Places to Stay
Claim your corner of The Florida Keys & Key West. Waterfront resorts, tucked-away inns, vacation rentals with a dock out back, campgrounds under the palms...however you like to unwind, there's a place here that gets it. Filter by destination, amenities or whatever matters most and find the spot that turns your trip from planned to perfect. Checkout is the only thing that should stress you out.
Filters
Marathon
Dolphin Vacation Rental Homes
Dolphin Vacations offers a curated selection of vacation rentals in Key West and Marathon, FL, including historic homes and modern condos. Properties like Casa Rosa provide private pools and prime locations near Duval Street.
Islamorada
Coconut Cove Resort & Marina
Coconut Cove Beach Resort & Marina is a family-friendly, waterfront resort in Islamorada, offering a zero-entry pool, private beach, and event spaces for weddings and private functions. Located on a 7-acre tropical estate, it's ideal for both relaxation and special events.
Key West
Speakeasy Inn
The Speakeasy Inn is a historic adults-only guesthouse in Old Town Key West, offering tropical-themed suites, a wraparound porch, and a Rum Bar featuring over 350 rums.
Marathon
Banana Bay Resort Marathon
Banana Bay Resort & Marina in Marathon is a laid-back tropical retreat featuring 59 charming guestrooms, a private marina, and complimentary breakfast. Nestled on ten serene Gulf Coast acres, it's the perfect blend of coastal comfort and Florida Keys adventure.
Total Space
1000 sq ft
Key West
Casablanca Hotel
The Casablanca Hotel is a historic bed & breakfast located on Duval Street in Key West. Guests enjoy private balconies, complimentary breakfast, and an outdoor pool.
Key West
Authors Guesthouse
Stay inspired in a charming Key West guesthouse honoring literary legends.
Key West
Leo's Campground and RV Park
Leo’s Campground offers full-hookup RV sites up to 42', vacation rentals, and water access for kayaks and paddleboards, just minutes from Key West.
Islamorada
Heart of Morada
Heart of Morada — luxury 3-bed vacation home with private pool, boat dock & kayaks in the heart of Islamorada, Florida Keys.
Key West
Southwinds Motel
Southwinds Motel is a budget-friendly, adults-only hotel in Old Town Key West, offering two outdoor pools, complimentary continental breakfast, and convenient access to Duval Street and the Atlantic Ocean.
Marathon
Key By The Sea
Pet-friendly RV/mobile-home community with canal dock access, clubhouse, bathhouse, and oceanfront pavilion.
Key Largo
Dream Bay Resort
Dream Bay Resort is a private, gated resort and wedding venue in Key Largo, offering five charming cottages, a small marina, and breathtaking sunset views over Florida Bay. Ideal for romantic getaways and intimate weddings.
Marathon
Captain Pip's Marina & Hideaway
Captain Pip’s Marina & Hideaway offers waterfront accommodations in Marathon, FL, featuring cozy rooms and 1- and 2-bedroom apartments with kitchenettes.
Key Largo
Sun Outdoors Key Largo
Sun Outdoors Key Largo: year-round, all-ages RV resort with a marina.
Weddings Max
50
