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Marathon and Key Colony Vacation Rental Properties

The Cities of Marathon and Key Colony Beach are unique investment opportunities here in the Florida Keys! Every other Key has a 28 day minimum rental restriction in Monroe County, while these two cities incorporated long ago, and created their own vacation rental rules. As such, both these cities allow minimum 7 day rentals for single family, duplex, half duplex, and multi family homes! 

Marathon is a super popular vacation rental destination. It is family friendly, has an abundance of restaurants and bars, and fun things to do for everyone! Most activities are based on having fun on the water, drawing large numbers of tourists. Vacation rental properties here are in high demand to both purchase and rent!

Condos and townhomes have their own rules, so short term rentals for condos and townhomes in these two cities are property specific.

Whenever buyers are interested in the Middle Keys, we also include the waterfront condos and townhomes in Duck Key, which can be part or Hawks Cay resort management, or managed independently. These properties can allow as little as 1 day rentals, as can Coral Lagoon Resort, Key Harbor condos, Tranquility Bay, and the Continental Inn in Marathon.

There are specific rules when it comes to owning a property that is part of a resort, and using the onsite resort rental management program. They can change year by year, so call us if you would like the current details!

This is a partial search, focusing on properties with pools... use the main search box at the top of the page to see more search results!

Return to the Useful Information Page!

821 W Ocean Dr Unit 3, Key Colony image
821 W Ocean Dr Unit 3, Key Colony $1,649,000 ▼

Welcome to Turtle Cay. This exclusive townhome beachfront complex is singularly unique and it offers superior living spaces, amenities and 150' of deep sandy beach. Th...

  • 4 Beds
  • 4 Baths
  • 617799 MLS
11600 1st Ave Unit 32, Marathon image
11600 1st Ave Unit 32, Marathon $1,499,000

LUXURIOUS townhome in desirable INDIGO REEF located in Marathon! One of the most beautiful units in this upper end development with immaculate interior finishes and spect...

  • 3 Beds
  • 3 Baths
  • 610221 MLS
227 Sombrero Beach Road Unit 1, Marathon image
227 Sombrero Beach Road Unit 1, Marathon $1,399,000

43' DOCK! FRESHLY UPDATED INTERIOR! This tastefully furnished half duplex townhome features 4 generous bedrooms, 3 full bathrooms, a laundry room and a dream kitchen! ...

  • 4 Beds
  • 3 Baths
  • 613547 MLS
95 Coco Plum Dr Unit 5D, Marathon image
95 Coco Plum Dr Unit 5D, Marathon $1,300,000

Experience the pinnacle of oceanfront living in this breathtaking townhome within the highly sought-after Bonefish Yacht Club — a private, upscale enclave nestled along t...

  • 3 Beds
  • 3 Baths
  • 614988 MLS
96 Ave C, Unit 4, Marathon image
96 Ave C, Unit 4, Marathon $1,250,000

Fully licensed 7 day vacation rental property now offered at Bonefish Yacht Club Townhomes, a Middle Keys premiere boating community cloistered around the 50 slip Bonefis...

  • 2 Beds
  • 3 Baths
  • 621219 MLS
190 10th St Unit 190, Key Colony image
190 10th St Unit 190, Key Colony $1,200,000 ▼

This Beautiful Half duplex has a New Addition added to a well-maintained townhouse-style half duplex. In addition to the 3 bedrooms, there is a family room/ den upstairs...

  • 3 Beds
  • 4 Baths
  • 619746 MLS
12399 Overseas Highway Unit 12, Marathon image
12399 Overseas Highway Unit 12, Marathon $1,200,000 ▼

Welcome to Coral Lagoon in the Heart of the Florida Keys. THE NEW DOCKS ARE IN AND READY FOR YOUR BOAT. This townhome has been tastefully remodeled leaving you to relax ...

  • 3 Beds
  • 3 Baths
  • 614760 MLS
11600 1st Ave Unit 26, Marathon image
11600 1st Ave Unit 26, Marathon $1,199,000

Rarely available end-unit townhome in the highly coveted, gated community of Indigo Reef! Because Unit 26 is a premium end-unit, it is bathed in abundant natural light...

  • 3 Beds
  • 3 Baths
  • 620657 MLS
96 Ave C, Unit 3, Marathon image
96 Ave C, Unit 3, Marathon $1,175,000

Exceptional investment opportunity in the exclusive Bonefish Yacht Club -- one of the few Florida Keys communities permitted for lucrative short-term 7-day vacation renta...

  • 2 Beds
  • 3 Baths
  • 620715 MLS
12690 Overseas Hwy Unit APT 34, Marathon image
12690 Overseas Hwy Unit APT 34, Marathon $1,100,000

Experience waterfront living at its finest in this beautifully remodeled 2-bedroom, 2.5-bath condominium in the highly sought-after Gulfpointe I Condominiums. One of the ...

  • 2 Beds
  • 3 Baths
  • 620886 MLS
11600 1st Ave Unit 23, Marathon image
11600 1st Ave Unit 23, Marathon $999,000

THE LOWEST-PRICED UNIT CURRENTLY ON THE MARKET AT INDIGO REEF, OFFERED UNDER $1 MILLION! An incredible opportunity to own in one of Marathon's most sought-after Gulf-fron...

  • 3 Beds
  • 3 Baths
  • 621097 MLS
95 Coco Plum Dr Unit 2D, Marathon image
95 Coco Plum Dr Unit 2D, Marathon $995,000

Experience the best of the Florida Keys in this beautifully appointed 3-bedroom, 2.5-bath waterfront townhome in the desirable Bonefish Townhomes community. Offering pano...

  • 3 Beds
  • 3 Baths
  • 620681 MLS
2600 Overseas Hwy Unit # 22, Marathon image
2600 Overseas Hwy Unit # 22, Marathon $849,000

Introducing an exquisite POOLSIDE retreat at Tranquility Bay Beachfront Resort in the heart of the Florida Keys--a pinnacle of refined island sophistication and world-cla...

  • 3 Beds
  • 2 Baths
  • 620221 MLS
1133 W Ocean Dr Unit 6, Key Colony image
1133 W Ocean Dr Unit 6, Key Colony $844,000 ▼

Motivated Sellers want you to experience the sweeping ocean views and breathtaking sunsets, from both floors of this beautifully updated oceanfront residence in Key Colon...

  • 3 Beds
  • 3 Baths
  • 617508 MLS
1133 W Ocean Dr Unit 2, Key Colony image
1133 W Ocean Dr Unit 2, Key Colony $749,000

Reduced Quarterly Dues! Own a piece of paradise perfectly situated at the southern point in Key Colony Beach. This turnkey property not only offers comfort with tropical ...

  • 3 Beds
  • 3 Baths
  • 613852 MLS
307 Sombrero Blvd Unit 2, Marathon image
307 Sombrero Blvd Unit 2, Marathon $699,000

A rare two story CBS townhouse condo with both open water views and an assigned boat slip overlooking scenic Boot Key Harbor in desirable and quiet Sombrero area neighbor...

  • 2 Beds
  • 2 Baths
  • 620522 MLS
5100 Sunset Village Dr, Duck image
5100 Sunset Village Dr, Duck $695,000 ▲

Live the Florida Keys Lifestyle in Sunset Village! This unique 2-bedroom, 2.5-bath townhouse offers something you don't see often, ocean views from both the front and the...

  • 2 Beds
  • 2 Baths
  • 617967 MLS
7026 Harbor Village Dr, Duck image
7026 Harbor Village Dr, Duck $639,000

Recently updated throughout, featuring a completely renovated spa/jacuzzi installation, brand new tile flooring throughout the entire unit, and freshly painted interior a...

  • 2 Beds
  • 3 Baths
  • 618452 MLS
601 W Ocean Dr Unit 316-D, Key Colony image
601 W Ocean Dr Unit 316-D, Key Colony $635,000 ▼

Oceanfront Paradise Awaits at The Cay! Experience the ultimate Keys lifestyle in this pristine, never-before-rented 2-bedroom, 2.5-bathroom townhouse-style condomini...

  • 2 Beds
  • 3 Baths
  • 620070 MLS
5092 Sunset Village Dr Unit Hawks Cay Resort, Duck image
5092 Sunset Village Dr Unit Hawks Cay Resort, Duck $635,000

This elegant villa is perfectly situated just steps from the Sunset Pool, offering breathtaking water views. As an end unit, it enjoys an abundance of natural light, brig...

  • 2 Beds
  • 2 Baths
  • 611959 MLS
423 Sombrero Beach Road Unit 10, Marathon image
423 Sombrero Beach Road Unit 10, Marathon $559,000 ▼

Experience the best of island living in this canal front 3 bedroom, 2.5 bath condo just steps from Sombrero Beach. Designed for both relaxation and adventure, this spacio...

  • 3 Beds
  • 3 Baths
  • 618466 MLS
601 W Ocean Dr Unit 311D, Key Colony image
601 W Ocean Dr Unit 311D, Key Colony $545,000 ▼

Nestled in the heart of Key Colony in the Florida Keys, this beautiful condo spans 1,343 square feet and features two bedrooms and two and a half bathrooms. The open-co...

  • 2 Beds
  • 3 Baths
  • 617628 MLS
2600 Overseas Highway Unit 48, Marathon image
2600 Overseas Highway Unit 48, Marathon $429,000 ▼

Classic Keys Beach House Vibe with Proven Rental Income! Discover the ultimate Florida Keys getaway and investment opportunity with this 2-bedroom, 2.5-bathroom beachf...

  • 2 Beds
  • 3 Baths
  • 620168 MLS
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Ewa and Peter Schwarz, Realtors®                  mls
Proud Islamorada Residents
TheKeysLifestyle@gmail.com                                
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