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.

Conch Key Villas #1. Fun, fishing & great sunsets

Studio One's waterfront rental is located on the ground level. Our units differ vastly from other Florida Keys lodgings because our property is right on Florida Bay. If you trailer your boat, the dockage is a few feet from the back door. Our docks can handle boats up to 25’ and you can park your trailer in our front lot. There is a boat ramp just two blocks away. Studio 1 can sleep 2 adults and one child (up to 12 years). We have a king size bed and a futon.

Key Largo Motel 1 Queen Bed

Welcome to your perfect Florida Keys getaway! This pet friendly delightful, coastal-themed 1-bedroom, 1-bathroom 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.

1-bedroom suite - Full Kitchen, Dockage, Boat Ramp

Sunset Villas is a small lodge located on the quaint island of Conch Key (MM 63, between Marathon & Islamorada). This listing is for our 1-bedroom, OPEN WATERFRONT suite with full kitchen. Includes one assigned parking space, boat trailer parking, use of our on-site Boat Ramp, Dockage for a boat 25' or less, use of two bikes & use of our two person kayak. Registered guests only. Sunset Villas On Conch Key - A Place for the Chosen View!

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.

Wreckers House King Room - Adults Only

Adults-only building for guests ages 21+ only. Thoughtfully furnished with mixed metals and woods, the Wreckers House tells the story of ships and their crews of "wreckers" who once salvaged goods from the sunken ships in the Florida Keys. Enjoy a sunrise view and an ocean breeze from your private balcony that overlooks the pool and the Atlantic. This room has a mini fridge and an espresso machine.

Coral Townhome

Built as a townhouse-style apartment with two levels, the Coral Townhome includes one bedroom with a king-size bed and a full bathroom, while the downstairs level offers a private bedroom in the back with a full-size mattress bunk bed, a full kitchen, another bathroom, and a living room equipped with a sofa bed. Featuring two bedrooms, these townhouses accommodate up to five guests.

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.