Villa holiday rentals in Marathon

A private heated pool is surrounded by a spacious patio with laid brick flooring. Palm trees frame the scene, while a vibrant sunset casts warm colors across the sky. Lounge chairs are positioned by the pool, inviting relaxation by the serene water view.

4.95 out of 5 average rating, 153 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

A circular table is positioned on a covered deck, accompanied by four lounge chairs. The view extends to the calm waters beyond, framed by green trees on the coastline, under a clear blue sky. Ceiling fans hang above, providing a cooling breeze.

4.82 out of 5 average rating, 107 reviews

Villa 5023 on Duck Key BOAT SLIP available

Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. Ask for availability. 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 and NO pets.

4.93 out of 5 average rating, 123 reviews

A serene beachfront area is presented with several white lounge chairs facing the tranquil blue waters. Rocky shoreline and greenery outline the space, creating a peaceful environment for relaxation.

Villa in Key Largo

Kawama Yacht Club and Molasses Reef Marine

Vacation in paradise. Beautiful sunsets. Swim at the salt water lagoon or at the beach plus two pools. Our villa is fully equipped, 3 bedrooms wish tv and 3 full baths First floor: garage, 1 bedroom, full bathroom, game room, pool table, bar, family room with TV, and terrace with barbecue and swing. Second floor 2 bedrooms and 2 full bathrooms, fully equipped kitchen and living a big TV, outside balcony with outdoor furniture . Tennis courts available. Optional 24' ft boat slip available.

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.

4.96 out of 5 average rating, 181 reviews

Beach House Getaway - Kayaks - 2BR 2.5BA 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.

A newly built house in a bright mint color is set amidst tropical greenery. The structure features a spacious covered porch with white railings. A gravel driveway provides ample parking space, with a truck parked nearby, under a partly cloudy sky.

5 out of 5 average rating, 14 reviews

Villa Marlin - Perfect Vacation in Florida Keys

Spacious house, newly built with a private outdoor pool in the beautiful Florida Keys. This is the perfect location for boating enthusiasts. There is space for both parking and boat trailers. An exclusive ramp is a block away (30-second drive or 1-minute walk), leads to Gulf of Mexico, and 10 minutes to the Atlantic Ocean. A pool heater is provided for free for renters during the Winter. Outdoor pool shower included. Barbecue gas always provided. Games include corn hole, domino, billard.

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.

4.9 out of 5 average rating, 20 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.

5 out of 5 average rating, 3 reviews

Sol Island ~ Waterfront Oasis ~ Pool ~ Dock ~ Kayaks

Indulge in this luxurious 4BR 4BA house nestled on a gorgeous waterfront property in Marathon, FL. This 3-story estate offers the perfect retreat from bustling crowds with its modern design, high-end comforts, and scenic outdoors with heated pool, private dock, rooftop deck, and Pac-Man arcade. ✔ 4 Comfortable BRs ✔ Open Design Living ✔ Chef's Kitchen ✔ Heated Pool ✔ Yard (BBQ, Games, Bikes, Kayaks) ✔ 36ft Dock (Fishing Station, Water) ✔ 3 Decks ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Parking

Aerial view of the Indigo Reef gated community, showcasing rows of villas surrounded by lush greenery. Crystal-clear waters are visible, with docks leading to the ocean. The vibrant blue sky extends over the scene, reflecting the peaceful coastal environment.

5 out of 5 average rating, 18 reviews

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool

Welcome to the Marlin House. This 3 bed 3 bath luxury villa is located in the gated community of Indigo Reef. Immediate boat access to the Gulf and Ocean. 35' dockage incl. You'll appreciate the professionally decorated open floor plan that expands through the gourmet kitchen, family room and onto the outdoor lanai. Three private bedrooms, each with decks. Enjoy happy hour and grill your catch as you watch the sunset! Free WiFi, Parking & Dockage Contact owners 24/7 for any assistance

The canal front property features a two-story home with a spacious patio and a private pool surrounded by lounge chairs. A covered dock extends along the water's edge, providing access for boating. Lush greenery and palms enhance the scenic view of the outdoor space.

4.78 out of 5 average rating, 40 reviews

Discount Available-Pool/Dock/Bikes/Local Beach

WE ARE OFFERING A 5% DISCOUNT FOR REMAINING WEEKS THROUGH THE END OF AUGUST & SOME FALL DATES! "SOMBRERO HEAVEN" is a canal front 4 bedroom 3 bath pool home (and sleeper sofa) with neighborhood Ocean Front beach just down the street! The private pool that can be heated or chilled, private dock (up to 35' boat), fish cleaning station and 4 bikes! Fully stocked home and kitchen with everything you need included! Free WIFI! Centrally located in Marathon, just an hour from Key West!

Three modern Aqua Lodges are positioned on water, featuring white exteriors and blue roofs. Each lodge has a furnished deck with chairs, providing relaxed seating options. A smooth, concrete path runs alongside the lodges, leading to a marina setting with sailboats in the background.

4.89 out of 5 average rating, 531 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

A two-story house is set against a clear blue sky, featuring balconies and a light blue exterior. A wooden dock extends into tranquil water, with paddleboards and kayaks visible. A heated pool is surrounded by palms, offering a relaxing outdoor space.

5 out of 5 average rating, 13 reviews

Marathon Villa w/ Priv Pool/Dock Sombrero Beach

Marathon, Florida is in the middle of all the beauty and action of what the Florida Keys have to offer. Sombrero Beach is at a bike ride or walking distance. It offers complimentary parking, outdoor grilling, beach volleyball, children play area, and public restrooms. 40 foot dock offers guests the option to bring their boats or rent one. Our heated pool is a perfect way to soak up the tropical vibes. Kitchen is fully equipped. We are at walking distance to grocery store!

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.

4.84 out of 5 average rating, 128 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 Marathon villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

A serene waterfront scene is depicted, featuring paddle boards laid along a grassy area beside a concrete pathway. Palm trees and a sunset over the water contribute to the natural beauty, while boats are visible in a nearby dock.

4.85 out of 5 average rating, 13 reviews

The Nest Villa & Marina in the heart of Islamorada

An aerial view captures a row of white-roofed villas along a turquoise lagoon, surrounded by lush greenery. The serene waters extend towards the horizon, with a distant shoreline visible, creating a tranquil and spacious atmosphere.

4.84 out of 5 average rating, 93 reviews

Villa 5034 on Duck Key BOAT SLIP available

The view from the patio showcases a vibrant sunset reflecting on the tranquil water. Lush palm trees frame the scene, with the illuminated pool area visible below. A distant pier extends into the water, enhancing the serene ambiance of the location.

4.73 out of 5 average rating, 188 reviews

Sunset Villa in Duck Key

A spacious living area features a comfortable gray sofa with decorative pillows, accompanied by a natural wood coffee table. A large television is mounted on a light wall, while a dining area with white chairs is visible in the background.

4.77 out of 5 average rating, 134 reviews

Waterfront villa for families * Family friendly*

4.75 out of 5 average rating, 8 reviews

Villa 5021 on Duck Key - Boat Slip Available

4.88 out of 5 average rating, 59 reviews

Villa 5028 on Duck Key BOAT SLIP available

4.93 out of 5 average rating, 14 reviews

Villa 5008 on Duck Key - Boat Slip Available

A comfortable living area features a gray sofa and a wicker chair, complemented by an orange accent wall. Large sliding doors provide access to an outdoor space, allowing natural light to fill the room. Neutral-toned tile flooring enhances the inviting atmosphere.

4.65 out of 5 average rating, 23 reviews

Key Lime Cottage - Lovely Duck Key Villa, Dip Pool

Luxury villa rentals

A sparkling pool is set against a backdrop of lush greenery and calm water. A hammock is suspended between palm trees, inviting relaxation. Surrounding the pool, well-maintained landscaping features vibrant plants and manicured grass, enhancing the serene outdoor space.

4.75 out of 5 average rating, 4 reviews

Villa Sombrero

A serene pool area features a heated swimming pool with lounge chairs arranged nearby. A tiki hut stands at the edge, with vibrant sunset colors reflected on the water's surface, framed by lush palm trees.

5 out of 5 average rating, 13 reviews

Isla Key Lime: FREE Boat Dockage Sept-Oct Only!

A spacious dining area features a long wooden table paired with matching benches. Bright artwork adorns the white walls, while a chandelier hangs above. Large glass doors open to a view of the outdoor space, allowing natural light to fill the room.

5 out of 5 average rating, 14 reviews

Harbor hideaway 50’dock 3Br/2Ba All amenities

Two comfortable white Adirondack chairs are positioned on a wooden deck, overlooking a lush green lawn and palm trees. A canal with a boat can be seen in the background, completing the serene waterfront view.

5 out of 5 average rating, 6 reviews

Luxury Waterfront Villa, Marathon, Florida Keys

4.91 out of 5 average rating, 23 reviews

Angler’s Reef home • Pool • Kayaks • Paddle boards

A covered porch features four white Adirondack chairs positioned on a wooden deck. Lush green palm trees and landscaping provide a tropical backdrop, while a sparkling pool is visible in the distance, completing the serene outdoor setting.

5 out of 5 average rating, 12 reviews

Waterfront Villa (38) w/ sunset views & boat slip

A charming waterfront property is framed by lush palm trees. This open dwelling features a dock extending into the water, with colorful kayaks resting alongside. Reflections of the house and trees are visible on the serene water surface, evoking a sense of tranquility.

Home in Marathon

4.87 out of 5 average rating, 15 reviews

"Casa Sea Keys"-Oceanfront 10 Guests, Private Dock

A private pool is surrounded by a paved patio, featuring comfortable lounge chairs and large umbrellas for shade. Nearby, a hammock is suspended between two posts, and tropical greenery provides a natural backdrop. The area is well-lit by natural sunlight.

5 out of 5 average rating, 5 reviews

"Keepin’ It Reel" Waterfront, 4BD/3BA FL Keys Home

Villa rentals with a pool

A serene outdoor seating area features two white Adirondack chairs set around a round table. A glass of white wine and a cocktail sit on the table, accompanied by a book. A vibrant pillow with an anchor design rests on one chair, with views of lush greenery and the water beyond.

5 out of 5 average rating, 26 reviews

Waterfront Villa with Boat Slip

A spacious outdoor pool area is highlighted by lounge chairs arranged around the water. A large tiki hut provides shade, while palm trees sway nearby. The scene is complemented by a colorful sunset sky, casting soft hues over the tranquil setting.

4.88 out of 5 average rating, 8 reviews

Isla Kiwi: FREE Boat Dockage Sep-Oct Only!

A bright and spacious living area features a large dining table with wooden chairs and a central coffee table. Soft seating is arranged around a sliding glass door that opens to the outdoor patio. Decorative curtains frame the windows, enhancing natural light.

4.9 out of 5 average rating, 106 reviews

Waterfront Island Escape with Private Plunge Pool

4.94 out of 5 average rating, 16 reviews

Isla Honeydew-3 EnSuite Bedrooms,Pool, Dock

4.78 out of 5 average rating, 69 reviews

Florida Keys paradise with boat dockage and pool

A serene marina scene is captured with boats moored on calm waters surrounded by lush palm trees. The sky displays dramatic clouds illuminated by the golden hues of sunrise, creating a peaceful coastal atmosphere.

Villa in Key Largo

Oceanfront Villa overlooking the Atlantic

4.45 out of 5 average rating, 29 reviews

2BR water view with private pool, balcony & kayak

An aerial view captures a marina community surrounded by lush greenery and clear blue waters. The scene includes multiple townhomes lined along the waterfront, with boat slips visible along the shoreline. A resort-style pool can also be seen in the center of the community.