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Traveler's Palm - Studio Near Duval Street

Get ready to dive into the vibrant energy of Key West at Traveler's Palm! This recently updated, spacious second story studio puts you right in the heart of Old Town, just one block from the legendary Duval Street. Perfect for couples or friends seeking adventure and unforgettable experiences, this studio is your gateway to the best of the island. Explore iconic attractions like Fort Zachary Taylor Beach and Park, the Ernest Hemingway Home and Museum, and charming local shops. As night falls, s

Seabreeze Cove ~ Waterfront ~ Dock ~ Cabana Club

Experience the perfect Florida Keys getaway in this charming 3BR/2BA waterfront home nestled in exclusive Key Colony Beach. This well-appointed residence offers the ideal retreat with its scenic water views, private dock, and enviable location. Enjoy exclusive access to the Key Colony Beach Cabana Club, featuring a beautiful pool, private beach, tennis courts, tiki bar & restaurant. ✔ 3 Comfortable Bedrooms ✔ Open Design Living ✔ Full Kitchen ✔ 38' Private Dock ✔ Fish Cleaning Station (Water & E

The Sanchez House Room #2

There is no better welcome to Key West than staying in local and famous folk artist Mario Sanchez's birth home. This home was built in the 1860's in the heart of the historic Gato and Merrero cigar factory villages. Featuring original Dade County pine construction, and located right on historic Duval Street, the Sanchez House is guaranteed to offer the historic atmosphere and living a part of Key West many visitors want to experience. Sit on the balcony and enjoy the trade winds & Ocean Breeze.

Mermaid's Paradise ~ Pool ~ Dock ~ Games ~ Views!

Experience the relaxing setting of this 4BR 4.5Bath home, ideally situated in the picturesque waterfront neighborhood of Marathon, FL. Discover the area's scenic beauty and a diverse selection of water activities, attractions, and landmarks. After a day of exploring, return to our home for a rejuvenating stay. ✔ 4 Comfy BRs ✔ Open Design Living ✔ Full Kitchen ✔ Balcony ✔ Backyard (Pool, Games, BBQ, Lounges, Dining) ✔ 73-Foot Dock ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

Mermaid Manor ~ Waterfront Haven w/ Hot Tub & Dock

Discover waterfront luxury at Mermaid Manor, a stunning 4BR retreat in Marathon. Built in 2019, this elevated home features power-adjustable Tempur-Pedic beds, 6-person LED-lit spa, and a new 50ft dock with deep water access. Enjoy the outdoor kitchen, cantina bar, paddleboards, and multiple entertainment areas. Perfect for boating enthusiasts with quick access to both Atlantic and Gulf waters. Modern amenities include 800 Mbps WiFi, smart TVs, and gourmet kitchen with specialty cookware.

Coconut Palm - Steps from Duval with Private Pool

Step into the heart of Key West at Coconut Palm! Just one block from Duval Street, this tropical gem features a private pool and offers unbeatable value with easy access to top attractions like Fort Zachary Taylor Beach, the Ernest Hemingway Home, and local shops. With Duval’s bars, restaurants, and nightlife just around the corner, Coconut Palm is perfect for couples or friends seeking adventure, relaxation, and unforgettable experiences in the vibrant spirit of Key West!"

Emerald Oasis ~ Lux Waterfront Gem ~ Pool ~ Kayaks

Indulge in this luxurious 4BR 4.5BA house nestled on a gorgeous waterfront property in Marathon, FL. This spacious estate offers the perfect retreat from bustling crowds with its trendy design, high-end comforts, and scenic outdoors with the private fishing dock. ✔ 4 Comfortable BRs ✔ Swimming Pool ✔ NEW! Private Putting Green ✔ Yard (Fire Pit, BBQs, Games, Bicycles) ✔ 75ft Dock (Fishing Station, Water, Electricity) ✔ Deck ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking

Ocean Muse - Lux Waterfront Escape - Pool - Dock

Step into Ocean Muse, a luxurious 4BR 3Bath waterfront escape in peaceful Marathon, FL! Enjoy a private backyard with heated pool, fire pit, dock, elevator, and stunning ocean views at Ocean Muse—just minutes from top attractions. ✔ 4 BRs (2 Master Suites, Bunk Room) ✔ Open‑Design Living ✔ Full Kitchen + Wet Bar ✔ Backyard w/ Lounge, Pool, Fire Pit, Games, BBQ ✔ 40' Dock w/ Fish Station ✔ Rooftop Ocean Views ✔ Elevator to All Levels ✔ Minutes from Top Attractions

Easy Breezy Family Complex 5BR 3BTH 100ft Dock, Po

This stunning 5-bedroom waterfront home in Marathon, Florida, offers the perfect getaway with a private pool, dock, and breathtaking ocean views. Located near Sombrero Beach, it features spacious living areas, a fully equipped kitchen, and modern amenities for a comfortable stay. Ideal for families and groups, enjoy fishing, boating, and the best of the Florida Keys. Close to top attractions, restaurants, and shopping, this vacation rental is a paradise retreat.

Villa Serenity At Sombrero Private Pool Spa Dock

Relax and unwind at Serenity at Sombrero! This cozy canal front vacation home is perfect for a secluded and relaxing Florida Keys getaway! The three bedroom two bathroom, newer build stilt home comes fully apportioned with a 30' concrete dock with space for up to a 45' boat, optionally heated pool and spa, and large industrial sized ice machine! Centrally located and just minutes from Sombrero Beach and all major shopping and tourist attractions!

Azul Paradise ~ Waterfront ~ Games ~ Pool ~ Dock

Experience modern coastal luxury at Azul Paradise, a stunning 3BR 2BA waterfront haven in Marathon, FL with heated pool, game room, private dock, and chic beach design. ✔ 3 Elegant Bedrooms ✔ Chef Kitchen ✔ NEW! Game Room (Foosball, Air Hockey, Arcade, Dominoes) ✔ Heated Lap Pool ✔ Outdoor Entertainment (Turf, Cornhole) ✔ 50ft Private Dock & Fish Station ✔ Smart TVs ✔ High-Speed WiFi (500+ Mbps) ✔ Parking (4 Cars + Trailer)

Green Room at the Grand Maloney

The Grand Maloney Hotel is a new boutique hotel located in the heart of downtown Key West. Our signature red brick, historical home on Caroline Street has been lovingly restored with a brand-new heated dipping pool on its private patio. With undeniable character, the two-story house stands out from the traditional cottages of Key West in the same way the Grand Maloney stands out from other boutique hotels in the area.