Luxury Vacation Rentals in Marathon

(88 rentals)
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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to Sombrero Beach

$413

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Beautifully updated 3 bedroom, 2 bathroom stilted home on exclusive Flamingo Island in the high-demand Sombrero Beach area. This home will not disappoint. Fantastically lush and meticulously landscaped yard by local famous design artist featuring a large, brand new heated/chilled pool with plenty of built ...

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Property Type

Marathon House

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$399

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

NEW TO MARKET AND AVAILABLE FOR LOBSTER MINI SEASON!!! This new construction has everything. This concrete house is waterfront with great views of Bonefish Bay. The 70 foot dock is built in 10-12 foot water. It is frequented by manatee, dolphin, and numerous mangrove snapper. The large heated pool ...

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Property Type

Marathon House

"Excellent home"

You and your friends and family will love this paradise.. Stayed here 4 times already. Don't pass up the opportunity to see for yourself!

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Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner

About this property

NEW TO MARKET AND AVAILABLE FOR LOBSTER MINI SEASON!!! This new construction has everything. This concrete house is waterfront with great views of Bonefish Bay. The 70 foot dock is built in 10-12 foot water. It is frequented by manatee, dolphin, and numerous mangrove snapper. The large heated pool ...

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Property Type

Marathon House

"Ma920"

Great place!! Loved it . Parking is tight, They do have trailer storage offsite. Jessica was easy to work with and highly recommend contacting her!!!

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Blue Shell is a delightful new canal front vacation home with a pool, just a minute to the ocean and open water and lots of fun amenities! It is also about 10 minutes from both Coco Plum Beach and Sombrero Beach.The dock is 50' and there is parking on the side of the house for truck and trailer. ...

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Property Type

Marathon House

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3 BR | 2 BA | Sleeps 8 | Quick View

6
owner special
Owner special: June 1-8 Cancellation - Reduced to $2800 ALL IN (from $3780 all in).

$388

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Our waterfront, single-family home, affectionately named “Turtle Cove”, offers 3 bedrooms, 2 baths, and an 80 ft seawall with quick ocean access! This tastefully furnished Keys home is located on a quiet side street in a residential neighborhood on the Atlantic side of the Island, just 5 houses ...

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Property Type

Marathon House

"Customer Service Outstanding"

House was clean, pool area great, any small issues we encountered dealt with promptly. Close to everything needed.

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3 BR | 3 BA | Sleeps 8 | Quick View

7

Distance to beach: 2 miles to Sombrero Beach

$386

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Private pool
  • Rentals by owner

About this property

Waterfront Keys home with wide open view of the Gulf of Mexico. 3 Bedroom 3 bath, half-duplex home with private pool, dock with great amenities - perfect for three couples or a family. Great location that's walk-able to the 7-Mile bridge and some of Marathon's best restaurants and bars. Incredible ...

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Property Type

Marathon House

"Great ‘Girls’ Vacation"

Well appointed home with fabulous views! We were lucky enough to see Grouper, Barracuda and Angel Fish from the dock area. A pleasant surprise was us seeing a small pod of Dolphins go by as well. This ...

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3 BR | 2 BA | Sleeps 8 | Quick View

5

$385

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen

About this property

Have a truly blissful vacation at this charming, Gulf Front home that sits on one acre of pristine property on exclusive Morton St. Enjoy the magnificent open Gulf views from nearly every room. This unique home is reminiscent of the way the Keys used to be…..charming! Perfect area for walking, ...

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Property Type

Marathon House

"Great house and hot tub/ pool central in Marathon"

Had a great family week at this lovely home with pool, hot tub and tiki hut. The furniture was comfortable and the kitchen was great. We visited many of the local state parks and beaches, the restaurants ...

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3 BR | 2.5 BA | Sleeps 8 | Quick View

6
owner special
Owner special: End of May/Memorial Day Weekend is open! *Inquire for best deal available*

Distance to beach: 3 miles to Sombrero Beach

$380

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Pool
  • Rentals by owner

About this property

Under new ownership & management *Modern updates, new furniture, brand new docks, pool etc- updated Photos soon!* A spacious bayside 3 BR 2.5 BA retreat within the Indigo Reef resort community with many extras for anglers, families, snowbirds, or tourists! Beautiful views from both levels of canals, ...

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Property Type

Marathon Villa

"Unit 54"

One of the nicest places we’ve been to and hope to come back soon we had everything we needed and more clean updated comforts of home we fell in love with everything and couldn’t have had a better vacation

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3 BR | 3 BA | Sleeps 8 | Quick View

Distance to beach: 0.7 miles to Coco Plum Beach

$380

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

Beautiful Bonefish Yacht Club 3/3 townhome! Overlooking the waterfront marina, this 3 story townhome, end unit has been thoughtfully updated and curated for a tranquil hotel experience with all the comforts of home. We welcome you to ask questions and look forward to having you as our guest!We fell ...

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Property Type

Marathon Townhome

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2 BR | 2 BA | Sleeps 8 | Quick View

7

Distance to beach: 5 miles to Coco Plum Beach

$372

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

Searenity was just recently renovated and is a brand new ground level vacation rental! A direct shot to the Gulf in about two minutes and nestled in a nice quiet neighborhood on Dolphin Drive in Marathon, this home is in a great central location, not far from Publix Supermarket, all the restaurants and ...

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Property Type

Marathon House

"Lobster Lovers Paradise"

This is our second year at this beautiful home. We spent two weeks here during lobster season and didn’t want to leave! After a long day of lobstering, the pool is a blessing! So many amenities that made ...

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3 BR | 2 BA | Sleeps 6 | Quick View

$364

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Adorable home just moments to the ocean. Lovely pool 10 X 20 (goes from 3′ to 5′) Pool heat is $200 add’l if paid in advance, or $250 on arrival plus taxes. 8 X 15 tiki to relax under the shade. 4 Flat screen TVs all w/DVD players. 55″ in L/R, 42″ in master bedroom and both ...

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Property Type

Marathon House

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3 BR | 3 BA | Sleeps 8 | Quick View

12

Distance to beach: 3 miles to Sombrero Beach

$363

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

Welcome to Villa Nena!Stay in a beautiful villa in the exclusive Flamingo Island in Marathon, FL, located on a lagoon close to the famous Sombrero Beach and many well-known local restaurants. With the home just 10 min from the ocean by boat, you can enjoy the Florida Key's world class fishing, ...

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Property Type

Marathon House

"Great place to stay"

Great house, all amenities we needed were there. The house was very clean and tidy. Great central location to travel to all the Keys. Jose was extremely helpful and very accommodating. We will go back:)

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2 BR | 2 BA | Sleeps 6 | Quick View

1

Distance to beach: 10 feet to Sombrero Beach

$363

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

2/2 with 100 feet deep canal, 5 minutes to the ocean. Plenty parking pets welcome. Each Room has a TV. WiFi available . Keyaki Available.

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Property Type

Marathon House

"Amazing"

This entire house rental was beautiful! Nicely decorated and well appointed kitchen items. Only a mile from Sombrero Beach. Rode our bikes everyday! Saw gorgeous sunrises and sunsets!We would rent again.

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3 BR | 2.5 BA | Sleeps 8 | Quick View

last minute deal
LAST MINUTE DEAL 5/1 - 5/31: Rates reduced for May. $2997/week ALL IN. Don't miss this opportunity.

$358

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

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 ...

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Property Type

Marathon House

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DEAL

2 BR | 2 BA | Sleeps 6 | Quick View

15

Distance to beach: 2 miles to Sombrero Beach

$352

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Private pool
  • Rentals by owner

About this property

A beautiful waterfront half duplex home in a tropical setting with views of the Gulf of Mexico and incredible sunsets. Recently renovated octagonal shaped home with wide open water views from every window. Newly furnished comfortable interior with all the amenities you'd expect. Brick pavers surround ...

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Property Type

Marathon House

"Best trip EVER!"

Will definitely be back to this house. The house was perfect! We saw manatees, lots of sea turtles, tropical fish and caught a tarpon! The house is ideally located and very private. We had a fabulous two ...

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3 BR | 3 BA | Sleeps 8 | Quick View

2

$350

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Nice setting across from the Golf Course in Sombrero. Lovely home with top end kitchen appliances and all the conveniences for a perfect vacation. 27 X 12 pool (heat is $200/wk add’l). The golf course is at your front door for added privacy and serenity. 50′ of dockage with electric, fish ...

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Property Type

Marathon House

"Lobster vacation"

House was very nice. Bait freezer downstairs was a plus. pool very very nice and useful. boat dock was in great condition. Only downfall was limited tvs in bedrooms, but who's in the keys to watch TV. Over-all ...

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$343

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

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 ...

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Property Type

Marathon House

"Quiet and relaxing"

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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2 BR | 2 BA | Sleeps 6 | Quick View

$319

avg/night

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Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

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 ...

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Property Type

Marathon House

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3 BR | 2 BA | Sleeps 8 | Quick View

Distance to beach: 3 miles to Sombrero Beach

$317

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

Want to check in on a Tuesday and leave on Tuesday? We can be flexible with your check in day! Still 7 night minimum required.This spacious 3-bedroom, 2-bathroom single-family vacation home, that we lovingly call the SEAHORSE, is great for entertaining! The open living and kitchen/dining area allow ...

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Property Type

Marathon House

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2 BR | 2 BA | Sleeps 6 | Quick View

5

$316

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront

About this property

A Fisherman's Paradise! Immediate Access to the Atlantic, Private 35' Dock to bring your boat or rent one that can be provided upon request if the dates are available. 2 Bedroom, 2 Bath with a Loft. Large Deck space on top and even larger covered area below for relaxing in a hammock, playing ...

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Property Type

Marathon House

"Great Vacation"

We rented "Reel'em Inn" for a family getaway. It was perfect. Just as advertised. The location was great. The amenities were awesome. The house was well furnished and very clean. The swim spa was a wonderful ...

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2 BR | 1.5 BA | Sleeps 4 | Quick View

1

Distance to beach: 3 miles to Sombrero Beach

$303

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool
  • Rentals by owner

About this property

Welcome to DragonFly Lite our home in Marathon, FL in the heart of the beautiful Florida Keys, the house has 2 bedrooms a Queen in the master and 2 twins in the guest room, one bathroom + our outdoor shower, all the towels you will need for the pool or beach (please leave the sand outside). It’s ...

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Property Type

Marathon House

"A Magical Place to Isolate"

Though Dragonfly Lite would be a marvelous place to vacation anytime, it proved especially so in a global pandemic. We had everything we needed right there on property. The pool is pristine, the home was ...

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$300

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Private pool

About this property

If you are looking for a tropical Keyz experience, you have arrived in paradise at this three bedroom two bathroom home on a direct ocean access canal which has all the comforts of home and more. **This is a 3 bedroom 2 full bathroom rental** There is no ground floor apartment or access as of 2022.* Directly ...

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Property Type

Marathon House

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2 BR | 2 BA | Sleeps 6 | Quick View

$300

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool

About this property

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. ...

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Property Type

Marathon Condo

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2 BR | 2 BA | Sleeps 5 | Quick View

2

$295

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Pool

About this property

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 ...

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Property Type

Marathon Condo

"Great location!"

Location is everything with this house Pool and beach!! We used our stand up paddle boards right from the beach! Morning and nightly walks were so nice The house could use some updating but we were ...

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2 BR | 2.5 BA | Sleeps 6 | Quick View

$286

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pool

About this property

Quiet, secluded townhouse that has amazing views of the tropical surroundings. The unit has two levels, so that no one is living above or below you. The two spacious wrap around decks reveal the Canal feeding in from the Gulf of Mexico and the heated swimming pool. There is a large 10 slip Gulfpointe ...

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Property Type

Marathon Townhome

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2 BR | 2.5 BA | Sleeps 6 | Quick View

13

$286

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Rentals by owner

About this property

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 ...

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Property Type

Marathon Condo

"Vacation 2024"

We stayed in this beautiful condo for 2 weeks. The view of the water every morning was so relaxing. We Enjoyed many of the wonderful restaurants, shops, and walking areas in marathon. We took a couple ...

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Key Amenities

  • Air conditioning
  • Kitchen
  • Pool
  • Rentals by owner

About this property

2 bedrooms, 2 bathrooms ideal getaway in Coco Plum Beach, the Florida KeysAnchors Away is a completely remodeled condo in Coco Plum Terraces that includes updated kitchen with granite, beautiful coastal furnishing and décor. Enjoy views of the canal right from the 2nd floor private balcony. ...

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Property Type

Marathon Condo

"Paradise!"

The condo is beautiful and updated with beautiful amenities. The location is excellent for the beach restaurants and all Florida Keys activities! The street is quiet and easy to locate. The condo owner ...

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3 BR | 2 BA | Sleeps 6 | Quick View

Distance to beach: 1 miles to Sombrero Beach

$257

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

This beautifully updated, canal front home offers a dock for up to a 40' boat! This home also offers 3 Bedrooms, 2 Full Bathrooms, 1(2 person) Kayak, 1 Paddleboard, 3 Bikes, 6 Beach Chairs, Grill, Fish Cutting Table, outdoor freezer, Covered Porch, Lower-Level Lounge Area and all of this is less ...

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Property Type

Marathon House

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3 BR | 2 BA | Sleeps 8 | Quick View

$257

avg/night

View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront

About this property

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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Property Type

Marathon House

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Key Amenities

  • Air conditioning
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

Our wonderful, Oceanside and waterfront home is just two minutes from the Atlantic Ocean and Vaca Cut. No bridges to the Atlantic and super easy to access the Gulf via Vaca Cut.This home is completely remodeled and features brand new furniture throughout. The 55 foot dock is brand new and awaits your ...

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Property Type

Marathon House

"Great Vacation Rental"

We came in by boat and had a wonderful stay in this home. Rooms are large and plenty of space to move around. Sunrises are beautiful. Outside freezer for fish and bait was a great asset. Nice area to take ...

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3 BR | 2 BA | Sleeps 8 | Quick View

$249

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen

About this property

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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Property Type

Marathon House

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Key Amenities

  • Air conditioning

About this property

This Stilted 3 bedroom and 2 bathroom upper level home is completely renovated with all new furniture, bedding, floors, walls and kitchen.Please Note: Lower portion of house is not available for renting and guests must climb 1 flight of outside stairs. If you are looking for a place to party and invite ...

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Property Type

Marathon House

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pool
  • Rentals by owner

About this property

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 ...

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Property Type

Marathon Condo

"Water’s Edge"

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 ...

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3 BR | 2 BA | Sleeps 8 | Quick View

$239

avg/night

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly

About this property

Cute, quiet neighborhood in the heart of Marathon. Come relax in our charming traditional Florida Keys conch cottage, with tile and terrazzo floors throughout. Including a spacious, fully screened back porch, the length of the house adds more room for entertaining or enjoying the beautiful flower gardens. ...

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Property Type

Marathon House

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2 BR | 2 BA | Sleeps 6 | Quick View

13

Distance to beach: 2 miles to Sombrero Beach

$225

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Rentals by owner

About this property

Gorgeous crystal clear, open water views of the Gulf of Mexico, incredible sunsets. Deep Water Dockage for your boat, snorkel, fish or dive right from the dock.This is not your typical canal home that are rented throughout Marathon. This one has open water, privacy and an un-obstructed view. This ...

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Property Type

Marathon House

"Wildlife viewing paradise"

Wow! The lagoon was teaming with wildlife: Each day we were granted numerous turtle sightings, tarpons, and parrot fish. A family of manatee came to our dock and stay for a few days: I never thought that ...

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2 BR | 1 BA | Sleeps 6 | Quick View

1

Distance to beach: 3 miles to Sombrero Beach

$224

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

Experience tranquil serenity in the heart of Marathon, Florida with this stunning canalfront half duplex. Imagine waking up each morning to the soothing sound of palm trees in the wind, while you bask in the warmth of the Florida sun on your very own screened-in porch overlooking the water.This enchanting ...

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Property Type

Marathon House

"Faro Blanco Condo"

We absolutely loved our condo. It was spacious, beautifully decorated and very comfortable, as well as very well stocked. Our large lanai, which overlooked the lovely grounds, the marina, and the Gulf, ...

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2 BR | 1 BA | Sleeps 6 | Quick View

2

Distance to beach: 3 miles to Sombrero Beach

$217

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Rentals by owner

About this property

Adorable half duplex with a bohemian island feel!This house is a 2 bedroom 1 bathroom, canalfront half duplex. There's a screened in porch so you can relax in comfort on the water. There is 24' of dock space. There's a charcoal BBQ grill, Cable TV, WIFI, washer/dryer, and all the amenities ...

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Property Type

Marathon House

"Cozy little place"

My husband and I had an excellent time inside and outside the bungalow. It looks small but you will be amazed at all the room it has. The bungalow had a screen porch to die for and fishing right out the ...

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2 BR | 2 BA | Sleeps 5 | Quick View

3

Distance to beach: 7 miles to Sombrero

$205

avg/night

View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

Great news, we just completed construction of a brand new 60FT dock. We have a kayak launch and plenty of room for your boat.Our indoor upgrades included getting a Tempur Pedic king-size adjustable bed for the master bedroom (raise the head or feet). All the TVs are now 4K smart TVs, which we mounted. ...

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Property Type

Marathon House

"Everything you want or need."

This house has the latest and greatest of everything. It's beautifully decorated and located on the best part of the island. Over looking a heated pool, it's steps away from an elevated observation deck ...

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Marathon Vacation Rentals