Places to Stay

Luxury Florida Keys vacation rentals with private pools, beach access, and endless ocean adventures await!

Blue Marlin Motel in Key West (1320 Simonton Street, MM 0.5) offers clean, comfortable rooms with fridges, microwaves, and cable TV, centered around a sun-soaked heated pool just steps from the Atlantic and Duval Street.

Set on a private 60-acre oceanfront sanctuary, this resort offers spacious one- and two-bedroom suites, a private sandy beach, Jr. Olympic pool, deep-water marina, oceanfront gazebo, and tennis/pickleball courts.

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

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.

The Reach Key West, Curio Collection by Hilton, is a luxurious beachfront resort situated on the island's only private natural sand beach.

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.

Grassy Key RV Park & Resort offers waterfront RV sites with full hookups, a heated and chilled pool, a private sandy beach, and access to Gulf and Atlantic waters, all just 45 minutes from Key West.

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

Luxury 2-story townhome in Key West's premier Truman Annex, near Duval St.

The Grand Guesthouse is an adults-only bed and breakfast in Key West, offering tropical-themed rooms with private entrances, complimentary continental breakfast, and a central location near Duval Street.

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.

Florida Keys' largest oceanfront RV site, book now.

The Bishop Hotel in Key West offers a boutique guesthouse experience across five historic Conch-style properties, blending Old Town charm with modern comfort.

Lazy River Vacation — family-friendly waterfront vacation home in Marathon, where a private heated lazy river pool and 70-ft dock redefine Florida Keys relaxation.