Places to Stay

Charming family-friendly beachfront resort in Marathon featuring tennis, marina access, and relaxing coastal villas.

Island City House Hotel blends historic charm with lush gardens, pool, and three unique guesthouse styles in Old Town Key West. Perfect for families, wedding groups, or history lovers.

Luxury beachfront resort in Key Largo with stunning bay views, spa, and watersports.

Coconut Cove Beach Resort & Marina is a family-friendly, waterfront resort in Islamorada, offering a zero-entry pool, private beach, and event spaces for weddings and private functions. Located on a 7-acre tropical estate, it's ideal for both relaxation and special events.

The Oasis in Islamorada is a private 2.75-acre estate featuring two homes, a heated saltwater pool, 200 feet of Atlantic Ocean frontage, and a variety of water sports amenities.

Big Pine Key RV Park in the Lower Florida Keys spans 10 acres between the Gulf of Mexico and Atlantic Ocean at Mile Marker 33, offering waterfront RV sites, rustic campsites, Airstream rentals, and a rooftop heated pool.

Sugarloaf Lodge is a waterfront retreat located at Mile Marker 17 on the Overseas Highway, offering 31 rooms with private patios or balconies overlooking the serene Lower Sugarloaf Sound.

Key Largo Vacay — family-friendly vacation rental and lodging service in Key Largo, where waterfront amenities and island comfort meet.

Historic Azul Key West offers a serene, romantic oasis just steps from vibrant downtown.

Oceanfront 2-bedroom, 2-bath condos in Key Colony Beach, FL, offering private beach access, heated pool, and stunning Atlantic views. Ideal for couples and families seeking a tranquil Keys getaway.

The Perry Hotel Key West is a modern, pet-friendly waterfront retreat located on Stock Island, just minutes from downtown Key West.

Luxurious 4BR/4BA Keys rental with pool, dock, and canal views.

H2O Suites is an adults-only luxury hotel in Key West, offering 22 contemporary suites with private plunge pools, Italian marble bathrooms, and rooftop pool access, just steps from Duval Street.

Tranquil Key West B&B with tropical rooms, pools, and no hidden fees.

The Garden House is a charming bed & breakfast nestled in Old Town Key West, offering cozy accommodations, a tranquil garden pool, and personalized concierge services—all just steps from Duval Street.