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Holiday houses in Key Vaca Cut

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Top-rated holiday rentals in Key Vaca Cut

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Key Colony Beach
5.0 out of 5 average rating, 15 reviews

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!

Guest favourite
Home in Marathon
4.88 out of 5 average rating, 17 reviews

*NEW!*Paradise Point~VIEWS!~Open Water~Dock~Pool!

✨ Welcome to Paradise Point! 🌊⛵ Indescribable Views! This stunning sanctuary offers Water Frontage on 3 sides giving over 180° of unparalleled Atlantic Ocean Views, Direct Ocean Access from your Private Dock, perfect for boating or fishing right from the backyard🎣🐟 After a day on the water, unwind in your Heated Pool, take in the breathtaking views, & fire up the grill for a sunset BBQ to remember! 🌅 Whether you're looking for relaxation, luxury, or adventure, Paradise Point has it all! 🌴☀️

Superhost
Townhouse in Marathon
4.67 out of 5 average rating, 3 reviews

Waterfront Luxury Villa (35) boat slip/sunsets

This spacious 3BR, 2.5BA Villa offers Gulf sunset views from the porch and balcony. Each bedroom has its own TV, plus a large flat-screen in the living room. Private boat dock accommodates vessels up to 35’ in length, draft not exceeding 3’. Multiple vessels or personal watercraft are not permitted in a single dock space. Boaters insurance required. Minimum weekly rental. Beds and baths are on the second floor, requiring stairs. No smoking allowed. Not pet friendly. Accommodates parties up to 6.

Guest favourite
Home in Marathon
4.92 out of 5 average rating, 79 reviews

Beach House, Private Pool, Dock, Gulf View Sunsets

You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

Top Guest favourite
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.
Townhouse in Key Colony Beach
5.0 out of 5 average rating, 14 reviews

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

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.
Condo in Marathon
4.95 out of 5 average rating, 56 reviews

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

Guest favourite
An open-concept living area features a light-colored sofa and a white dining table accommodating multiple chairs. Large sliding glass doors provide views of the outdoor scenery, while modern light fixtures add elegance. A soft area rug completes the inviting coastal design.
Home in Marathon
4.85 out of 5 average rating, 41 reviews

Amazing Sunset & Water Views! Pool & Boat Slip!

The Blue Turtle Villa on Vaca Cut at The Tides (unit #4) is a brand new 5 bedroom 4 bath home with a private pool, boat slip (up to 35' max, uses whips to secure), all the toys for the perfect vacation ~ paddle boards, kayak, giant Jenga, giant connect 4, ping pong and more! Perfectly situated on the water with stunning views, sunrise and sunset colors, and direct quick access to both the Atlantic Ocean and Gulf of Mexico! There is also an electric car charger (extension cord not provided)

Guest favourite
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
4.88 out of 5 average rating, 26 reviews

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.

Guest favourite
Home in Marathon
4.91 out of 5 average rating, 23 reviews

P31 - 2 bed, 2 bath with Spectacular Open Water on

Location! Location! Location! This 2 bedroom, 2 bath home is beautiful and boasts stunning open water views! Boating guests are especially pleased with this home ideal location on the Ocean side of the Vaca Cut. With abundant indoor and outdoor living space and its prime location this home is home a show stopper! - Maximum Occupancy: 6 guest (includes 4 adult max and 2 children of any age) (*children of any age, including infants, count toward occupancy)

Superhost
Home in Marathon
5.0 out of 5 average rating, 3 reviews

Keys Marathon Oceanfront, 4BR, 3.5 Bath Pool Home.

Experience the beauty of the Florida Keys from this stunning open-water waterfront home in Marathon. This spacious 4-bedroom, 3.5-bath retreat offers breathtaking sunset views and endless ocean vistas. The two-story open layout is designed for families and friends, providing generous gathering spaces while maintaining privacy. Arriving by boat? Enjoy the convenience of a 70-foot private dock with a freshwater hose for boat rinsing and engine flushing.

Guest favourite
Home in Marathon
4.95 out of 5 average rating, 107 reviews

4BR 3B, Heated Pool & Spa, 60' Dock

Enjoy breathtaking views of the Gulf and Ocean from the screened in patio of this beautiful 4 BEDROOM/3 BATH canal front home. Bring your boat to the 60' dock on a 200' wide canal just 10' away from the Ocean. Relax by the pool/spa area after a day of fishing. A pool heater is offered as an option for your convenience. Please inquire about water heater fee and operating instructions before booking. (VR Lic # PLR2020-00104)

Guest favourite
Home in Marathon
5.0 out of 5 average rating, 17 reviews

Casa De Grouper with a Beautiful Canal View

Relax and unwind at our charming home in the heart of the Florida Keys! This cozy coastal retreat features stunning ocean views, a private dock, and all the comforts of home perfect for couples, families, or a fishing getaway. Dock included that fits up to a 30ft boat. Ramps located less than a mile away for our home. Minutes from Sombrero Beach, local dining, and water adventures

Popular amenities for Key Vaca Cut holiday rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Key Vaca Cut