Marathon vacation rentals

4.96 out of 5 average rating, 115 reviews

Camper/RV in Key Largo

Paradise Casa Bayfront sunsets,pool,King bed ,dock

Welcome to Paradise Casa! Just five feet from the waterfront, you will think your on a cruise ship when you look out the windows. Breathtaking Unobstructed views of the sunset every night. This Glamping at its finest with an amazing pool. 2 bedrooms plus loft, with the main bedroom having a king size bed. Fireplace, fully stocked kitchen, massage chairs, 2 AC units for your comfort. 2 miles from John Pennekamp that has kayak rentals, glass bottom boats, create memories scuba diving/snorkeling

A spacious outdoor dining area features a glass-top table with several red chairs, set against a vibrant backdrop of greenery and water. The view of the calm sea and fluffy clouds can be seen in the distance, enhancing the tranquil setting.

4.83 out of 5 average rating, 30 reviews

Yellow Home Free Pontoon Rental! See details

If you book your stay for the days shown below March 30th - April 15th, 2025 April 23rd - May 3rd, 2025 May 17th - May 31st, 2025 June 6th - June 13th, 2025 Receive a free 2 day boat rental for a week reservation, 1 day for a 3 days or more reservation. Please reach out before booking for boat availability. Beautiful 3 bedroom 2 bath home nestled off of US 1. Kayaks included with the rental. Private heated pool and deck with a view of the Atlantic Ocean. Boat dockage available with parking.

4.95 out of 5 average rating, 129 reviews

Mariners Club Resort, Best in the Upper Keys

SPACIOUS AND STUNNING Family Friendly 4+ br home. One of the few to allow 10 guests! POOLS w/ hot tubs MARINA for direct access to reef; diving, snorkeling, fishing & sandbars KAYAKING Pennekemp DISCOUNT to swim with dolphins at DPMMR ACTIVITIES; tennis & pickleball courts, gym & game room. LOCATION: restaurants, bars, grocery and other conveniences PARKING for two cars on site WE ARE LOCALS who know the importance of family time so look no further than this special slice of paradise!

Vacation home in Key Largo

A serene aquatic scene showcases crystal-clear turquoise waters stretching to the horizon. Small boats are seen floating on the surface, with a few partially submerged. Fluffy white clouds drift across a deep blue sky, enhancing the tranquil environment.

4.94 out of 5 average rating, 116 reviews

Ocean Shores Villa 3 with pool and boat slip

This centrally located boater's paradise is the perfect place to relax. Walk to restaurants, cook in kitchen or grill downstairs. With only 4 units in the building the guests have half an acre of waterfront entertainment (boat slip, Kayaks, Bikes, Hammock and Pool). 32ft Dock Slip and Trailer Parking are included in the rental. Relaxing Balcony that looks down the Ocean Canal is the perfect place to have your morning coffee. Conveniently located near Sandbars, State parks and many attractions.

A modern living area features a spacious white sectional sofa adorned with blue and green decorative pillows. A wooden dining table with white chairs is positioned nearby. Above, a stylish fan circulates air while artwork in calming hues decorates the walls, complementing the light wood flooring.

4.91 out of 5 average rating, 101 reviews

New Oceanside Casa Azul! Voted #1! Golf Cart-Beach

No hidden fees! Casa Azul blends luxury and laid-back island vibes in the heart of Key Largo. With Superhost status and hundreds of 5-star reviews, a perfect escape. Voted the #1 Vacation Rental in Key Largo, it’s ideal for families, couples, and groups alike. Enjoy a free golf cart, fast Wi-Fi, 2 pools, private beach, saltwater lagoon, kayaks, tennis and pickleball courts with gear, marina access, boat ramp, trailer parking, and optional slip rentals. Salt Life meets luxury - this is the one.

4.96 out of 5 average rating, 186 reviews

Best View Ocean Pointe Pool Beach King Bed, Gated

***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

A community pool area is depicted, featuring a clear blue pool surrounded by a sun deck. Lounge chairs are positioned nearby, and colorful Adirondack chairs line the railing, providing a view over the water under a bright blue sky with scattered clouds.

4.91 out of 5 average rating, 110 reviews

Sunrise Beach Escape

For your next vacation, come stay in this resort home, where you'll enjoy a cocktail at sunset alongside the Cudjoe bay overlooking the Atlantic Ocean. This beautiful and luxurious home is part of the Sunrise Beach Resort, an exclusive 11 home gated community overlooking the Atlantic Ocean & Cudjoe Bay. A community that is only 17 miles north of Key West. Make yourself at home in this tastefully decorated 1200 sq foot living space, which offers countless amenities such as kayaks and bikes.

4.93 out of 5 average rating, 155 reviews

A serene waterway is framed by lush greenery, with the calm surface reflecting the surrounding trees and structures. Boats are docked at a well-maintained pier, with the gentle morning light casting a warm glow on the scene.

Apartment in Key Largo

2/1 Oceanfront Apartment with Dockage

The Seaside Vista is a luxurious ocean front retreat located in Key Largo. Only 1 hour from Miami International Airport, we are located in the heart of the fishing and diving areas of the Florida Keys. From great dining, to water sports, to eco tours, to parasail, to museums, shopping and beaches, allow us to be your base for all of your Florida Keys activities. Freshly remodeled , enjoy our little piece of paradise...minutes from all that the Upper Keys has to offer. MC Permit #: 21302180

4.99 out of 5 average rating, 106 reviews

Modern and Coastal Ocean Pointe 2307

Are you looking for a Caribbean Vacation in a tropical resort without leaving the USA? Look no further than our Ocean view 2 bedroom and 2 bath condo at Ocean Pointe Suites! Our property offers: 24 hour front gate security, Heated Junior Olympic Pool with 15 person hot tub, tropical Beach, Marina, Tennis/Pickle ball courts. Enjoy our newly re opened ISLAND GRILL pool bar! We are located 60 miles from Miami International Airport and 90 miles from Fort Lauderdale International Airport.

A waterfront patio area features a white railing overlooking clear turquoise waters. Planted pots with greenery are positioned on either side of a small grill. The serene view extends to the horizon, with boats visible in the distance.

4.9 out of 5 average rating, 105 reviews

*Emerald Seas*-Florida Keys Ocean Front Paradise!

Welcome to our Florida Keys Ocean Paradise, Emerald Seas! Truly a special place to get away and relax. Enjoy the crystal-clear waters and amazing views. Bring or rent a boat, look for sea turtles, manatees, dolphins, lobster & tropical fish right from your patio or dock. Take in a glorious sunrise or moonlit night over the water. The amazing, 180 degree panoramic ocean views will take your breath away every moment you are there.

4.78 out of 5 average rating, 18 reviews

A relaxing outdoor seating area is surrounded by vibrant blue chairs facing a calm waterway. A central table features a fire pit, and string lights hang above. Lush greenery can be seen along the shoreline, creating a tranquil atmosphere.

Camper/RV in Key Largo

A motorhome in paradise

This place is truly unique. Beautiful cozy has everything you need to have a good vacation pool Marine park Rest area By the sea beautiful views of the sunfall Area to wash up near supermarkets and restaurants definitely a beautiful place It is a TRAILER FIELD surrounded by nature it is not a 5-star hotel or anything like it If you really like adventure and feeling nature air sea beautiful views this is a perfect place No pet

4.82 out of 5 average rating, 110 reviews

Townhouse in Key Largo

Oceanfront Resort W/Indoor Pickleball - Spacious!

An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. This 3/3.5 villa is located in Key Largo's most upscale oceanfront resort. The area has the distinction of being Key Largos newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simply desire the very best in luxury accommodations.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Popular amenities for Marathon vacation rentals

Self check-in

Pet friendly

Beachfront

Free parking on premises

Monthly stays

Stay near Marathon's top sights

Sunset Grille & Raw Bar73 locals recommend

Keys Fisheries Bar52 locals recommend

Island Fish Co.51 locals recommend

Burdines Waterfront48 locals recommend

Sparky's Landing47 locals recommend

Castaway Waterfront Restaurant & Sushi Bar47 locals recommend

Marathon beach vacation rentals

5 out of 5 average rating, 5 reviews

A spacious outdoor area features a large wooden swim spa, framed by vibrant greenery and decorative accents. A sun umbrella provides shade over one side, while light-colored tiles and wooden decking surround the spa, creating a relaxing ambiance. The sky is clear with soft clouds.

Home in Key Colony Beach

Huge Swim Spa~ Incredible Special Fall Pricing

Apartment in Key Colony Beach

A shaded tiki hut with a thatched roof stands on the sandy shore, overlooking the calm, blue waters of the Atlantic Ocean. Two palm trees frame the structure, creating a serene beach environment, with gentle waves lapping at the rocks in the background.

4.84 out of 5 average rating, 108 reviews

Beachside Unit 22 - Private Beach on Atlantic

5 out of 5 average rating, 46 reviews

A panoramic view captures the tranquil shoreline meeting the ocean, dotted with colorful flags. A serene marina is visible, lined with boats and surrounded by lush greenery. The vibrant blue of the water reflects the sky, creating a harmonious coastal scene.

Apartment in Tavernier

When Paradise is Key: Tropical Oceanfront Condo

An aerial view of a spacious villa surrounded by lush greenery and palm trees. A tile roof highlights the second floor balcony which features comfortable seating. The property is situated near calm waters, enhancing its coastal appeal.

4.91 out of 5 average rating, 176 reviews

Beachfront Villa - Florida Keys

4.81 out of 5 average rating, 27 reviews

The exterior of the home is highlighted by a landscaped yard featuring a palm tree, surrounded by decorative stones. A gravel driveway provides ample space for parking. The home’s facade includes large windows, allowing for natural light, complemented by a bright exterior finish.

Home in Key Colony Beach

Cozi home with dock

A sandy beach area is lined with lounge chairs, arranged in neat rows, offering ample space for relaxation. Two palm trees provide shade, while a tiki hut and a dock are visible in the background against a clear blue sky.

5 out of 5 average rating, 6 reviews

Beachy Keen @ Ocean Point

An aerial view captures a coastal community lined with homes and docks, surrounded by lush greenery and waterways. A private beach area is indicated, and a covered vehicle and boat are parked nearby, creating a serene environment for family activities.

4.94 out of 5 average rating, 16 reviews

Key Largo Village getaway

A cozy living area is equipped with a large flat-screen television mounted on the wall. Light blue couches provide seating, while a round wooden table sits in the center. Sliding glass doors reveal a view of the ocean and natural surroundings, framed by sheer curtains.

5 out of 5 average rating, 47 reviews

Key Largo Sunrise Resort Style Ocean Pointe 5315

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Vacation rentals with pools in Marathon

An outdoor space features a sparkling in-ground pool surrounded by a sun deck with several lounge chairs. A shaded screened-in porch is visible in the background, along with a gas grill and a cornhole game set nearby. Lush palm trees provide a tropical atmosphere.

4.99 out of 5 average rating, 132 reviews

Sea Ray Cove, Mini Lobster week NOW OPEN!

4.95 out of 5 average rating, 136 reviews

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.

Villa in Marathon

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

4.88 out of 5 average rating, 34 reviews

A private pool glistens under the sun, surrounded by a spacious deck. Several lounge chairs are positioned nearby for relaxation. In the background, a tiki palapa with a thatched roof offers shaded seating, complemented by lush tropical foliage and a distant pink house.

Home in Summerland Key

Pelico Palms Sunset Suites

5 out of 5 average rating, 83 reviews

A private pool is positioned in a landscaped yard, accompanied by an umbrella for shade. The setting features views of a canal, with boats docked nearby, complemented by tropical plants and a light-colored exterior of the duplex.

Home in Key Colony Beach

“La casa azul” step 3’ to a private pool

4.86 out of 5 average rating, 7 reviews

A heated swimming pool is featured in a wooden deck area, surrounded by tropical palm trees. Lounge chairs are positioned for relaxation, while the exterior of the two-story home includes expansive glass doors that provide a view of the inviting pool and canal.

Home in Islamorada

Venetian Tropics private heated pool at 82 degrees

A modern two-story home with a spacious outdoor area featuring a private pool. Comfortable lounge chairs surround the pool, and a staircase leads to the upper level. The structure is complemented by a rooftop terrace with a sail shade, enhancing the coastal atmosphere.

4.96 out of 5 average rating, 112 reviews

Anglers Terrace, Condé Nast Traveler's Best Airbnb

5 out of 5 average rating, 69 reviews

A private backyard features a heated pool surrounded by tropical landscaping. Lounge chairs are positioned on the wooden deck beside the pool. The two-story home includes large glass doors that open onto the deck, providing easy access to outdoor spaces.

Home in Duck Key

Private Pool Tropical Oasis - Centrally Located

5 out of 5 average rating, 7 reviews

A newly built house features a private outdoor pool surrounded by landscaped greenery and stylish seating areas. The spacious yard includes a paving stone design, and a large deck is accessible from the upper floor, highlighted by the Florida sky's vibrant blue hues.

Villa in Marathon

Villa Marlin - Perfect Vacation in Florida Keys

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Marathon home rentals

4.94 out of 5 average rating, 144 reviews

Tiny Home on Waterfront | Bay Views | Deck | Pool

A scenic patio area features two blue wooden chairs beneath a large umbrella. The view includes a calm canal bordered by greenery and neighboring homes, with clear blue skies above. Sunlight reflects off the water, enhancing the tranquil atmosphere.

4.83 out of 5 average rating, 6 reviews

Reel Island Retreat #273 Venture Out in the Keys

A wooden bar area with a tropical theme is visible, featuring a flat-screen TV mounted on the wall. Natural light filters through a nearby enclosure, complemented by bamboo ceiling elements. Decorative accents include a parrot figure and tropical plants, enhancing the inviting space.

4.9 out of 5 average rating, 105 reviews

Sunsets In Palms Paradise

A private wooden dock extends over calm waters, featuring a boat with a blue canopy and a small table with colorful umbrellas nearby. Palm trees line the waterfront, and a series of pastel-colored homes are visible across the canal, creating a serene setting.

5 out of 5 average rating, 114 reviews

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

The exterior of a blue house is surrounded by a landscaped garden featuring palm trees and other greenery. A gravel driveway leads to the entrance, providing ample space for parking. The sky is clear and sunny, enhancing the inviting atmosphere of the property.

4.93 out of 5 average rating, 115 reviews

Beautiful Renovated Home in Marathon, FL

A spacious screened-in porch features a large dining table surrounded by teal chairs, complemented by ceiling fans. Sunlight filters through the screens, showcasing views of the canal with palm trees and boats visible in the background, creating a relaxing outdoor space.

4.97 out of 5 average rating, 35 reviews

Marathon 3BR Canal Pool Spa Special WK May 4-11

4.97 out of 5 average rating, 39 reviews

Florida Keys - Anchors Aweigh with Sunset Views

A comfortable living area features a light-colored sofa adorned with decorative pillows. Large windows provide abundant natural light and showcase views of the water and surrounding greenery. A dining space is visible to the right, furnished with a white table and chairs.