Beachfront hotels in Islamorada

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

  

  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. Select rooms and suites have a balcony. Chesapeake Beach Resort boasts an outdoor pool with an ocean view. Guests can check out the History of Diving Museum (3 minutes’ walk) or see a show at the Theater of the Sea (4 minutes’ drive). Show full description Guest review score 8.6, rooms from around $695.

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

  

  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. All units feature a flat-screen TV, a balcony with an ocean view, and fully equipped kitchen. Some units have 2 flat-screen TVs and 2 balconies with an ocean view. Unites also have 1 or 2 full bathrooms. Towels are exchangeable daily. Guests can enjoy a meal at the on-site restaurant. The property has a private beach area. The area is popular for fishing. Windley Key is 18 km from Caloosa Cove Resort - With Full Kitchens, while Windley Key Fossil Reef Geological State Park is 17 km away. Show full description Guest review score 8.8, rooms from around $278.

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• 3 Pelican Cove Resort & Marina Islamorada, United States

  

  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. Each room is also equipped with a seating area, a small refrigerator and tea- and coffee-making facilities. On-site at the Pelican Cove, guests can enjoy a spacious swimming pool and marina. The property also features a launderette. After a day of fun in the sun, guests can relax at the on-site bar and enjoy a refreshing beer or cocktail. Located steps from the beach, Wild & Lime offers lite lunches and snacks in the afternoon. The Lignumvitae Key Botanical State Park is 10 minutes’ drive away. The San Pedro Underwater Archaeological Preserve State Park is 30 miles away. Show full description Guest review score 8.1, rooms from around $199.

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• 4 Drop Anchor Resort & Marina Islamorada, United States

  

  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. A flat-screen TV is also included. Trailer parking and boat docking are possible at Drop Anchor Resort & Marina Resort. Barbecue facilities, outdoor dining areas and hammocks are available as well. Theater of the Sea is just 9 minutes’ walk from Drop Anchor Resort & Marina Resort and Marina. Guests will be 6.9 miles from Indian Key Historic Park. Show full description Guest review score 8.0, rooms from around $582.

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• 5 Fisher Inn Resort & Marina Islamorada, United States

  

  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. Some units offer a kitchenette so guests can prepare their own meals during their stay. A launderette is available on site at the Fisher Inn Resort & Marina. Guests will also be able to enjoy various activities such as fishing, windsurfing, kayaking, paddle boarding and snorkeling during their stay. This oceanfront hotel is less than 10 minutes’ walk from the Theater of the Sea. The Holiday Isle Marina is also less than 1 mile away. Show full description Guest review score 7.8, rooms from around $597.

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• 6 Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort Islamorada, United States

  

  Resort. Exceptional facilities: Three Waters Resort features 15 oceanfront acres, 12 culinary destinations, multiple pools, epic watersports, family-friendly resort and an adults-only at The Cove. Watersports (paddleboards, kayaks, bikes), a boat ride on the resort's water taxi, and shuttle service are included in the resort fee. Family experience: For families, the main resort at Three Waters is lively, walkable, and packed with fun. Enjoy family‑friendly pools, daily kids’ activities, included paddleboards, kayaks, and bikes, plus epic watersports and beachside play. Kids love the arcade, pizza spot, and soft‑serve treats, while parents unwind to live music at the Tiki Bar. Steps from Theater of the Sea, Three Waters is truly a destination within a destination for unforgettable family vacations. Relaxed stay: For a more tranquil experience, retreat to The Cove at Three Waters, the resort’s adults only enclave, featuring serene accommodations and a relaxed, intimate vibe. From epic watersports and an on-site marina to a scenic boat ride included in your stay, every experience is designed to immerse you in laid back luxury and island adventure, in one vibrant waterfront destination. This is a beachfront hotel. Show full description Guest review score 8.6, rooms from around $1202.

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• 7 Casa Morada Islamorada, United States

  

  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. Featuring free WiFi and an outdoor pool, guests can enjoy the on-site bar, snorkeling, kayaking, and stand-up paddle-board. Complimentary private parking is available on site. Rooms at Casa Morada feature a flat-screen TV with cable channels, a DVD player with an extensive movie collection, and a CD player. Certain suites feature a seating area. Views of the sea, lake, or garden are featured in certain rooms. The rooms include a private bathroom fitted with a bath or shower. Complimentary toiletries and a hair dryer are also included. Concierge service is also available at the property. Complimentary use of bicycles and kayaks is offered to guests. A number of activities are offered in the area, such as snorkeling, cycling and canoeing. Theater of the Sea on Islamorada is 3.9 km from Casa Morada (Florida), while Windley Key is 5 km from the property This is a beachfront hotel. Show full description Guest review score 9.1, rooms from around $387.

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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!