Places to Stay

Bayside Villas by Islander Resort offers fully renovated, two-bedroom townhouse-style accommodations in Islamorada, featuring a bayview pool, water sports access, and private boat slips. Ideal for families, friends, and extended stays.

Margaritaville Beach House Key West offers laid-back, island-inspired accommodations steps from Smathers Beach, with a lagoon-style pool and on-site bar & grill.

Marina Del Mar Resort & Marina is a waterfront resort in Key Largo featuring pet-friendly rooms, deep-water marina slips, pools, and on-site dining.

Key West villas steps from Duval Street, private pool, pet-friendly.

Fairfield Inn & Suites Key West at The Keys Collection is a newly renovated, family-friendly hotel near the airport offering a heated outdoor pool, fitness center, and complimentary breakfast—perfect for convenient island getaways

Mermaid’s Bay is a secluded boutique estate in Islamorada, offering three private waterfront homes with resort-style amenities, ideal for group getaways

Florida Keys' largest oceanfront RV site, book now.

Discover unforgettable Florida Keys vacations with cozy condos to oceanfront estates!

Oceans Edge Key West Resort & Marina is a luxury waterfront resort on Stock Island, featuring six heated saltwater pools, a 165-slip marina, an on-site restaurant, and complimentary shuttle service to Old Town Key West.

Escape to Mangrove Marina, a serene Florida Keys resort with houseboats, wet slips, and full marina services.

Barefeet Vacation Rentals — premium vacation homes and condos in the Upper Florida Keys, all along Key Largo’s scenic Overseas Highway.

The Weatherstation Inn is an adults-only, historic Key West bed & breakfast tucked away in the gated Truman Annex, offering charming, island-inspired rooms, a sunny terrace, outdoor pool, free continental breakfast, and easy walking access to Duval Street and Mallory Square.

Beachfront paradise in the Florida Keys with villas, pools, spa, and watersports.

Old Wooden Bridge Resort & Marina in Big Pine Key offers charming houseboat-style accommodations, a marina, an outdoor pool, and a prime location near the No Name Key Bridge and the National Key Deer Refuge.

Osprey Bay Villa is a luxurious 5-bedroom, 3-bathroom bayfront home in Islamorada, offering a private pool, hot tub, deep-water dock, and breathtaking sunset views, accommodating up to 10 guests.