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Beachfront hotels in Islamorada

A curated list of beach hotels and resorts

Tomas Mazowski A list by Tomas Mazowski. This guide was last updated in November 2022.

Hey! I love staying in a nice beachfront hotel - being able to go straight from your room down to the ocean is a priceless feeling. To help save some time when booking your next vacation I've put together this list of beachfront hotels and resorts in Islamorada. I hope you will like it!

  • 1 Chesapeake Beach Resort Islamorada, United States

    Beach: Chesapeake Beach Resort

    *** Resort. Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away. A 37-inch flat-screen cable TV and a small refrigerator are offered in each room at this Florida Chesapeake Beach Resort. Show full description Guest review score 8.2, rooms from around $189.

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  • 2 Postcard Inn Beach Resort & Marina Islamorada, United States

    Beach: Postcard Inn Beach Resort & Marina

    *** Resort. Featuring a unique tropical atmosphere and situated on an island in the Florida Keys, this resort offers WiFi and parking to guests. A cable TV and a private bathroom are included in every guestroom. A safety deposit box is also provided. Show full description Guest review score 8.1, rooms from around $215.

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  • 3 Caloosa Cove Resort - With Full Kitchens Islamorada, United States

    Beach: Caloosa Cove Resort - With Full Kitchens

    *** Hotel. Offering an outdoor pool and sun terrace, Caloosa Cove Resort - With Full Kitchens is situated in Islamorada in the Florida Region, 9.6 km from Upper Matecumbe Key. Theater of the Sea on Islamorada is 18 km from the property. Show full description Guest review score 8.8, rooms from around $278.

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  • 4 Pines & Palms Resort Islamorada, United States

    Beach: Pines & Palms Resort

    *** Resort. This Islamorada resort in the Florida Keys is located near Alligator Reef. It boasts an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodation includes a full kitchen. Show full description Guest review score 8.8, rooms from around $299.

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  • 5 Islander Resort Islamorada, United States

    Beach: Islander Resort

    *** Resort. A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and activities. Relax and enjoy beautiful views from fully furnished private porches or lanais. Spend the afternoon lounging by the Islander's 2 on-site swimming pools. Show full description Guest review score 8.7, rooms from around $318.

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  • 6 Islander Bayside Villas & Boatslips Islamorada, United States

    Beach: Islander Bayside Villas & Boatslips

    *** Resort. Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool. A flat-screen TV is included in every guest townhouse of this Islamorada resort and all units have free WiFi and laundry facilities. Show full description Guest review score 8.6, rooms from around $254.

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  • 7 Amara Cay Resort Islamorada, United States

    Beach: Amara Cay Resort

    *** Hotel. This beachfront hotel is located in Islamorada, Florida and features transfer services within 6 km from the property. WiFi is included in the resort fee. Guests can relax on beachside hammocks or enjoy the outdoor pool at Amara Cay Resort. Show full description Guest review score 8.4, rooms from around $279.

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  • 8 Lime Tree Bay Resort Islamorada, United States

    Beach: Lime Tree Bay Resort

    *** Resort. This resort is situated on one-quarter mile of private beach on Long Key between Islamorada and Marathon. Bright spacious rooms and 2 swimming pools are available. Colorfully decorated rooms include flat-screen cable TVs. Show full description Guest review score 8.4, rooms from around $169.

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  • 9 Drop Anchor Resort & Marina Islamorada, United States

    Beach: Drop Anchor Resort & Marina

    *** Resort. Located adjacent to Windley Key Fossil Reef Geological State Park, this Islamorada resort features an ocean-side outdoor swimming pool. Beach towels, Kayaks, Paddle-boards & WiFi are included at this oceanfront resort and marina. A microwave, refrigerator and coffee-making facilities come standard in each a room at Drop Anchor Resort & Marina Resort and Marina. Show full description Guest review score 8.2, rooms from around $207.

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  • 10 La Siesta Resort & Villas Islamorada, United States

    Beach: La Siesta Resort & Villas

    *** Hotel. Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool. WiFi is included in the resort fee. Show full description Guest review score 8.1, rooms from around $199.

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  • 11 Pelican Cove Resort & Marina Islamorada, United States

    Beach: Pelican Cove Resort & Marina

    *** Hotel. Located in Islamorada in the Florida Keys, this property is nestled on its own private beach and offers a cabana cafe and a saltwater lagoon. Theatre of the Sea is less than 1 mile away. A private balcony and cable TV are found in each comfortable guest room at the Pelican Cove Resort. Show full description Guest review score 8.1, rooms from around $199.

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  • 12 Breezy Palms Resort Islamorada, United States

    Beach: Breezy Palms Resort

    *** Hotel. Situated in Islamorada, 3.1 km from Upper Matecumbe Key, Breezy Palms Resort features accommodation with an outdoor swimming pool, free private parking, a terrace and a private beach area. The property is around 24 km from Pigeon Key, 37 km from John Pennekamp State Park and 44 km from Florida Keys Aquarium Encounters. Show full description Guest review score 8.0, rooms from around $215.

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  • 13 Fisher Inn Resort & Marina Islamorada, United States

    Beach: Fisher Inn Resort & Marina

    *** Hotel. Located right on the shores of Islamorada, the Fisher Inn Resort & Marina is 14 miles from Key Largo. Guests will enjoy convenient beach access and a boat ramp as well as an outdoor pool and outdoor games on the property. Free Wi-Fi is included in all rooms of this Islamorada hotel and guests can also enjoy cable TV in the rooms. Show full description Guest review score 8.0, rooms from around $184.

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  • 14 Hadley House Islamorada Islamorada, United States

    Beach: Hadley House Islamorada

    *** Hotel. This oceanfront hotel, located in Islamorada, Florida, features an outdoor pool. Hadley House Islamorada also offers free Wi-Fi and all rooms include a 50-inch cable TV and refrigerator. Each room at the Hadley House Islamorada features a private bathroom, faux hardwood floors, kitchenettes with stainless steel refrigerators, and microwaves. Show full description Guest review score 7.1, rooms from around $199.

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  • 15 Cheeca Lodge & Spa Islamorada, United States

    Beach: Cheeca Lodge & Spa

    **** Resort. Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida. It features a 9-hole par 3 golf course, on-site spa, and 525-foot fishing pier. Each guestroom includes dark hardwood furniture and a balcony with views of the resort. This is a beachfront hotel. Show full description Guest review score 8.5, rooms from around $239.

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  • 16 Casa Morada Islamorada, United States

    Casa Morada

    **** Resort. This privately-owned boutique hotel offers 16 suites and is an adults-only property. Caribbean inspired decor can be found throughout the property. Casa Morada is 600 metres from Upper Matecumbe Key. This is a beachfront hotel. Show full description Guest review score 9.1, rooms from around $387.

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  • 17 La Jolla Resort Islamorada, United States

    Beach: La Jolla Resort

    ** Inn. Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodation in Islamorada, 800 metres from Upper Matecumbe Key. Free private parking is available on site. All rooms include a flat-screen TV. Every room comes with a private bathroom fitted with a shower. Extras include free toiletries and a hair dryer. There is a shared lounge at the property. This inn has a private beach area. You can engage in various activities, such as cycling and fishing. Theater of the Sea on Islamorada is 3.7 km from La Jolla Resort, while Windley Key is 4.3 km from the property. Anne's Beach is 11 minutes' drive. Guest review score 8.5, rooms from around $199.

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Tomas Mazowski

I try my best to keep this guide up to date and I last refreshed it in November 2022. Did I miss a hotel that should be on this list? Send me an email and let me know!

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