Holiday rentals in Duck Key

5 out of 5 average rating, 13 reviews

Villa del Sol - Free Kayaks 2/2.5

Welcome to Paradise in the Florida Keys! Relax and recharge at Villa del Sol, a charming, totally renovated, waterfront retreat, offering breathtaking sunset views and endless vistas of the amazing turquoise waters. Whether you're sipping coffee at sunrise or enjoying a cocktail at dusk, the ocean is always your backdrop. Conveniently located between Key Largo & Key West, Duck Key serves as the perfect place for your island getaway, just a short drive from all iconic destinations in the Keys.

4.93 out of 5 average rating, 134 reviews

A spacious outdoor Tiki Hut provides shaded seating with wicker furniture around a table. Sunning loungers are arranged nearby, facing the water. A ceiling fan circulates air above, while scenic views of the waterway and dock are visible in the background.

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.

4.86 out of 5 average rating, 14 reviews

Blue House Getaway - 2BR 2.5BA Coastal Villa

Welcome to Blue House Getaway, your tropical getaway in the heart of the Florida Keys! This bright and airy 2-bedroom, 3-bath villa is tucked away in peaceful Duck Key, a sought-after island known for its turquoise waters, laid-back luxury, and unbeatable access to the best of the Middle Keys. Perfect for couples, families, or small groups, this villa blends comfort with home-away-from-home convenience — all just minutes from world-class fishing, snorkeling, boating, and waterfront dining.

4.87 out of 5 average rating, 108 reviews

A modern kitchen features stainless steel appliances and white cabinetry, complemented by a light countertop. A dining area and living space are visible in the background, along with a staircase leading to the upper level. Large sliding doors provide access to an outdoor view.

Apartment in Duck Key

Villa 5087 on Duck Key BOAT SLIP available

Enjoy a Fully Renovated Villa on Duck Key. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors, NO pets. Please do not take any items from the Villa. No pool access

4.92 out of 5 average rating, 117 reviews

Palm trees are seen swaying gently in the breeze, framing the entrance to the cottage, which features a welcoming front porch with two wooden chairs. The interior showcases a modern dining area, complete with a chandelier and decorative plants. A plunge pool is visible in the outdoor space, surrounded by tropical greenery.

Home in Marathon

Hawks Cay Island Retreat - Duck Key - Pool & Patio

Welcome to our tropical Conch Cottage, a lovely place to create memories on your idyllic Florida Keys vacation in paradise. Our stylish waterfront villa sits alongside a clear turquoise canal on picturesque Duck Key, inside the Hawk's Cay resort, and just 10 minutes from busy Marathon. Get involved in on-site activities like snorkeling, scuba diving, fishing, boating and dolphin encounters—or simply lay out on the coral stone patio, soak up the sun, and slide into your private plunge pool.

4.96 out of 5 average rating, 183 reviews

A spacious outdoor porch features a round dining table surrounded by four chairs. A kayak is positioned nearby, and lush greenery and water views are visible in the background, enhancing the inviting outdoor space.

Villa in Duck Key

Beach House Getaway - Kayaks - 2-Bedroom, 2.5-Bathroom Villa

Welcome to Beach House Getaway, a charming villa tucked away on the serene island of Duck Key and perfectly situated in the heart of the Florida Keys. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

4.9 out of 5 average rating, 30 reviews

Villa in Duck Key

Crystal Waters - Kayaks - 2BR 2.5BA Villa

Escape to tranquility in this beautifully appointed villa located in the heart of Duck Key — one of the Florida Keys' most serene and scenic islands. Nestled between Key Largo and Key West, Duck Key serves as a peaceful yet convenient base for your island getaway. Its central location means you’re just a short drive from some of the most iconic destinations in the Keys, including the natural wonders of Bahia Honda State Park, the famous waters around Islamorada, and the lively Key West.

4.86 out of 5 average rating, 130 reviews

An aerial view showcases a waterfront villa surrounded by vibrant blue waters. Lush greenery lines the shoreline, while neighboring properties reflect a tropical aesthetic. A wooden dock extends into the canal, providing access to boats and scenic views of the surrounding area.

Townhouse in Marathon

Waterfront Duck Key Villa - Sleeps 8 (7058)

BEST VIEW IN DUCK KEY!!!! Waterfront Villa at the heart of the Florida Keys - Duck Key Florida. Beautiful location with easy access to both the Atlantic Ocean and the Gulf of Mexico. Come check us out and see for yourself what the exclusive Duck Key area has to offer. DOCK INCLUDED-35 Foot. Conveniently behind the village! The Village at Hawks Cay Villas by KeysCaribbean are not affiliated with the Hawks Cay Resort; our guests do not have access to hotel amenities.

A charming two-story villa exterior is shown, featuring a light blue and yellow color scheme. Steps lead to the entrance, framed by greenery and a white picket fence. A palm tree stands nearby, contributing to the tropical ambiance.

4.94 out of 5 average rating, 178 reviews

2B/2.5B Villa at Village at Hawks Cay with Spa

Our Villa is located between Islamorada and Marathon Key on Duck Key at the Village of Hawks Cay; one of the most desirable locations in the Florida Keys. This is at Mile Marker 61. With ocean views, high-end finishes, comfy beds and plenty to do in the surrounding areas, the Villa offers something for everyone. There is an in-ground splash pool located on the patio. It is not a hot tub but reaches a maximum temperature of 104 degrees for those desiring heat.

Two glasses of red wine are positioned beside a bottle of 14 Hands Cabernet Sauvignon. The scene is set against a bright ocean view with palm trees swaying gently. The turquoise water enhances the serene atmosphere, inviting relaxation.

4.93 out of 5 average rating, 213 reviews

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Welcome to your happy place in paradise! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

An aerial view of a lush backyard is presented, featuring a private pool surrounded by wooden decking. Loungers are positioned around the pool, complemented by tropical greenery that provides shade and privacy.

5 out of 5 average rating, 103 reviews

Private Pool Tropical Oasis - Centrally Located

Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Superhost

An outdoor lounge area features a private spa pool surrounded by tropical plants and seating. Soft lighting creates a welcoming atmosphere, while the vibrant sunset sky adds a colorful backdrop. Sliding doors connect the space to the interior of the villa.

Villa in Marathon

4.84 out of 5 average rating, 132 reviews

Villa in Paradise. Plunge pool. Middle of the Keys

Baja Breeze 🏝, a freshly updated, family-friendly, resort-style villa in the ♥ of the Keys. ♥ Please save Baja Breeze by clicking on the heart in the top right hand corner, this will help you find it again and share with others! 🛶 Waterfront canal view 🌴 Gated Resort Area 👙 Private spa pool 📍 Halfway between Key Largo and Key West ☀️ Outdoor dining/lounge area 🍳 Fully stocked Kitchen 📶 300Mbps+ Wifi

Popular amenities for Duck Key holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Duck Key

A private pool area is surrounded by lush tropical foliage. A crystal-clear pool sits at the center, with lounge chairs positioned on the wooden deck. The exterior of a spacious villa is visible in the background, featuring a covered porch and ceiling fans.

4.51 out of 5 average rating, 67 reviews

RELAX NOW - Sanctuary - 3 Bedroom 3 bath Pool Home

5 out of 5 average rating, 5 reviews

Home in Key Colony Beach

Waterfront Oasis with Dock | Top Rated Stay

4.91 out of 5 average rating, 32 reviews

An aerial view showcases the condo surrounded by lush greenery and palm trees, with the vibrant blue waters of the Atlantic Ocean in the background. The surrounding area features a coastal road and distant properties, highlighting a serene atmosphere.

Apartment in Marathon

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

A covered outdoor balcony is visible, featuring wooden deck chairs arranged for relaxation. The railing offers unobstructed views of the water and lush greenery beyond, complemented by a clear blue sky. Ceiling fans are positioned above for added comfort.

4.85 out of 5 average rating, 34 reviews

Tipsy Turtle - Amazing, Updated Villa On Duck Key!

5 out of 5 average rating, 41 reviews

A waterfront rental property is shown, featuring a two-story building painted in a soft peach hue. Several palm trees frame the scene, while wooden docks extend into the calm waters. A spacious balcony overlooks the dock area, providing access to the scenic Florida Bay.

Hotel room in Duck Key

Conch Key Villas #1. Fun, fishing & great sunsets

A tranquil view showcases calm turquoise waters framed by lush greenery. The image captures the gentle contours of manicured bushes and trees, creating a serene atmosphere. The distant trees line the water's edge, contributing to the natural beauty of the scenic landscape.

4.7 out of 5 average rating, 330 reviews

Sunset Views!

An aerial view of a private splash pool surrounded by a sun deck. Several lounge chairs are arranged around the pool, framed by vibrant tropical landscaping. The sandy beach and tranquil waters of the Atlantic Ocean are visible in the background.

4.82 out of 5 average rating, 123 reviews

3/3 Village at Hawks Cay 5004 - TROPICAL SUN & FUN

A two-story villa features a welcoming façade with light-colored siding and a balcony on the upper level. Palm trees and lush greenery line the entrance, with white picket fencing surrounding the vibrant flower beds. The inviting front porch provides a charming space for relaxation.