Hotels in Windley Key

Perched on over a mile of white sand beach

The Oceanfront Balcony Double Queen room at Isla Bella Beach Resort & Spa offers a stunning blend of comfort and breathtaking views. Featuring two plush queen beds, this spacious room is perfect for families or friends traveling together. Step onto your private balcony to enjoy panoramic oceanfront vistas and the soothing sounds of the sea. The room is elegantly appointed with coastal-inspired décor, a modern bathroom, complimentary WiFi, a flat-screen TV, mini refrigerator, and coffee maker.

Anchorage Resort and Yacht Club

Explore the Florida Keys from our waterfront slice of paradise. Our spacious 1-bedroom suites accommodate 4, include a full kitchen, and have a beautiful waterfront. Kick back and relax on our charming grounds and enjoy our pool, fish from our docks, enjoy some time under our tiki huts, or moor your boat with us. Weʻre just minutes away from John Pennekamp Coral Reef State Park and dozens of other must-do Key Largo attractions. Ditch the hotel room and book our large rentals for your stay!

Convenient Stay, Superb Location, Free Breakfast

Islamorada, a popular tropical holiday spot conveniently located about an hour south of Miami. It is renowned for its upscale, small-town vibe, picturesque bay and ocean vistas, year-round sunlight, boating, fishing, locally owned restaurants, and charming shops and galleries. Also referred to as the "Sport Fishing Capital of the World,", Islamorada draws anglers of all abilities. There is so much to discover in Islamorada, and we’re the perfect place to stay so you can experience it all.

Double Room with - Ocean View

Welcome to Snappers Hotel Rooms Nestled on Mile Marker 94.5 in Key Largo, Snappers offers more than just a place to stay — it’s a local legend perched on 3 acres of waterfront bliss. Whether you're here to unwind for the weekend or extend your stay in the Florida Keys, our cozy rooms put you steps away from the ocean, live music, fresh seafood, and the locals-only Turtle Club tiki bar. Wake up to sea breezes and experience the charm that has made Snappers a Keys favorite since 1984.

Key Largo Motel 1 Queen Bed with Private Porch

Welcome to your perfect Florida Keys getaway! This pet friendly delightful, coastal-themed 1-bedroom, 1-bathroom duplex motel room is your temporary escape pod, nestled within the Sun Outdoors Key Largo RV Resort. We're perfectly situated for exploring the best of the Keys, with our own stunning private beach as well as local beaches (where your biggest decision is 'flip-flops or bare feet?', stunning reefs (hello, Nemo!), and fantastic restaurants.

Key Largo 1BR w/ Partial Ocean View, Pool & Beach

Relax and rejuvenate in our tropical paradise-inspired 1B/1B condo. Enjoy a fully equipped kitchen, washer/dryer, and cozy living area for a convenient vacation. Nestled in a 60-acre sanctuary, it's a tranquil oasis away from city life. Close to Key Largo and Islamorada attractions, you'll have easy access to snorkeling, diving, fishing, birding, and dining. Plus, take advantage of our private sandy beach and marina.

Knight's Key Suites Deluxe King

One-of-a-kind place accommodations located next to the 7-Mile Bridge in the heart of the Florida Keys. These rooms feature 1 King-size bed that can accommodate up to 2 people with private bath, refrigerator and microwave. Enjoy our swimming pool from dawn until dusk. We are located next to the Sunset Grill and Raw Bar

Oceanfront Balcony King, Isla Bella, Beach Resort

Welcome to your ultimate oceanfront escape, perfectly located in the heart of the Florida Keys. Here, you are in the prime location for spectacular sailing, world-class fishing, snorkeling, and diving, not to mention the proximity to Sombrero Beach and the iconic Seven Mile Bridge.

Ocean View Guest Room, 1 King, Balcony

Escape to Three Waters Resort & Marina in Islamorada, where the Atlantic, Gulf, and Florida Bay converge. Relax in island-chic rooms. Enjoy three pools, beaches, oceanfront dining, a full marina, and a water taxi to sister resorts—perfect for fishing, romance, or outdoor adventure.

Tranquil Island Studio - Perfect for Relaxation

Experience captivating sunsets and unbeatable relaxation at our award-winning retreat in the heart of the Florida Keys. Enjoy kayaking, paddle boarding, and fishing, plus stunning Gulf views and close proximity to local attractions. Join us for a memorable island getaway!

Scenic Resort w/ Outdoor Pool | Florida Keys Stay

Discover your home away from home in the Florida Keys. Come enjoy pristine beaches, heart-racing water sports, and stunning sunsets. Nearby, discover must-see spots like the History of Diving Museum and Theater of the Sea, all within easy reach.

You Found it! Free Parking, Pets Allowed

Discover island adventures with us! Explore Islamorada’s beachfront, soak in Alligator Reef Lighthouse views, or dive into water sports. Enjoy nearby attractions like Anne's Beach, Theater of the Sea, and the History of Diving Museum.