Holiday rentals in Key Vaca Cut

4.73 out of 5 average rating, 26 reviews

Sunset Key Escape/Pool, Dock, Kayaks & Gulf Access

Welcome to Sunset Key Escape Your Private Waterfront Retreat in Marathon Bask in the beauty of the Florida Keys at Sunset Key Escape, a stylish and serene 3 bedrooms, 3 bathroom waterfront getaway designed for comfort, adventure, and unforgettable views. Whether you are unwinding poolside, launching a kayak at sunrise, enjoying dinner by the water under the stars, or challenging friends and family to a ping pong match, this home offers a true Keys escape surrounded by nature and coastal charm.

5.0 out of 5 average rating, 18 reviews

Home in Key Colony Beach

Best Location in Marathon & KCB!

Luxury Meets Adventure at Seahorse Landing! 40’ of dockage, SUP, kayak & all the equipment you’ll need to explore the beautiful bays & wildlife frequented waterways. All that adventure is balanced by a newly renovated interior offering the perfect blend of comfort and style in a modern, spotless setting. Our family has created a home that is a perfect fit for adventurous couples or families seeking relaxation& exploration. Send us a message or book instantly & begin your luxurious adventure!

4.93 out of 5 average rating, 154 reviews

A covered Tiki Hut is featured at the waterfront, furnished with comfortable seating arrangements. Views of the water and dock are visible beyond the structure, framed by lush greenery and palm trees. The space is designed for relaxation and enjoyment of the serene surroundings.

Home in Key Colony Beach

Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Townhouse in Key Colony Beach

A serene outdoor space features two wooden lounge chairs positioned on a grassy area beside calm waters. A small table is placed nearby, and a private dock extends towards the water, flanked by lush greenery in the background under a bright blue sky.

Castillo Del Mar- Ocean access from your backyard

Welcome to PARADISE! — perfect for salty families, fishing lovers and beach goers • Prime Location – In Key Colony Beach with access to Cabana Club pool & private beach • Walk to Dining – Steps from Sparky’s Landing & Island Company • Boater’s Paradise – Backyard dockage for boats up to 30 ft • Spacious Kitchen – Family-style layout with 4-person bar top • Boho Dining Room – Perfect for cozy dinners and entertaining • Amenities include washer + dryer, fully stocked kitchen, Cozy Tv Room

5.0 out of 5 average rating, 15 reviews

Guest favourite

A balcony view overlooking the Gulf of Mexico features a railing framing the scenic water below, where sunlight glimmers on the surface. Lush greenery is visible nearby, enhancing the serene coastal atmosphere.

Apartment in Marathon

2-story condo w/ panoramic bay views and balconies

2 bedrooms/3 bath condo with amazing unobstructed Gulf Bay views. Right next to vaca cut, sunrise and sunset everyday right at your doorstep. Sharks, turtles, dolphins, tarpon, barracuda and more seen right from your balcony! Clean, comfortable condo, with updated appliances and grill. Close to restaurants by car or boat. Boat slips available to renters first come first serve. Public boat ramp can be seen from balcony. Heated pool on premise. City of Marathon rental license #: VACA-21-530

4.95 out of 5 average rating, 56 reviews

Guest favourite

4.93 out of 5 average rating, 58 reviews

Florida Keys Oceanside Utopia

Create amazing memories at this beautiful oceanside duplex in Marathon, FL. Relax in the backyard or outdoor bar, watching boats cruise by on the aqua waters of Vaca Cut. Enjoy a fully equipped, newly remodeled and furnished duplex, beautifully decorated and ready to be your home away from home. Our waterfront location can’t be beat. Marathon has everything you need for a vacation to do it all on one Key. We can’t wait for you to experience our vacation home. Must be 25+ years old to book.

4.88 out of 5 average rating, 26 reviews

A private hot tub sits on the rooftop terrace, surrounded by a white railing. Lush greenery fills the foreground, while a view of the Gulf coast extends towards the horizon under a clear blue sky.

Villa in Marathon

Florida Keys Wellness Gem Tranquility & Activity

Enjoy yourself in the Florida Keys in this spacious, 3 BR, 3 baths condo in Marathon, right on the Gulf coast! One private hot tub and one private plunge pool ensure you can star gaze on the rooftop or come home from a run or bike ride and go straight for a soak! The view from the rooftop is amazing, rooms are spacious and clean. Add the fully equipped kitchen, washer & dryer as well as fresh sheet service and so much more. This home also has a shared pool and two private parking spots.

5.0 out of 5 average rating, 5 reviews

*NEW!*Life is a Marathon~VIEWS!~Pool~Dock~HotTub!

🏖️Welcome to Life is a Marathon!🌴☀️ This peaceful 4-BR sanctuary has everything you need for the perfect getaway. Enjoy open-water views, a dock just steps from the home, and a prime location minutes from the Ocean or the Gulf⛵. Relax by the pool, fire up the grill for a sunset BBQ, challenge friends to cornhole, and set off on a kayak adventure!🌅🐟 Life is a Marathon is the retreat you and your family have been looking for. Don't wait until it's booked, secure your stay today!✨🌊

4.85 out of 5 average rating, 13 reviews

Apartment in Marathon

P42 - Gulf Front condo with 3 bedrooms 2.5 baths,

Located in the beautiful gated community of Indigo Reef! This 3 bedroom, 2 1/2 bath townhouse boasts plenty of space, open floor plan and stunning views. Indigo Reef is an exclusive resort style, townhome community in the heart of the Keys. in the Keys. Indigo Reef showcases luscious tropical landscaping throughout and a large community pool for the ultimate tropical getaway. *Guests bringing boats will be required to provide to Indigo Reef the following information: Boat ...

5.0 out of 5 average rating, 6 reviews

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock

Wake up to open-water views at your private oceanfront retreat in Marathon. Bring the boat, step into your private pool, Perfect for families and boating groups.Your private 60' dock offers direct water access, freshwater for rinsing gear and flushing engines, while parking accommodates up to 4 vehicles. • Direct oceanfront setting • Private swimming pool • Private 60' boat dock • Complimentary kayaks • Sleeps up to 10 • Parking for 4 vehicles • Wi-Fi + dedicated workspace

Guest favourite

A spacious pool area is framed by tropical landscaping, showcasing a large, clear swimming pool. Sun loungers are arranged around the pool, providing places to relax. A tiki hut offers shaded seating options, enhancing the outdoor living experience with serene water views.

4.82 out of 5 average rating, 51 reviews

Waterfront Keys Home | Pool, Hot Tub & 35’ Dock

Escape to our luxurious waterfront retreat in the heart of the Florida Keys—perfect for an unforgettable family vacation or a coastal getaway with friends! Boaters will love the 35-foot private dock and convenient access to both the Atlantic Ocean and the Gulf of Mexico. Traveling with a larger group? Ask about combining your stay with our nearby Unit C, allowing everyone to vacation together. Your Florida Keys getaway awaits! Vacation Rental License: VACA-22-349

The outdoor area features a sandy patio surrounded by palm trees, with several blue Adirondack chairs facing a shaded seating area under a white gazebo. The spacious home stands in the background, showcasing multiple balconies and a light-colored exterior.