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
Coco Plum Vacation Rentals & Real Estate
Luxury Florida Keys vacation rentals with private pools, beach access, and endless ocean adventures await!
Marathon
Marlin Bay Resort & Marina
Marlin Bay Resort & Marina offers luxury vacation homes and a full-service marina with resort-style amenities in Marathon, Florida Keys.
Weddings Max
50
Key Largo
Sunset Cove Beach Resort
Escape to paradise at Sunset Cove Beach Resort—your perfect getaway awaits!
Key Largo
Azul Del Mar
Secluded Key Largo boutique resort with romantic suites, waterfront fun, and stunning sunsets.
Weddings Max
60
Key West
Island Time Hospitality Vacation Rentals
Premier short-term vacation homes and waterfront escapes in Key West and the Florida Keys with pool, beach access, pet-friendly stays, and local water activities.
Key West
DoubleTree Resort by Hilton Grand Key - Key West
Located near Smathers Beach, DoubleTree Key West offers family-friendly comfort with newly renovated guestrooms and meeting rooms, resort-style amenities, and a complimentary shuttle to Old Town and Duval Street.
Meetings Max
300
Total Space
8746 sq ft
Largest Room
3402 sq ft
Islamorada
Oceanview Inn & Sports Club
The Ocean View Inn & Sports Pub in Islamorada offers comfortable accommodations with a tropical flair, an outdoor pool, and a lively pub serving classic American fare and late-night bites.
Marathon
Glunz Ocean Beach Hotel & Resort
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.
Marathon
Florida Keys Vacations, Inc.
Florida Keys Vacations offers family-friendly vacation rental homes and condos in Marathon and Key Colony Beach, FL—with beachfront and canal-front properties that deliver easy access to boating, snorkeling, and island living.
Islamorada
Freewheeler Vacations
Freewheeler Vacations is the Upper and Middle Keys’ largest and longest-running vacation rental company, offering everything from cozy condos to grand estates, backed by 30+ years of expert service.
Marathon
Florida Keys Villas
Spacious 6-bedroom waterfront villa in Marathon with private pool, spa, dock, and outdoor kitchen. Sleeps 14.
Marathon
Cocoplum on the Bay
Coco Plum on the Bay — luxurious 4-bedroom waterfront vacation home in Marathon, FL.
