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
Seascape Resort and Marina
Seascape Resort & Marina: serene oceanfront escape with pool, marina, and tropical charm.Seascape Resort & Marina is a tranquil oceanfront retreat in Marathon featuring a private beach, marina access, an outdoor pool, and complimentary kayaks, paddleboards, bicycles, and grilling facilities.
Islamorada
Irish Ayes Vacation Home Rental
Luxurious 4BR/4BA Keys rental with pool, dock, and canal views.
Islamorada
Nest Villa at Holiday House
The Nest Villa in Islamorada is a private upper-level retreat with two bedrooms, panoramic Florida Bay views, and marina access with free dockage.
Marathon
Conch Key Villas
Conch Key Villas offers charming waterfront accommodations on Conch Key, featuring fully equipped studios with private boat slips, ideal for fishing enthusiasts and couples seeking a tranquil retreat.
Key West
Mermaid & The Alligator
The Mermaid & The Alligator is an adults-only Victorian B&B in Old Town Key West, offering nine unique rooms, lush gardens, a plunge pool, and complimentary daily breakfast and happy hour.
Key Largo
Tarpon Flats Inn & Marina
Tarpon Flats Inn & Marina is a boutique waterfront retreat in Key Largo, offering five spacious, air-conditioned rooms with kitchenettes, private beach access, and complimentary kayaks for exploring the surrounding waters.
Key Largo
Dove Creek Resort & Marina
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.
Marathon
Conch Key Cottages
Conch Key Cottages offers charming waterfront accommodations on Conch Key in the Florida Keys. Guests can enjoy private cottages with boat slips, ideal for fishing and exploring nearby attractions.
The Lower Keys
Little Torch Cottages
Little Torch Cottages offers 2-bedroom townhomes with full kitchens, private balconies, and access to two tropical pools in the Florida Keys.
Key West
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront offers a newly renovated, resort-style experience with no resort or parking fees. Enjoy spacious rooms, a heated outdoor pool, Tiki Bar, and direct access to the Gulf of Mexico.
Islamorada
The Last Resort
Islamorada Vacation Rentals offers a curated selection of vacation homes and cottages in the Florida Keys, providing travelers with diverse options for a memorable stay.
Key Largo
Barefeet Vacation Rentals
Barefeet Vacation Rentals — premium vacation homes and condos in the Upper Florida Keys, all along Key Largo’s scenic Overseas Highway.
Key Largo
Blue Fin Rock Harbor RV Park & Marina
RV Key Largo (Blue Fin Rock Harbor Marina & RV Resort) offers oceanfront and oceanview RV sites with full hookups, cable, and water access—ideal for families, anglers, and road-trippers exploring the Florida Keys.
Key Largo
Drift Hotel
Drift Hotel is a boutique waterfront retreat in Key Largo offering modern, eco-chic rooms with bay views, complimentary kayaks, paddleboards, and bicycles, plus a private dock and fire pit. Ideal for couples and small groups seeking a tranquil, adventure-filled escape.
The Lower Keys
Sugarloaf Key RV Resort & Cottages
Sugarloaf Key RV Resort & Cottages is a luxury waterfront retreat in the Florida Keys, offering premium RV sites, pet-friendly glamping options, and a variety of amenities including a heated pool, kayak and paddleboard rentals, and an on-site tiki bar.
