The Best Hotels in Islamorada, Florida for Every Traveler

Islamorada spans six of the Florida Keys and is a hotspot for fishing, diving, snorkeling and boating
Islamorada spans six of the Florida Keys and is a hotspot for fishing, diving, snorkeling and boating | Courtesy of Cheeca Lodge and Spa / Expedia
Photo of Mandi Keighran
8 December 2020

Just 90 minutes south of Miami, the village of Islamorada covers six of the Florida Keys and is known as the fishing capital of the world – as well as a hotspot for diving, snorkeling and boating in the Sunshine State. From luxurious family getaways to romantic tropical resorts, Culture Trip curates the best hotels, inns and resorts in Islamorada, Florida.

Islander Resort

Resort, Hotel
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Pines & Palms Resort
Courtesy of Pines and Palms Resort / Expedia

Looking for a luxurious family getaway? The Islander Resort offers plenty of family-friendly activities and accommodations over 24 acres (10ha) of oceanfront property, including three pools, landscaped native gardens and beach volleyball. There’s yoga, kids’ crafts and family movie nights, and the friendly concierge service can organize other activities such as fishing, snorkeling or a romantic eco-tour sunset cruise. Feeling hungry? Opt for a casual pizza or tacos at Tides Beachside Bar & Grill or indulge in fresh local seafood at Elements Lounge & Restaurant.

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Fisher Inn Resort and Marina

Resort, Hotel
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Fisher Inn Resort & Marina
Courtesy of Fisher Inn Resort and Marina / Expedia

This boutique inn is one of the only hotels in Islamorada with boat parking and a boat ramp – making it the ideal place to stay if you’re bringing your own boat. Looking for somewhere to cook your catch? Use the hotel’s fish cleaning stations and BBQ grills to cook it yourself, or get a recommendation from the hotel staff for a nearby restaurant offering a “cook your catch” menu. Accommodation ranges from the luxurious Seaside Villa Deluxe, which is just steps from the ocean, to the modern Tarpon Rooms, which feature two queen beds. Plus, guests have use of the hotel paddle boards and kayaks free of charge.

Pines and Palms Resort

Resort, Hotel
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Pines & Palms Resort
Courtesy of Pines and Palms Resort / Expedia

Live like a local at this self-catering resort set over five acres (2ha), with oceanfront cottages and suites arranged amongst more than 100 coconut palm trees to create a tropical, village-like vibe. There are a variety of accommodation types to suit families, couples and groups of all sizes, ranging from one to three bedrooms. There’s also an oceanfront freshwater pool complete with a poolside Tiki bar offering daily entertainment. Chat with the on-site fishing guides, Captain Chris Hanbury and Captain Jacob Hill, to organize a fishing adventure out at sea or in the backcountry of Everglades National Park.

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Sunset Inn

Inn, Hotel
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Sunset Inn
Courtesy of Sunset Inn / Expedia

This modern inn is a celebration of the Floridian inns of yesteryear – with a quintessential climate-controlled pool featuring bright orange umbrellas and cabanas, as well as an oversized chess board, Jenga and a ping pong table that channel fun 1960s vibes. Cook up a feast on the BBQs, explore the surrounding area on a beach cruiser or indulge in a sundowner in one of the hanging egg chairs in the garden. The simple rooms feature comfy beds with chic neutral bedding, and the walls are adorned with vintage photographs of the Florida Keys from the Matecumbe Historical Trust.

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Cheeca Lodge and Spa

Spa Hotel, Hotel
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Cheeca Lodge & Spa
Courtesy of Cheeca Lodge and Spa / Expedia

Serious anglers and casual fishermen will love this tropical resort set over 27 acres (11ha) by the sea. There are more than 500 species of fish within minutes of the shore and a 525ft (160m) pier – the longest in the entire Florida Keys. Not into fishing? Head to the spa to enjoy treatments inspired by lush tropical vegetation in the gardens, like the Sea Breeze Swedish-inspired massage, or dine at one of the three on-site restaurants. Think mojito lime snapper at Atlantic’s Edge, Neapolitan pizza at Mia Cucina and handmade sushi and bento boxes at Nikai Sushi.

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  • Amara Cay Resort

    Resort
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    Amara Cay Resort
    Courtesy of Amara Cay Resort / Expedia

    Immerse yourself in the tropical surroundings of Islamorada at this luxurious resort: relax in a hammock on the private beach lined with swaying palm trees or swim laps in a sparkling oceanfront pool. Enjoy fresh fish tacos in the Tiki Bar in the evening, before relaxing around a beachside fire pit. The $35 per day resort fee includes use of beach chairs, lawn games, bicycles, kayaks, paddle boards and a Mercedes van to shuttle guests within a four-mile (6.4km) radius.

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    Sands of Islamorada

    Hotel
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    Sands of Islamorada
    Courtesy of Sands of Islamorada / Expedia

    Islamorada is known as the Sport Fishing Capital of the World – and this affordable, pet-friendly oceanfront hotel is an ideal base for fishing enthusiasts. Book an extreme sports fishing tour and then enjoy your catch on the hotel’s grill by the sea. Looking for something more relaxing? Enjoy snorkeling off the pier, sunbathe by the pool or head to the sea-walled beach. The suite offers a proper tropical escape, with expansive views over the ocean and a wrap-around porch surrounded by palm trees and pretty bougainvillea.

    Matecumbe Resort

    Resort, Hotel
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    Matecumbe Resort
    Courtesy of Matecumbe Resort / Expedia

    Make yourself at home at this self-catering resort, where each of the 32 units features a full kitchen, spacious lounge with a sofa-bed and an outdoor porch. The interiors have been recently redecorated in a bright palette of whites, blues and greens, with fun coastal-chic touches – think nautical stripes, seahorse lamps and beachy prints. Some rooms even boast views out over the Atlantic Ocean and the Alligator Reef Lighthouse. Guests have access to a pool, volleyball court, shuffleboard and 300ft (90m) of beachfront, as well as free use of kayaks and bikes to explore.

    These recommendations were updated on December 8, 2020 to keep your travel plans fresh.

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