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You will LOVE our condo.... location location, location! You'll love the waterfront heated and chilled pool during the summer! And it is a boater's dream! Great value and our reviews are awesome.Direct by owner. There are a lot of companies that promote on this site, and it will be less...
Featured review
Location, Location, Location!This place was perfect for remote work or a relaxing vacation, with the boat docked just steps from the door. It truly offers the best of both worlds!Graceful manatees...
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Reel Life 2 has everything! 4 bedroom 3 bathrooms, canal front, private dock (boat up to 35'), large private pool, Tiki Hut with flat screen TV, large grill, 2 bikes, 2 paddle boards, 1 kayak and a natural landscape view across the canal! Plus, Sombrero Beach is just down the street (1.3 miles)....
Featured review
We enjoyed our stay. The house was clean and had all those things (towels, beach toys, pool, kitchen essentials) that we were hoping for with our stay in Marathon. The location is great- walking/biking...
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Stunning rooftop views from this gulf side Tuscan style Villa3 Bedroom 3 Bathroom Freestanding villa located in Bougainvillea, a Gated Community, with a pool exclusive to Bougainvillea Clients overlooking The Gulf of Mexico.There is Great Fishing at this location! You can bring your boat in for...
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Our oceanfront property with a rooftop patio, dock, heated pool, private hot tub and elevator makes this your own paradise!Stay 14 days and receive an 8% discount OR 28 days and receive an 18% discount!You can enjoy ocean views from both the hot tub and pool. The hot tub is completely private!...
Featured review
In summary, fabulous views! From the roof you get both the Atlantic and gulf. Unobstructed 180 degree gulf view. The house is great too. Everything you need to sleep comfortably, relax, cook. Space for...
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"The furnishings/decor are beautiful. This is one of the nicest houses we have had the pleasure to rent, everything is spotless/brand new. It was hard getting our kids ages 8 and 10 to leave the house each day for adventures. " -Kristie KruegerAs a boating enthusiast, I designed Captain's...
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Take in the BEST VIEW from your living room and two private balconies, with breathtaking views overlooking the Atlantic, marina, and clubhouse. This beautifully appointed 1-bedroom, 1.5-bathroom retreat offers the perfect blend of luxury, comfort, and tranquility. Start your morning with coffee in the...
Featured review
Thank you so much for an amazing stay. We couldn’t have asked for a better rental. The rental had so many amenities that other places have not. Will definitely stay here again.
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This rental offers beautiful Bonefish Bay views, private boat access, and everything you need for the perfect Marathon getaway. The home features a fully furnished kitchen, large living area, spacious balcony with open-water views, four bedrooms, three bathrooms, a laundry room, and comfortable sleeping...
Featured review
This property is beautiful. The views are great, and the beds are comfy. We enjoyed our stay here. The kayaks were a nice bonus as well! The only downside is guest experience. There is no bulk shampoo,...
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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
It's the little things...... We had to call concerning changing the water filter on the refrigerator. The pool needed water added so that the filter and heater would work. The strainer was full of debris.......
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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...
Featured review
The ocean view from the roof and 5 bedroom modern style home is 2nd to none in the keys! Each bedroom has it's own bathroom and the home is very modern and in excellent condition. The infinity pool is...
Distance to beach: 4 miles to Sombrero Beach
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Welcome to The Butterfly Cottage – Where Nature's Magic Meets Keys ComfortEscape to a truly unique Florida Keys experience at our certified Monarch Butterfly Garden sanctuary! This charming traditional conch cottage offers families a peaceful retreat where butterflies dance through native...
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Elegant Florida Keys direct ocean access and some open water views from the dock and balcony. This property is single family elevated home. All rooms and bathrooms are upstairs. 40 foot dock with 4 cleats. Large driveway, parking for at least 6 cars, trailer and RV. 75' of waterfront with wood dock....
Featured review
Can’t say enough about Maria and Daniel the owners. They catered to us from first contact. The place was spotless and the home is even nicer than the pictures. It was a short visit for my wife and I,...
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Paraíso Del MarIntroducing our newest luxury vacation rental nestled in the prestigious community of Marathon. This brand-new build epitomizes elegance and sophistication, offering an unparalleled experience for those seeking the epitome of luxury in the Florida Keys.Set amidst lush tropical...
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Property Overview:Prime Location: Caribbean Sunsets is nestled in a quiet and picturesque neighborhood, offering breathtaking waterfront living with open Gulf views. Enjoy lush tropical surroundings and easy proximity to local attractions, dining, shopping, and Sombrero Beach. *Saturday-to-Saturday...
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Emerald HorizonExperience elevated coastal living in this luxury 5-bedroom, 4-bath vacation rental in Marathon, Florida Keys, designed for large families and groups seeking premium comfort, modern design, and Gulf-access adventures. Located in the new community of Emerald Flats, this home includes...
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Tropical Canalfront Retreat Near Sombrero Beach – 2 Bed / 2 BathEscape to paradise at this beautifully appointed 2-bedroom, 2-bathroom vacation home located in the heart of Marathon, Florida. Nestled on a deep, wide canal, this waterfront getaway offers the perfect blend of comfort, convenience,...
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Welcome to Morton Street Charmer! This coastal cottage, nestled on the open Gulf of Mexico, offers 2 bedrooms and 2 bathrooms, with recently updated furniture for a fresh feel. Enjoy stunning water views and unforgettable sunsets from the spacious dock, perfect for boats up to 30 ft. Don't forget...
Featured review
Location location location! Absolutely perfect view every morning. House is a tad bit outdated and one of the tvs didn't work but overall a really good vacation. Everything was clean and comfortable.
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4BR 4.5BA Home w/ Fantastic Outdoor Entertainment Area, Outdoor Bar and Private Heated Pool!Casa Del Mar This stunning vacation rental features 4 spacious bedrooms, each with en-suite baths, including two master suites with king-sized beds and patio access. The open great room boasts a chef's...
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Peace at 7 Knots... The newest house on Sombrero Beach Road! Be the first to stay at our lovely home. It is wonderfully decorated with a "more is less" clean style while at the same time having all that you will need in a single family home located in Marathon. Whether you are vacationing with...
Featured review
Had a great stay at this property. House is wonderful. Everything we needed was there! Ice machine outside for fishing came in very handy. House is clean and nice, outside is very nice with pool tiki hut...
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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Villa FranchellaEscape to paradise and experience the epitome of luxury living in this new breathtaking 4-bedroom, 3-bathroom waterfront home in Marathon, FL. Located just minutes from the Gulf of Mexico with easy access from the 45' of available dockage, this newly renovated sanctuary offers...
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Escape to paradise at this stunning 3-bedroom, 3-bathroom single-family home in Key Colony Beach! Nestled in a prime location, this spacious home offers everything you need for a relaxing and unforgettable getaway. Whether you're a boating enthusiast, a pool lover, or just looking to unwind in the...
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DIRECT OCEANFRONT, fully updated, ground floor, single-family Home; 3 Bedrooms, 3 Baths. The home is all new and beautiful!! 50 feet of deepwater dockage with immediate access to the Ocean and Gulf and a gas dock right around the corner. Amazing views of the Atlantic and beyond. Now, with a pool just...
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Privacy galore at this great location on Sombrero Beach Rd with a brand new POOL! Famous Sombrero Beach is approximately half mile down the dedicated bike path from this stilted 3 bedroom single family pool home with dockage! Open concept living with expansive decks on both floors that boast open water...
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Key Lime Sunrise Watch the sunrise & feel the tropical breezes while sipping your coffee from the comfort of the upstairs screened terrace of this lovely and neatly maintained two bedroom two & a half bath home situated on Sombrero Beach Road. This charming getaway is within walking/biking distance...
Featured review
171 10th St. The duplex was very neat. We loved the screened in back porch (had to keep the fans going because of the heat). The pool chairs lacked comfort but we had seen that in the pictures and brought...
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Updated two bedroom, two bathroom half duplex on 11th street. Excellent location towards the end of the canal yielding instant access to Vaca Cut and the Open Atlantic, 37 ft of deepwater dockage on an extra wide canal is perfect for fisherman and families alike! Enter through the street-side screened...
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Escape to the heart of the Middle Florida Keys and experience laid-back island living at its finest in this beautifully appointed 3-bedroom, 2-bathroom waterfront retreat. Perfectly designed for families, couples, or boating enthusiasts, this inviting home combines comfort, convenience, and exceptional...
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Escape to paradise at our stunning 3-bedroom, 2-bathroom pool home, perfectly situated to offer breathtaking open Gulf views. This inviting retreat is designed for relaxation and enjoyment, making it the ideal getaway for families or friends seeking the ultimate Florida Keys experience.Highlights:Breathtaking...
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Direct oceanfront condo with stunning views of the Atlantic. Large heated pool, tennis, hi speed wifi. Stroll along the long span of beach or relax at the oceanfront pool. Or just sit on your private balcony and watch the world go by. Large open living area, master bedroom with King size bed, the guest...
Featured review
The condo well appointed with everything you would need for your stay. The pool beautiful and warm, unfortunately the railing on the stairs of the shallow end make it difficult for an adult to get in or...
Distance to beach: 3 miles to Sombrero Beach
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4BR 4.5BA Home w/ Fantastic Outdoor Entertainment Area w/ Full Kitchen, Yard Games, Bikes, Kayaks, Paddleboards!Casa PlayaWelcome to Casa Playa, a luxurious 4-bedroom, 4.5-bathroom home in Marathon, Florida. Nestled behind gates in a 4-home enclave, this custom-designed retreat offers an element...
Featured review
We had an amazing stay at this property from the moment we arrived, we were impressed with how immaculately clean and upscale the house was. The decor was beautiful, and everything felt fresh and well-maintained.The...
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Escape to paradise at Anglers End Estate the ultimate vacation getaway with unobstructed open water views and an indoor heated pool. This stunning property boasts 5 bedrooms, 3 full bathrooms, and over 3600sq ft of living space, making it perfect for family and friend gatherings. Enjoy the amazing, landscaped...
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Emerald TidesWelcome to Emerald Tides – a brand-new luxury vacation rental in Marathon, Florida, located in the exclusive Emerald Flats community. This oceanfront escape offers breathtaking open water views of the Gulf of Mexico, a private pool, premium dockage, and upscale interiors that reflect...
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Lovely ocean views at Lindsay Landing…A new ocean front home with views from every room! Right in the heart of Marathon, the location couldn’t be better, this home is close to grocery stores and restaurants, and you can walk to the new Children’s Rotary Park at the end of the street. This...
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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...
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Welcome to Tropical Sunsets, your tropical oasis in the heart of Marathon, Florida! This stunning 4-bedroom, 3-bathroom home offers a serene escape with breathtaking Gulf views and a perfect location for relaxation and adventure.*Saturday-to-Saturday Rentals OnlyProperty Overview: Prime Location: Tropical...
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Open concept meets modern elegance in this stunning canal-front pool home located on sought after Coco Plum in the heart of the Florida Keys. No detail has been spared, from its spacious design to its functionality and huge outdoor living space, this home is sure to be your dream vacation location! Dedicated...
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Emerald ShoresWelcome to your dream getaway at this direct oceanfront vacation rental in Marathon, Florida Keys. This stunning 5-bedroom, 4-bathroom home offers panoramic Gulf and Ocean views, a private heated saltwater pool, an outdoor kitchen, and a private boat slip at the community marina. Designed...
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This lovely, brand new home is located in a private, quiet residential area just 3 blocks from Sombrero Beach and 5 minutes or less to the open Atlantic by boat! 3 bedrooms and 2 baths, all tiled floors, pretty kitchen with granite tile counters. The master bedroom has a queen bed and en suite bath with...
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Fresh, clean, updated and excellent deepwater boating with expansive canal views is what you will find in our newest addition to our Coco Plum Beach neighborhood! Just minutes down the bike path to sandy Coco Plum Beach! This 3 bedrooms 2 bathroom home is just what you've been looking for in a vacation...
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Welcome to Coastal Charm, your serene seaside retreat located in Marathon, Florida! This charming condo offers 2 bedrooms and 2 bathrooms, making it ideal for families, couples, or small groups seeking a relaxing getaway.*Saturday-to-Saturday Rentals Only Property Overview:Prime Location: Situated...
Featured review
This place was nice, quiet, clean and on a private beach. Had plenty of room and we sat out on the balcony for several dinners and had great ocean views. Loved the area it was in. Condo and town were really...
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Check out Anglers at Sombrero Canal Front Townhome with a private pool and 30 ft of dockage! Just minutes to the stunning Sombrero Beach, this Villa-style home is perfectly located in the heart of the Florida Keys. This newer built villa offers beautiful views of the canal and surrounding neighborhood....
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Seaside SerenityWelcome to your exclusive luxury retreat in Marathon, Florida. Seaside Serenity is a brand-new, 4-bedroom 4.5-bathroom, private pool home where paradise meets perfection. With 35' of dockage and nestled in close proximity to the Atlantic Ocean, Gulf of Mexico, and Coco Plum Beach,...
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Welcome to your perfect home away from home in beautiful Marathon, where coastal elegance meets relaxed island living. This stunning new five-bedroom stilted home offers the ideal setting for families and groups looking to experience the very best of the Florida Keys.Designed with comfort and gathering...
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Welcome to your perfect Florida Keys escape in Marathon. This beautifully appointed 4-bedroom, 3-bathroom waterfront pool home offers everything you need for a relaxing week in the Keys—open water views, dockage for your boat, and spacious indoor and outdoor living designed for coastal comfort.Inside,...
Featured review
Spacious 5 bedroom/bath house near the beach, shopping, and restaurants. Tastefully decorated and comfortable beds.
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Stay right on Bonefish Bay in this spacious 4BR / 3BA waterfront home with two master suites. Bring your boat and enjoy a 70-ft dock with quick ocean access just 1 mile away. Relax in the private heated pool, fish from the dock, and enjoy peaceful waterfront views. Perfect for boaters, anglers, and families...
Featured review
The title says it all. We all agreed we would stay here again in a heartbeat! The house was clean and well maintained. The kitchen was well equipped though we had a little bit of a learning curve figuring...
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Forget your worries in this spacious and serene space. Enjoy all that Marathon has to offer in this perfect location within walking distance to Cocoplum beach. This spacious completely renovated 2 bedroom condo offers everything that you will need for your vacation rental. Offering a boat slip right outside...
Featured review
Fantastic condo in Marathon. Great location with its own community boat ramp, a dock right next to the condo, a pool, and a nice sandy beach a very short walk away. The best part was Katie Carillo the realtor...
Distance to beach: 5 miles to Sombrero Beach
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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: 5 miles to Sombrero
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Indigo Reef #41 is the BEST KEPT SECRET in the Florida Keys!! This home is spectacular in every sense of the word and not one detail has been overlooked. It is every renter's dream.Luxury and tranquility await you in this beautiful 3BR, 2.5 BA home at Indigo Reef Marina, named one of Marathon,...
Featured review
Indigo Reef #41 quickly became our family’s new favorite place to stay. This was our second trip to the Keys and this house was amazing. The attention to detail cannot be overlooked. The owner (Toni)...
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Sunset TidesExperience the ultimate Florida Keys getaway at our luxury waterfront vacation rental in Marathon, FL. This spacious 5-bedroom, 4-bathroom home offers breathtaking open water views of the Gulf of Mexico and Atlantic Ocean, a private heated pool and hot tub, 30-foot dock with power and...
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This 3 bedroom, 2.5 bath single-family modern home is great for entertaining! Enjoy the outdoor area with a pool and a separate hot tub or catch a game of pool on the main floor. This home is located on the 63rd Street canal and being ocean-side, it's just a quick trip out to sea where you'll...
Featured review
Spent Thanksgiving week at The Keys Retreat. Perfect location, house was very clean and kitchen stocked with everything you need. Really enjoyed the outside area in the pool and jacuzzi.
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2/2.5 Condo Unit, Direct Gulffront views - Wrap-around balconiesOsprey Point at Gulfpointe II is a wonderful vacation property that boasts 180-degree views of the Gulf of Mexico and Vaca Cut, an inlet that joins the Gulf of Mexico and the Atlantic Ocean as well as a view down the boat/fishing dock....
See the approximate cost before you contact the owner. Owners list cleaning fees, taxes, and any extras up front, and because you book directly with the owner there's no booking fee stacked on top. The 12.5% tax is Florida sales tax plus the Monroe County bed tax.
SHORT STAY
3 nights
all in
$657/night
| $454 × 3 nights | $1,362 |
| Cleaning + damage waiver | $390 |
| Tax (12.5%) | $219 |
| Booking fee | $0 |
| Total | $1,971 |
WEEKLY STAY
7 nights
all in
$554/night
| $437 × 7 nights | $3,059 |
| Cleaning + damage waiver | $390 |
| Tax (12.5%) | $431 |
| Booking fee | $0 |
| Total | $3,880 |
MONTHLY STAY
30 nights
all in
$443/night
| $381 × 30 nights | $11,430 |
| Cleaning + damage waiver | $390 |
| Tax (12.5%) | $1,478 |
| Booking fee | $0 |
| Total | $13,298 |
Winter and spring are the high season overall, and rates ease to their lowest in October, at the height of hurricane season. A nice stretch to visit is March through May, when the days are warm and dry and the water climbs from the mid-70s to the low 80s.
| Month | Median nightly | Difference from annual | High / low air temp | What’s going on |
|---|---|---|---|---|
| January | $471 | +5% | 77° / 56° | Sailfish season; Nautical Flea Market, Big Pine Key |
| February | $530 | +18% | 78° / 57° | Gigantic Nautical Flea Market, Islamorada |
| March | $550 | +22% | 80° / 60° | Original Marathon Seafood Festival |
| April | $457 | +2% | 83° / 64° | Seven Mile Bridge Run |
| May | $450 | 0% | 87° / 69° | Marathon Offshore Bull & Cow mahi tournament |
| June | $500 | +11% | 89° / 73° | Battle in the Bay dragon boat races; tarpon peak |
| July | $522 | +16% | 90° / 74° | Spiny lobster mini-season, last Wednesday and Thursday |
| August | $450 | 0% | 90° / 74° | Regular spiny lobster season opens |
| September | $414 | -8% | 89° / 74° | Peak hurricane season; reef and backcountry fishing |
| October | $380 | -16% | 87° / 69° | Florida Keys Hawkwatch at Curry Hammock; stone crab season opens |
| November | $394 | -12% | 83° / 64° | Stone crab in full swing; high season begins |
| December | $438 | -3% | 79° / 59° | Holiday lighted boat parades |
Based on the median Marathon nightly rate on FloridaRentals.com.
Marathon anchors the Middle Keys, strung along US-1 by mile marker (MM), so "where to stay" comes down to how far north or south you are and whether you want a canal home with a dock or an oceanfront condo. The areas below all sit within a few minutes of central Marathon at MM 50.
Key West International (EYW) is the closest, about 48 miles and an hour down US-1. Miami (MIA) is the bigger gateway at about 2.5 hours, with Fort Lauderdale (FLL) a little farther as the budget alternate.
Marathon is strung along 13 miles of US-1, so a car is effectively required. Two commuter buses run the highway: the 301 Dade-Monroe Express north to Florida City and the Lower Keys Shuttle south to Key West, each just a few dollars a ride. Both are built for commuters.
In Marathon's residential areas, licensed vacation rentals run 7 to 28 nights, and stays under a week are generally prohibited. The exact minimum still varies by property, zoning, and HOA, and oceanfront condo associations add their own age and parking-decal rules.
You'll find the best rates between the summer travel season and winter, when snowbirds arrive. However, you run the rusk of storms during these months. The other season to time is sargassum, the harmless drift seaweed that washes onto Marathon's Atlantic-facing beaches from about May through August.
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