Places to Stay

Bohemian Key West charm awaits at Ella’s Cottages—stylish, cozy, and full of island spirit.

Casa Morada is a boutique resort in Islamorada offering 16 suites with private balconies or patios, complimentary kayaks and paddleboards, and access to yoga sessions.

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 escapes—discover, book, plan with Keys Ocean Vacation Rentals.

Drop Anchor Resort & Marina offers oceanfront accommodations with full kitchens, a heated pool, complimentary kayaks, paddleboards, and bicycles, all set in a tropical garden atmosphere. Ideal for couples and families seeking a relaxing Florida Keys getaway.

Discover Winslow’s Bungalows: a vibrant, historic Key West oasis with pools, charm, and local tales.

Key Largo Inn offers budget-friendly, Caribbean-style accommodations with a pool, full bar, and dive shop, centrally located in Key Largo.

Curated Florida Keys vacation homes and island escapes in Key West, Key Largo, Marathon, and beyond — combining comfort, local charm, and personalized service for every traveler.

Discover a curated selection of vacation homes in Marathon, FL, featuring private pools, docks, and waterfront views. Ideal for families and groups seeking a relaxing Keys getaway.

Waterfront resort in Marathon offering coastal luxury, a full-service marina, spa, dining, four pools, and a sister property, Courtyard by Marriott.

Gilbert’s Resort & Marina is a laid-back waterfront resort in Key Largo, featuring waterfront rooms, a private beach, and the Keys’ largest tiki bar with live music and dining.

Keys Holiday Rentals offers vacation homes and condos in Islamorada, Florida Keys, perfect for waterfront stays, fishing trips, and family getaways.

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.

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.

Scuba Town USA in Islamorada offers an all-in-one dive and vacation experience with lodging, dining, pools, a private beach, and access to multiple dive-related businesses, all set within Three Waters Resort & Marina.