Places to Stay

Sunshine Key Tiny House Village is a vibrant collection of colorful tiny homes located on Ohio Key, offering a unique and charming way to experience the beauty of the Florida Keys.

Seven Keys Vacations is a locally managed Florida Keys vacation rental company with over 200 homes, condos, and waterfront properties stretching from Key West to Key Largo — your one-stop shop for oceanfront escapes, canal-front retreats, pet-friendly homes, private pools, and boat dock properties throughout the Keys.

A 960 square foot townhome tucked inside the gated Truman Annex, with a private garden patio, a covered carport and the community pool a short walk away. Monthly stays only, so this one is for snowbirds and slow visits rather than a long weekend.

KCB Motel offers vintage charm, just steps from a private sandy beach, with simple rooms and a laid-back atmosphere.

Stay in a charming Victorian Key West inn with unique rooms, pool, and breakfast.

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.

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

Glunz Ocean Beach Hotel & Resort offers a beachfront retreat with spacious suites and villas, two oceanfront pools, a private sandy beach, and complimentary water sports equipment—all just steps from Havana Jack’s Oceanside Restaurant.

Key West Hideaways: premier Key West vacation rentals with full service.

Harborside Motel & Marina offers waterfront accommodations with kitchenettes, an outdoor pool, and free Wi-Fi. Located near Garrison Bight, it provides easy access to boating and fishing activities.

Charming Key West stay blending historic charm with modern comfort.

Charming 2-bed Key West cottage near Duval St with bikes & porches!

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 the only resort on Key West's only private natural sand beach, offering the island's most sought-after beachfront gazebo wedding setting, over 20,000 square feet of event space, and a 3x Knot Award-winning reputation for flawless waterfront celebrations.