmingway, the beautiful Canary Island, Jamaican, Malayan, Princess and Royal palm trees that grace our resort. These homes rest on white-sand grounds among luxuriant tropical flower gardens and arching palms that sway in the gentle ocean breezes. Just steps away from the emerald-green ocean’s edge. Endless piers and beach-entry pool awaits your arrival.
Plantation Ocean Front Home
Inspired by owner Phil Sena —with nothing compromised— this luxurious Caribbean home is on the ocean’s edge with 180 degrees of unobstructed ocean views and sunrises. Complete privacy. Full kitchen. Subzero appliances and Viking stove. Spa bathtubs. Chiseled-rock flooring throughout. Wrap-around verandas. Seamless curved-glass corner windows. High open-beam ceilings. Up to 6-bedrooms and 6-baths depending on configuration.
Plantation Home, North
3 Bedrooms, 3 baths. Ocean Front.
Private Marina & Dockage.
Plantation Home, South
3 Bedrooms, 3 baths. Ocean Front.
Private Marina & Dockage.
Caribbean Rental Homes
Ocean views. Steps out to the pool. Fabulous views from wrap-around verandahs. Open-beam ceilings. Tile floors throughout. Ceiling fans indoors and out. Tropical flower gardens and coconut palms. Complete kitchens. Spa bathtub. Personal Weber grill, washer and dryer.
Hemmingway House, North
2 Bedrooms, 2 baths. pool side
Hemmingway House, South
2 Bedrooms, 2 baths. pool side
Canary Island Palm, East
2 Bedrooms, 2 baths. Ocean view, pool side
Canary Island Palm, West
2 Bedrooms, 2 baths. Ocean view, pool side
Princess Palm, East
2 Bedrooms, 2 baths. Pool side
Princess Palm, West
2 Bedrooms, 2 baths. Pool side
Jamaican Palm, North
2 Bedrooms, 1 bath. Pool side
Jamaican Palm, East
1 Bedroom, 1 bath. Pool side
Malayan Palm, North
2 Bedrooms, 1 bath. Pool side
Malayan Palm, East
2 Bedrooms, 1 bath. Pool side
Fish Tail Palm, Beach House
2 Bedrooms, 2 baths. On the beach
Travelers Palm
1 Bedroom, 1 bath. Ocean view
Resort Guest Marina
Located on a deep-water channel with protected dockage, our marina features a gentle-slope boat ramp. Fresh water, fillet tables and boat storage. Lounges and comfortable chairs. Decks and patios. The heart of the resort, guests often meet other guests here and become lifelong friends. Social hour is every hour as guests wait for boats to return with their catches and colorful fish stories.
Beach-Entry Pool
Coconut palms arching gracefully over the pool. Fresh water lapping at your toes as you enter the beach . Our one-of-a-kind pool is a natural oasis that gives life to gardens of tropical flowers and pineapple, palm and banana trees. Waterfalls cascade over heated rock into our spa and pool. Private sun decks are scattered throughout the grounds. Gazebos, tables, chairs and lounges are comfortably placed for your enjoyment.
Fishing Pier
Swimming and snorkeling. Pelicans and herons. Lobster and blue crabs. Record-taking bone fish. Night fishing for snook and tarpon. There’s plenty of activity waiting for you off our pier. One of the longest in the Florida Keys, it stretchs more than 450 feet offshore. Dawn is a magical time at the resort. And there’s no better place to welcome it than at pier’s end as the first rays of sun herald a glorious new day.
Islamorada Sport Fishing
The best fishing in the world? You’re looking at it. Sailfish. Marlin. Mahi Mahi. Wahoo. Yellow tail. Grouper. Kingfish. Snapper. Tile Fish. True Reds. Amber Jack. Barracuda. Sharks. Permit. Bonefish. Redfish.
Located in beautiful Islamorada, Florida, The Caribbean Resort is in the heart of the fishing capital of the world. Phil Sena, owner of the resort, has spent over thirty years discovering the area’s best fishing spots and would be happy to share his local knowledge with you…even provide you with GPS numbers. Follow him as he leaves the dock early each morning and you’re sure to return with a full catch.
Offshore Fishing
The Islamorada Hump 12-24 miles @ 128°
The North Whole 4.3 miles @ 154°
The Cave 7.26 miles @ 95°
Alligator Reef 4.25 miles @ 180°
The Eagle Shipwreck 4.39 miles @ 136°
The Wall 4.4 miles @ 178°
Caribbean Diving and Snorkeling
From swimming and snorkeling off our own piers to deep-wreck diving, you’ll enjoy the inviting 80-degree water. 100-foot visibility is common on reef dives. Less then a mile off shore, exquisite shallow-water coral gardens beckon out your front door. Live coral, tropical fish and sea fans can be seen from the surface.
The Coral Gardens
.84 miles 6-10 feet deep @ 132°
Alligator Reef
4.25 miles 8-30 feet deep @ 180°
1733 Spanish Galleon “Herrera” shipwreck
2 miles 15 feet deep
Iron Mask Schooner shipwreck
2.5 miles 18 feet deep
The Eagle shipwreck
4.39 miles 120 feet deep @ 136°
The Wall
4.4 miles 60-90 feet deep @ 178°
Weddings and Special Events
For a truly intimate and private experience, why not rent the entire resort? With sleeping accommodations for up to 111 guests, The Caribbean Resort has been the preferred location for many special events – from weddings of famous personalities to national TV productions, fashion-catalog photo shoots to small intimate gatherings. The Caribbean Resort is the perfect private retreat for any occasion.
Hotel Rates
From: $325