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.

Tropical Vibes in the Heart of the Keys! Pool!

Experience an unforgettable stay by the waterfront, where vibrant local adventures await. Proximity to Turtle Hospital offers a unique wildlife encounter, and a short drive leads you to the historic Seven Mile Bridge. Adventure lovers can explore diving, swimming, and biking, while those seeking relaxation can enjoy beachside serenity. With the Marathon Airport nearby, your getaway in the heart of the Florida Keys promises convenience and excitement.

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.

Snappers - King Roomw/OceanView

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. Book your stay — and let the good times roll.

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.

Island Studio Room (King + Queen Sofa)

This island retreat is nestled in the quaint setting of Drift Hotel in Key Largo. Swim in our beach, relax by the water or take one of our kayaks for a paddle. Bring your boat and use our onsite ramp and dockage. After a great day, relax in this room or explore the nearby local dining spots and attractions. We look forward to your visit!

Knight's Key Suites Premium Apartment w/Kitchen

One-of-a-kind place accommodations located next to the 7-Mile Bridge in the heart of the Florida Keys. This room features one king, one queen, and one Murphy bed that can accommodate up to six people. Our accommodations come complete with a swimming pool and full kitchen. Unit requires stairs; there is not an elevator at the property.

Ideal Mix of Comfort & Value! Free Parking/ Pool

Escape to Amara Cay Resort in Islamorada, where breezy island flair meets boutique elegance. Enjoy private beach access, zero-entry pool with hammocks, and coastal-chic rooms with balconies. Explore kayaking, snorkeling, or hop a water taxi for dining across sister resorts—ideal for couples, families, or relaxed getaways.

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!