
Holiday rentals in Key Vaca Cut
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Top-rated holiday rentals in Key Vaca Cut
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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.
4.73 out of 5 average rating, 26 reviews
Private Pool, Boat Slip, Bikes, Games & More!
Pineapple Tides, unit #8, located at "The Tides at Vaca Cut", is a new 5 bedroom 4 bath home with a private pool and boat slip! Perfectly situated on the water with stunning views, sunrise and sunset colors, and DIRECT quick access to both the Atlantic Ocean and the Gulf of Mexico! It is the 8th Villa away from US1 to ensure a quiet stay! Enjoy lots of games, Ping Pong Table, 2 Bikes, Corn Hole, Fishing poles, Ring Toss, Beach and Pool Toys. The kitchen is full stocked with everything you need!
5.0 out of 5 average rating, 4 reviews
Welcome to Paradise! Private Pool, SUPs, Kayak!
Paradise Awaits You!! With a Beautiful Private Pool, 40’ Dock, Kayaks, SUPs, & Bikes; Welcome to Paradise is the Perfect Place to Stay & Play in the Sun & on the Water! Our home w Breezy Palms is centrally located w Beaches, Boating, Fishing, Diving, Swimming, Dining & Refreshing Cocktails just minutes away! We are owners, Luis & Aysie. We put all our love of the Keys into our home, & we just know you will love it too. Message us or book instantly & start planning your trip to Paradise!
4.86 out of 5 average rating, 36 reviews
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.
4.93 out of 5 average rating, 153 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
4.95 out of 5 average rating, 56 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.
4.88 out of 5 average rating, 26 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!✨🌊
5.0 out of 5 average rating, 5 reviews
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 ...
4.85 out of 5 average rating, 13 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
5.0 out of 5 average rating, 6 reviews
Marathon Waterfront Escape | Pool, Dock & Kayaks
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 F, allowing everyone to vacation together. Your Florida Keys getaway awaits!
4.91 out of 5 average rating, 64 reviews
Waterfront Pool Home w/ Private Dock, Tiki Hut & B
Captain’s Hideout, your 4BR waterfront escape in Marathon’s Little Venice, built for boaters, families, anglers, and easy Keys living with quick access near Vaca Cut to the Gulf. 🏊♂️ Private backyard pool ⛵ 28’ dock with fish cleaning table 🌴 Huge tiki hut hangout area 🍳 Outdoor kitchen + dining space 🧊 Commercial ice machine + bait freezer 🛏️ Ground-level comfort for 10 🐾 Pet & kid friendly with pack ’n play + highchair
5.0 out of 5 average rating, 4 reviews
Boater’s Paradise 3br/2.5ba Villa with Slip!
Spectacular PET FRIENDLY 3 bed/2.5 bath 1350sf villa in beautiful Coral Lagoon, complete with a 40 foot wet slip and all the amenities! Spread out and enjoy the spacious, clean interior with free high speed wifi. Step outside to your boat and enjoy all the Gulf and Atlantic have to offer - both easily accessible in minutes. Relax with a drink at the pool after a long day of fun in the sun.
4.95 out of 5 average rating, 173 reviewsPopular amenities for Key Vaca Cut holiday rentals
Other great holiday rentals in Key Vaca Cut

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5.0 out of 5 average rating, 18 reviews
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5.0 out of 5 average rating, 8 reviews
Entire private two family water front home.
5.0 out of 5 average rating, 6 reviewsDestinations to explore
- Miami Holiday rentals
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- Everglades National Park
- Sombrero Beach
- Smathers Beach
- Bahia Honda State Park
- Seven Mile Bridge
- Robbies Marina Of Islamorada
- Theater of the Sea
- Key Largo Kampground And Marina
- Florida Keys Aquarium Encounters
- Harry Harris Beach and Park
- Dolphin Research Center
- Founder's Park
- Key West Butterfly & Nature Conservatory
- History Of Diving Museum
- Calusa Campground
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- Curry Hammock State Park
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