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Looking for a tropical paradise with stunning waterfront views? Our monthly rentals in Marathon, Florida, offer the perfect retreat for those seeking vibrant sunsets, lush surroundings, and the laid-back charm of the Florida Keys. Whether you’re planning a winter escape or an extended vacation, Marathon has everything you need for a memorable stay.
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Welcome to Turtles Nest! A beautiful 2-bedroom 2 bath condo in the heart of Marathon complete with 40' boat slip and a private boat ramp! 30 steps to the water and heated pool, this 2/2 condo is ready for your changes in attitudes, changes in latitudes!Community/Location: - beautiful canal-front...
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Gulf-Front Modern Luxury | 5BR w/ Rooftop Deck, Infinity Pool, Dock & More! Indulge in an unparalleled luxury experience in this breathtaking 5-bedroom, 5.5-bathroom estate in Marathon, Florida. With direct Gulf views, high-end amenities, and a sleek modern design, this home is a dream getaway for...
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Come enjoy this beautiful OCEAN VIEW condo located in Key Colony Beach on the 2nd floor!!! This two bedroom & two bathroom condo offers all the amenities of home!!! Enjoy a cup of coffee in the morning, or a glass of wine anytime on one of the two ocean view balconies. Coin laundry right outside the...
Distance to beach: 3 miles to Sombrero Beach
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This charming oceanfront property is the perfect getaway for your next vacation. Located just steps away from the ocean, this cozy retreat features stunning views, modern amenities, and a spacious deck for outdoor relaxation. Enjoy the convenience of nearby shops, restaurants, and attractions. Book your...
Featured review
Newer, modern, comfortable, and well decorated oceanfront property. Had everything we needed and more. Beautiful views from the deck and very nice outside area. We appreciated that there were great...
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Villa Sombrero – Private Waterfront Living with Sunset Views in the Florida KeysVilla Sombrero is a peaceful waterfront retreat overlooking Boot Key Harbor, offering breathtaking sunsets to the west and refreshing island breezes flowing in from the east through Sisters Creek. A natural waterway...
Featured review
We really enjoyed the house, very well appointed! 5 kayaks for you to use anytime , and believe me we used them and had a blast! Debra the owner is a dream even had a Bottlle of Champaign and a cake waiting...
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Seaglass-Paradise on the Gulf is located in Marathon—the heart of the the beautiful Florida Keys. The Keys are a series of 40 islands connected by 40 bridges , off the southern most tip of Florida. The chain of islands extends 120 miles into the Atlantic Ocean and Gulf of Mexico. The area is famous...
Featured review
Really enjoyed our stay at Seaglass! Description was spot-on, lots of opportunity for fishing if that's your thing, unit was well stocked with cookware, kitchenware, supplies, etc. Lots of signage of what...
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Newly Built,1 Bedroom 1 Bathroom unit, Marina, Largest Olympic Pool in the Keys overlooks the Atlantic Ocean, Fun and Sun. Great amenities, close to everything.Outdoor bar b q grills, great Sunsets from the Pool, Tikis and Docks.
Featured review
Neat, clean and very comfortable condo for the two of us. The pool, gazebo, sheltered deck and marina provided a variety of areas to lounge, swim and read during the wonderful 80 degree weather. Plenty...
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2 bedrooms, 2 bathrooms ideal getaway in Coco Plum Beach, the Florida Keys. Great value and our reviews are excellent! Small Pets OK for downstairs unit.We have two units in the same building.Amazing amenities, that include waterfront swimming pool, boat dockage included for boat up to 40’,...
Featured review
Beautiful condo, great amenities with pool, boat dockage, launch, and trailer parking! Condo is spacious, great decorations, and very comfortable. Everything you need for a wonderful 5 week vacation....
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Welcome to SeaGlass Cove — where barefoot luxury meets the laid-back beauty of the Florida Keys. This newly built, three-story oceanfront home offers over 5,200 sq. ft. of indoor and outdoor living space, with 5 bedrooms, a two-car garage, and breathtaking open water views from every level.Nestled...
Distance to beach: 2 miles to Sombrero
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Start planning your perfect escape to the Florida Keys! Flamingo Palms Cottage is ideally located on a deep-water canal with 35’ of dockage and easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas,...
Featured review
The home was very comfortable, and clean, it was so nice to look out the windows and see the water. Everything you need for cooking in is provided as far as dishes and pots and pans. Also, the Canopy...
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Welcome to Flamingo Island Paradise!Step into this updated spacious home and enjoy! Tasteful, fresh decor matched perfectly for this relaxation paradise. 2 Master suites with ensuite bathrooms and comfy King Beds. There is a pullout twin in the living area for an extra guest. Updated well stocked...
Featured review
This is a great location for two couples exploring what the Florida Keys has to offer. We did not have a boat or plan to fish so the residence could’ve accommodated both of those things. We did use the...
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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...
Distance to beach: 3 miles to Sombrero Beach
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Start planning your perfect escape to the Florida Keys! Blue Ocean Bungalow is ideally located on a wide, deep-water canal with easy access to world-class fishing in the Atlantic and the Gulf. Enjoy all the amenities needed for a perfect island vacation: airy open living areas with canal views, cozy sunroom...
Featured review
Thank you . We had a great time..we fished, snorkeled and spent a wonderful time with family and friends.. we all highly recommend!!
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NEW!!! FULL BACKYARD REMODEL!!! NOW OPEN FOR BOOKING!!! INGROUND POOL INSTALLED - HEATED! AND THE HOTTUB PRICES STILL REFLECT PRE RENOVATION PRICES HURRY IN BEFORE THEY GET RAISED! ***New backyard photos coming soon.***Welcome to your dream Serenity Oasis in the heart of the Florida Keys! This...
Featured review
The name of this property, Serenity Oasis, is exactly how you feel when you are here. Stunning decorated house in a very quiet neighborhood. The pool is wonderful with several different levels of built-in...
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4 Bikes 2 Kayaks Hot Tub Covered Outdoor Space 37 Ft of Dockage Fresh Interior Well-Equipped Kitchen Quick Walk to Sombrero Beach Lots of ParkingCozy and comfortable Sombrero Beach cottage! This light and airy single family home offers an open concept living, kitchen and dining area with large...
Distance to beach: 0.1 miles to Sombrero Beach
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Dreaming of that elusive Keys home with a incredible waterfront views, a private pool, a great beach, and a dock for your boat? Look no further... this newly built 2026 home on a gated Tingler Island might be just for you.Located just one block from Sombrero Beach (Trip Advisor Top 10 Beaches in N....
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Welcome to your slice of paradise in Marathon! Nestled in the heart of the Florida Keys, this vibrant waterfront escape offers direct ocean access, stunning sunsets, and laid-back island vibes you’ll never forget.️ 3 Bedrooms | 2 Bathrooms | Ocean Access | Dock | Sunset ViewsImagine...
Distance to beach: 3 miles to Sombrero Beach
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The Cozy Conch is ideally located, just walking distance from the historic 7 mile bridge. Take a bike ride along Overseas Highway, enjoy the nearby beaches or spend the day at our pool. Have a cozy night by the fire pit at the dockside lounge and BBQ area or the hammock park. The lower levels offers...
Featured review
My husband and I just returned from a 5 week vacation in Marathon. Our vacation was unbelievable, due mostly for the lovely home that we stayed in. Cozy Conch is amazing! The location in phenomenal,...
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A fisherman's delight! This perfectly located 2 bedroom house with a large loft is a perfect place to bring your family or friends for a great Keys experience. It has a 40' dock with access just yards away from the Atlantic ocean and the 7 mile bridge. The property has a large swim spa, ice...
Featured review
Great location to visit both upper and lower keys. Well stocked kitchen and we enjoyed the large deck and swim spa.
Distance to beach: 4 miles to Sombrero Beach
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Our Dome home is a beautifully designed geodesic dream home., a unique spherical structure made with love on the water in the heart of Marathon. (Sleeps 8)This newly built and beautiful 4/3.5 Geodesic Dome home with dockage is in a very quiet established neighborhood. It accommodates a 28-30ft boat...
Explore a variety of monthly rentals in Marathon, including luxury waterfront homes, cozy bungalows, and pet-friendly options. Whether you’re looking for a peaceful getaway or easy access to exciting activities, Marathon rentals offer the perfect fit for your lifestyle.
Secure your perfect rental in Marathon now. Browse our listings to find the ideal property for your extended stay. Whether you’re escaping the winter chill or planning a summer getaway, Marathon offers endless opportunities for relaxation and fun.
It’s never too early to plan your next Marathon vacation. Reserve your preferred rental now to ensure availability during your ideal travel dates.
💰 Highest rates
January and February
🎉 Busiest month
March
🏠 Popular home types
Waterfront homes and luxury villas
🔥 Hottest months
July and August
❄️ Coldest months
January and February
☔ Rainiest months
June through September
🌺 Best months for flowers
April and May
🌴 Peak tourist season
January through March
🍂 Quietest months
September and October
🌊 Best beach months
April through June
🏌️ Best golfing months
November through April
🎨 Top cultural events
Marathon Seafood Festival (March), Florida Keys Island Fest (April)
🍽️ Best dining months
January through March
🦋 Best months for nature activities
March through May
🛶 Best water sports season
June through September
🏖️ Best months for shelling
May and June
📅 Local festivals peak
January through March
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