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.

Islamorada

Mar-Key Islamorada

Mar‑Key Islamorada is an exclusive oceanfront private estate in the Florida Keys blending historic Old Florida charm with modern luxury.

Meetings Max

Key West

Wicker Guesthouse

Wicker Guesthouse is a charming, adults-only boutique inn in the heart of Old Town Key West.

Key Largo

Azul Del Mar

Secluded Key Largo boutique resort with romantic suites, waterfront fun, and stunning sunsets.

Weddings Max

Marathon

Monte Christo Condos

Monte Christo Condominiums is a luxury oceanfront retreat in Key Colony Beach, offering two- and three-bedroom condos with resort-style amenities.

Key West

Smallest Bar Inn

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.

Key West

Fairfield Inn & Suites by Marriott

Fairfield Inn & Suites Key West at The Keys Collection is a newly renovated, family-friendly hotel near the airport offering a heated outdoor pool, fitness center, and complimentary breakfast—perfect for convenient island getaways

Key Largo

Popp's Motel

Family-owned Popp's Motel Bayside, Key Largo - waterfront suites with kitchens.

Marathon

Island Breeze Vacations

Locally owned vacation rental company offering a variety of homes and condos in Marathon, FL. Features include private pools, pet-friendly options, and concierge services.

Key West

H2O Suites

H2O Suites is an adults-only luxury hotel in Key West, offering 22 contemporary suites with private plunge pools, Italian marble bathrooms, and rooftop pool access, just steps from Duval Street.

Marathon

Gulf View Waterfront

Gulf View Waterfront Resort offers a laid-back, Old Florida experience with spacious rooms featuring kitchenettes, an oceanfront pool, complimentary kayaks and paddleboards, and pet-friendly accommodations.