Places to Stay

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 finding the perfect oceanfront escape, canal-front hideaway, pet-friendly home, or private pool retreat anywhere in the Keys.

Casa Marina Key West is a historic oceanfront resort featuring elegant accommodations, beachfront amenities, and classic island charm.

Casa 325 is a charming boutique guesthouse in the heart of Key West’s Historic Old Town. Tucked just off lively Duval Street, it offers uniquely designed rooms, a pool, and easy access to shops, dining, and attractions.

The Conch House Heritage Inn is a historic adult-only bed and breakfast located in Old Town Key West. Guests enjoy elegant accommodations, a pool, daily breakfast with mimosas, and a prime location just steps from Duval Street.

55+ pet-friendly manufactured home community with 23 homes, laundry, fishing, and picnic spaces.

Topsider Resort is a unique beachfront retreat in Islamorada, featuring charming octagonal stilted bungalows perched over the bay.

The Smallest Bar Inn is an eclectic Duval Street lodging that’s home to Key West’s famously tiny 72 sq ft “Smallest Bar,” offering six cozy accommodation units steps from Old Town’s top attractions.

Hyatt Centric Key West – Waterfront resort with spa, pool, and dining.

Hyatt Vacation Club at Windward Pointe is an oceanfront Key West resort with two-bedroom villas, an infinity-edge pool, and Atlantic Ocean views.

Sun Outdoors Key Largo: year-round, all-ages RV resort with a marina.

Orchid Key Inn is an adults-only boutique hotel on Duval Street, offering stylish rooms, a tropical pool with a hot tub, and a vibrant poolside bar, all within walking distance of Key West's top attractions.

The Garden House is a charming bed & breakfast nestled in Old Town Key West, offering cozy accommodations, a tranquil garden pool, and personalized concierge services—all just steps from Duval Street.

Sixteen rooms on the bay side at mile marker 65.5, every one with a kitchenette and a private balcony, plus a pool, a private beach and a boat ramp on the property. Sunset happens straight off your balcony, which is the whole argument for staying bayside.

Isla Bella Beach Resort offers luxury oceanfront rooms and suites, five pools, a full-service spa & multiple dining options—all set on over a mile of private beachfront

Sea Haven Vacations offers Florida Keys vacation rentals and property management from Key Largo to Layton along the Overseas Highway.