Places to Stay

Sea View Estate is a secluded, oceanfront retreat on Sugarloaf Key featuring two vacation homes, a private dock, pool, tiki bar, and stunning Atlantic views just 15 minutes from Key West.

Island House Key West is a private, adults-only clothing-optional resort with a heated pool, sauna, gym, and 24/7 café/bar in Old Town.

Geiger Key Marina RV Park offers waterfront RV sites with tiki huts, full hookups, and access to kayaking, fishing, and a laid-back fish camp atmosphere—just 10 miles from downtown Key West.

Westwinds Inn is a charming, adults-only Victorian-style boutique hotel located in the Historic Seaport District of Old Town Key West.

The Key West Hotel is a boutique retreat offering a blend of historic charm and modern comfort in the heart of Old Town Key West.

Southernmost Beach Resort is one of Key West's most iconic beachfront resorts, offering four romantic wedding venues from private beach ceremonies to poolside celebrations at the quiet end of Duval Street, with full-service catering and a dedicated team to bring your dream day to life.

Hampton by Hilton Marathon: Florida Keys getaway with pool, breakfast, WiFi.

Florida Keys Vacations offers family-friendly vacation rental homes and condos in Marathon and Key Colony Beach, FL—with beachfront and canal-front properties that deliver easy access to boating, snorkeling, and island living.

The Caribbean Resort in Islamorada offers 22 private, Caribbean-style homes with ocean views, a beach-entry pool, fishing pier, and complimentary use of bicycles, kayaks, and paddleboards.

Key West homes, cottages and condos across seven neighborhoods, from Bahama Village and Old Town out to Truman Annex and Sunset Key. A local agency since 2011, booking nightly stays and full-month stays in houses with porches instead of corridors.

Village at Hawks Cay Villas, by KeysCaribbean, offers spacious island-style villas—many with private pools, spa tubs, boat dockage, and ocean views—perfect for families or couples seeking a relaxed, Keys-style vacation.

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

Dove Creek Resort & Marina is a tropical retreat in Key Largo offering ocean-view accommodations, a heated outdoor pool, complimentary breakfast, and a marina with water sports rentals. Guests can enjoy snorkeling, kayaking, and fishing activities.

Stay at the iconic Southernmost House, an oceanfront boutique hotel blending historic charm with unforgettable Atlantic views.

Marrero’s Guest Mansion is an adults-only boutique B&B in Old Town Key West, offering unique rooms in a restored Victorian mansion with a saltwater pool.