Marathon Vacation Rentals with Private Pool

(63 rentals)
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Marathon House | On the beach
6 BR | 5 BA | Sleeps 14 | Quick View
Sleeps 14, 6 bedrooms, 5 bathrooms
2 reviews

$1332

avg/night

$1,332
avg per night
View Details

Key Amenities

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

About this property

Great for Family Reuions, and Large Groups vacationing in the Florida Keys! Fabulous 6500 sq ft. vacation paradise. Includes everything you need for a perfect Family Reunion or large destination vacation. Private Vacation Rental Waterfront Home with 6 Bedroom 5 Baths Private Pool and Spa ~Tiki Hut, ...

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Property Type

Marathon House

Featured review

"Amazing place and hosts"

This place was beautiful and well taken care of. It had anything and everything you could possibly need while on vacation. The hosts Captain Bob and Liz were also very helpful and kind. Thanks for sharing ...

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Marathon House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

$887

avg/night

$887
avg per night
View Details

Key Amenities

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

About this property

"This house was very clean and well very well put together. So much to do just at the house alone. Eric was very responsive..." - Bailey Set your compass for Captain's Quarters, your tropical paradise nestled in Marathon. Minutes from the shores of Sombrero Beach, this 4BR/3BA home casts ...

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Property Type

Marathon House

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Marathon House
2 BR | 1.5 BA | Sleeps 4 | Quick View
Sleeps 4, 2 bedrooms, 1.5 bathrooms
1 review

Distance to beach: 3 miles to Sombrero Beach

$306

avg/night

$306
avg per 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

Featured review

"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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Marathon Villa
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms
7 reviews

$588

avg/night

$588
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

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). ...

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Property Type

Marathon Villa

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Marathon Estate
3 BR | 2.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 2.5 bathrooms
14 reviews

$498

avg/night

$498
avg per night
View Details

Key Amenities

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

About this property

Mar Azul is a High-end Oceanfront Residence overlooking the tranquil 'Bonefish Flats' of Marathon. Enjoy a Private, Secluded 3-Story Home with Spectacular Views of the Atlantic Ocean! Densely surrounded by Nature, the Property includes a Private In-Ground Pool Deck featuring an Outdoor Gazebo ...

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Property Type

Marathon Estate

Featured review

"A safe and beautiful haven for my family"

To begin with Lisa is the hot digging bomb The property is amazingly beautiful and immaculately kept They even have a butter dish My husband had a great 60yh Bday, Lisa even had a ballon waiting for ...

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Marathon House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms
6 reviews

$347

avg/night

$347
avg per night
View Details

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

Featured review

"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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Marathon House
4 BR | 4.5 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 4.5 bathrooms
3 reviews

Distance to beach: 1 miles to Sunset Park

$588

avg/night

$588
avg per night
View Details

Key Amenities

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

About this property

Family-friendly Waterfront Oasis w Heated Lazy River Pool and 70' Dock Summary: Bring the family to the Florida Keys vacation of your dreams! Located in family-centered Marathon while still located in the middle Keys with the best access to the whole of the Keys for exploration. Enjoy ...

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Property Type

Marathon House

Featured review

"Private Paradise"

We could not have stayed at a better place in Marathon. The owners Roger & Amy are great hosts. We hardly saw them but it was nice knowing if we needed something they were close by. The view from the ...

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Marathon Villa
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms
2 reviews

$578

avg/night

$578
avg per night
View Details

Key Amenities

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

About this property

MARATHON ANGLER'S RETREAT in Marathon is a brand new property with every modern convenience and warm coastal decor! Located right on a canal (just 15-20 minutes from open water) it has its own private dock (can accommodate up to a 35' boat on a 32' dock), fish cleaning station, private ...

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Property Type

Marathon Villa

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Marathon House
3 BR | 3.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3.5 bathrooms
8 reviews

$531

avg/night

$531
avg per night
View Details

Key Amenities

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

About this property

VACA-22-238 BRAND NEW BUILD! 3- bedrooms with king beds and full size bathrooms, and 1/2 bath for guests. Large common area living room and open kitchen. Located on canal three houses from the ocean, with great open water views. Pool with sitting area under the house. Our home offers a 60' ...

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Property Type

Marathon House

Featured review

"Sandy Flats ️"

This Florida rental was exceptional. We had booked this property two years prior to our vacation date and were using this as a family vacation. Unfortunately, a week before our vacation my Father passed ...

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Marathon House
5 BR | 4 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 4 bathrooms
6 reviews

$844

avg/night

$844
avg per night
View Details

Key Amenities

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

About this property

Pineapple Tides, located at "The Tides at Vaca Cut" (Unit #8), is a new 5 bedroom 4 bath home with a private pool and boat slip! Perfectly situated on the water with stunning views, sunrise and sunset colors, and direct quick access to both the Atlantic Ocean and the Gulf of Mexico via Vaca ...

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Property Type

Marathon House

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Marathon House | On the beach
4 BR | 4 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 4 bathrooms

Distance to beach: 3 miles to Curry Hammock State Park

$1099

avg/night

$1,099
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kitchen
  • Oceanfront
  • Private pool

About this property

Casa Feliz isn't just a vacation rental, it's your own private oasis. Visualize yourself driving through the grand entrance, lush foliage cascading around you, transporting you to the heart of the American Caribbean. Pass by the fragrant citrus grove on your way to a sparkling pool with a cascading ...

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Property Type

Marathon House

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Marathon House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms
4 reviews

$680

avg/night

$680
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Tingler Retreat is a newly renovated tastefully decorated 3 bedroom, 3 bath home with a pull-out couch, has a peek-a-boo view of the ocean and is seconds to open water in your boat! It has an open floor plan and is ground level with plenty of natural light and a fully fenced yard! Available for guest ...

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Property Type

Marathon House

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Marathon House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2.5 bathrooms
2 reviews

$440

avg/night

$440
avg per night
View Details

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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Marathon Villa
4 BR | 3 BA | Sleeps 14 | Quick View
Sleeps 14, 4 bedrooms, 3 bathrooms

$700

avg/night

$700
avg per night
View Details

Key Amenities

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

About this property

WELCOME TO THE KEYS! Mega tropical oasis with 2 HOUSES! No you are not dreaming. Yes there are 2 houses connected together totaling 5 beds, 3 full bathrooms, 2 outdoor showers , 2 six person Hottub’s and 2 kitchens. Along with kayaks, beach bikes, volley ball, bocci ball, fire pit, corn hole and ...

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Property Type

Marathon Villa

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Marathon House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

$465

avg/night

$465
avg per night
View Details

Key Amenities

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

About this property

Ocean Oasis Escape to this newly built, stunning 4-bedroom, 3-bathroom vacation home nestled in the heart of Marathon, FL. Perfectly situated in Coco Plum and boasting a private pool and dock, this retreat offers everything you need for an unforgettable getaway in the Florida Keys. ••• ...

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Property Type

Marathon House

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Marathon House | On the beach
6 BR | 5 BA | Sleeps 14 | Quick View
Sleeps 14, 6 bedrooms, 5 bathrooms
4 reviews

Distance to beach: 0.1 miles to Sombrero Beach

$1321

avg/night

$1,321
avg per night
View Details

Key Amenities

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

About this property

Waterfront 6 Bedrooms , 5 Baths, canal views. On the HIGHLY sought after Sombrero Beach !!! (We rent weekly only, and our Check-in is on a Saturday and Check-out is on a Saturday dates only so we can optimize our months.) Our houses are safe and clean because we disinfect them with the highest ...

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Property Type

Marathon House

Featured review

"The house was perfect for our fishing trip."

The house was very clean, and location could not be better. The house was more amazing than the pictures showed. The outside tiki hut, (2) barbeque grills and pool made a perfect end to a day of fishing. ...

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Marathon Villa
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms
6 reviews

$490

avg/night

$490
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

"SOMBRERO HEAVEN" is a canal front 4 bedroom 3 bath attached Villa with neighborhood ocean front beach just down the street! It has a private pool that can be heated or chilled (for a fee), private dock (up to 35' boat), fish cleaning station, bait freezer and 4 new bikes! Additionally, ...

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Property Type

Marathon Villa

Featured review

"Everything you could want in a vaca rental"

Meredith is prompt and helpful. Everything you could want at the beach or for your boat is provided. This is a big plus if flying in. Hope to return here. Highly recommend!

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Marathon House
3 BR | 3.5 BA | Sleeps 6 | Quick View
Sleeps 6, 3 bedrooms, 3.5 bathrooms
18 reviews

$433

avg/night

$433
avg per night
View Details

Key Amenities

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

About this property

We would love for you to come visit our renovated ground level Florida Keys home! We decided to call our home "TIGHT LINES", because my wife loves to fish. Our conch home consists of 3 bedrooms with king size beds with ensuite bathrooms. A half bath for guests. We have a 60 foot dock with ...

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Property Type

Marathon House

Featured review

"Wonderful experience!"

Everything was just as we had hoped for. Lynn and Freida always make you feel right at home-- only better! Thank you again for your hospitality and the sharing of your beautiful home!

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Marathon House
3 BR | 2.5 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

$339

avg/night

$339
avg per 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

Featured review

"Beautiful Home"

The house is absolutely beautiful! It was very comfortable for our family of 4 plus a dog. The kitchen included everything we were looking for. The pool was a great benefit! We used it everyday. The ...

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Marathon House
5 BR | 4 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 4 bathrooms
7 reviews

$822

avg/night

$822
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Sailfish Villa, unit #6, is a brand new gorgeous, professionally decorated 5 bedroom 4 bath Villa with open water views on Vaca Cut! Enjoy sunrise and sunset colors and direct ocean and Gulf access! It has a private pool and boat slip for a boat up to 35' including motors. There is no additional ...

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Property Type

Marathon House

Featured review

"Grateful"

I have been coming to marathon with family for many years and have had many rentals.. Meredith I have to say is the best.. she worked with me with every question and plans that I had . Definitely would ...

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Marathon House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms
7 reviews

$527

avg/night

$527
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

This beautiful 4 bedroom, 3 bath home is less than 2 minutes from Sombrero Beach just down the street (oceanfront) and less than 15 minutes to open water! Private pool with outdoor tv on the patio, private dock (1/2 the dock), 2 bikes, 2 kayaks, bait freezer, gas grill! The private dock can accommodate ...

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Property Type

Marathon House

Featured review

"Family reunion"

Excellent stay, everything in the house worked smoothly, nice big pool, kayaks at our disposal, Sombrero beach, groceries in just few minutes of drive. One ctisism: no garbage recycling option.

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Marathon House
4 BR | 4.5 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 4.5 bathrooms
21 reviews

Distance to beach: 4 miles to Sombrero Beach

$831

avg/night

$831
avg per night
View Details

Key Amenities

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

About this property

New construction! This spacious and tropically decorated property includes 4 KING bedrooms, each with private ensuite bathrooms. There is an additional half bath for guest use, as well as commercial washer and dryer. State of the art kitchen with quartz counter tops and well appointed living area including ...

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Property Type

Marathon House

Featured review

"Perfect location and home for exploring the Keys."

This beautiful home was perfect for our family reunion. The 4 king bed en-suite bedrooms are spacious with super comfortable beds and bedding. The family room/kitchen/dining area is a wonderful space ...

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Marathon House
4 BR | 2 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 2 bathrooms
12 reviews

Distance to beach: 3 miles to Sombrero

$385

avg/night

$385
avg per night
View Details

Key Amenities

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

About this property

Manatee Cove-4BR/2BA, Pool/Spa, Tiki, Quick Atlantic access! Escape to the Florida Keys ~ Gorgeous 4BR/2BA Home on the Atlantic side of the canal in Marathon. Our home offers the best pool in our area; who can say no to a hot tub, pool, and bar stools in one? Swim right up to the Tiki and enjoy the ...

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Property Type

Marathon House

Featured review

"Paradise"

My family and I had a wonderful week here. The owner and property manager were both a pleasure to work with. Our favorite amenity was the pool and hot tub. We had plenty of space and all of the beds were ...

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Marathon House | On the beach
14 BR | 10 BA | Sleeps 30 | Quick View
Sleeps 30, 14 bedrooms, 10 bathrooms

Distance to beach: 100 yards to Sombrero Beach

$2185

avg/night

$2,185
avg per night
View Details

Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Pool
  • Private pool

About this property

Seaside Sandpiper is truly a unique property that can accommodate as few guests as you want and up to 30! Rent the 6 bedroom main house by itself or rent the entire 14 Bedroom Main house and Addition! Weddings, family reunions and business retreats are all possible at our home! Our pet friendly home ...

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Property Type

Marathon House

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Marathon House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Distance to beach: 1 miles to Sombrero Beach

$565

avg/night

$565
avg per night
View Details

Key Amenities

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

About this property

Embark on an idyllic getaway to our spacious 4-bedroom, 3-bathroom vacation villa nestled in Marathon, the heart of the Florida Keys. Escape to Stay Anchored, where tranquility meets luxury. Boasting a prime location on a spacious canal, our retreat features a private heated and chilled pool, inviting ...

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Property Type

Marathon House

Featured review

"Couples retreat"

We really enjoyed our stay there, the home was decorated nicely and was fully stocked with all the essentials needed for a hone away from home stay. We had ample enough rooms for the four couples to stay ...

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Marathon House
5 BR | 4 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 4 bathrooms
10 reviews

$823

avg/night

$823
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Blue Turtle Villa at The Tides of Vaca Cut (Unit #4), is a brand new 5 bedroom 4 bath home with a private pool, boat slip, all the toys for the perfect vacation ~ paddle boards, kayak, giant Jenga, giant connect four, ping pong and more! Perfectly situated on the water with stunning views, sunrise and ...

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Property Type

Marathon House

Featured review

"Beautiful vacation rental"

The home is absolutely beautiful and in a great location, beautiful views and has all the amenities needed for a great family vacation!

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Marathon House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms
3 reviews

Distance to beach: 0.5 miles to Sombrero Beach

$307

avg/night

$307
avg per night
View Details

Key Amenities

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

About this property

4 Bedrooms, 3 Full bathroom home with a gorgeous pool, covered porch, luxurious granite kitchen, covered parking, private dock (with water & electricity). A new tiki bar in 2023 located in front of pool area- great for the whole family! Located a 1/2 mile from Sombrero beach, located less than 1/2 ...

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Property Type

Marathon House

Featured review

"Clean, comfortable, spacious!"

Great location--close to gorgeous Sombrero Beach. A bit too far to walk, but within comfortable biking distance (fee for parking at beach now). New bikes provided but would prefer 5-speed and will rent ...

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Marathon House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms
7 reviews

$579

avg/night

$579
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

DOCKSIDE RETREAT is a 4 bedroom 3 bath canal front home that has a private pool, private dock, fish cleaning station, with a green light under the dock, two paddle boards, a kayak, four bikes, and a Tiki Hut for the ultimate Keys vacation! There are 4 parking spots for vehicles and one boat trailer (you ...

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Property Type

Marathon House

Featured review

"This rental home has everything!"

We loved our stay at Dockside Retreat! The house was decorated perfectly for a tropical vacation. We used the pool every day. There were pool noodles, kayaks, cruiser bikes etc. We used all of the fun toys. ...

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Marathon House
4 BR | 3.5 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3.5 bathrooms
10 reviews

Distance to beach: 900 yards to Sombrero Beach

$1262

avg/night

$1,262
avg per night
View Details

Key Amenities

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

About this property

"BELLA VISTA" - a Spectacular Oceanfront home in Marathon, Fla. with an Invisible-edge heated salt water pool that overlooks the Atlantic Ocean. Open Water Unobstructed VIEWS. VERY PRIVATE. Newly renovated! This 4 bedroom/3.5 bath home can comfortably sleep 8 people. Three bedrooms have King ...

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Property Type

Marathon House

Featured review

"Exquisite!"

Property is amazing! It was perfectly clean and comfortable. We loved everything about it. The views were unbelievable and the location was great. The hostess was very helpful in advance and we had a lovely. ...

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Marathon House
5 BR | 4 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 4 bathrooms
3 reviews

$1714

avg/night

$1,714
avg per night
View Details

Key Amenities

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

About this property

Located on the Highly sought after Sombrero Beach area of Marathon, which is the beginning of the lower keys just 50 min from Key West is our Florida Keys Tropical Paradise . Less than a third of a mile to the Sombrero Beach and the Sombrero Beach Park, With a deep water concrete dock with ocean access ...

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Property Type

Marathon House

Featured review

"Great house and location"

Highly recommend this home. My family of 5 just spent the week there and had a fabulous time. It had everything we needed. It was close to some amazing restaurants. Publix was around the corner. The beach ...

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Marathon House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

$789

avg/night

$789
avg per night
View Details

Key Amenities

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

About this property

Come have your first sunset drinks compliments on us at Island Fish Company. $100 Gift Certificate to Island Fish Company Included. No Expense Spared! New Construction Bayfront Home With Private Dock and Pool. 5 O'Clock Somewhere Bay House is a piece of paradise on the Vaca Cut waterway in Marathon. ...

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Property Type

Marathon House

Featured review

"Fabulous vacation rental for our family celebration with all the amenities and comforts of home plus a fabulous view!"

This vacation getaway home had everything we needed plus Lauri was an extremely responsive host. The location was excellent. We could walk to the Aquarium that was across the canal or drive ten minutes ...

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Marathon House
5 BR | 4 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 4 bathrooms
4 reviews

$662

avg/night

$662
avg per night
View Details

Key Amenities

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

About this property

The Villa overlooks Boot Key Harbor with its beautiful sunsets to the West and refreshing breezes from the East that travel down Sisters Creek, a natural waterway that leads to great diving and fishing grounds of the Atlantic. Across Sisters Creek there is a natural preserve and no neighbors. It is private, ...

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Property Type

Marathon House

Featured review

"Great place to stay!"

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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Marathon House
6 BR | 6 BA | Sleeps 14 | Quick View
Sleeps 14, 6 bedrooms, 6 bathrooms

Distance to beach: 1 miles to Sombrero Beach

$863

avg/night

$863
avg per night
View Details

Key Amenities

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

About this property

Casa Del Sol is a 5 bedroom house with an optional 6th bedroom on the waterfront end of the garage. This is a beautiful little apartment called "The Fish Room", and is available at an additional $950 for the week. Only guests registered at the main house may use this space. Reservations cancelled ...

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Property Type

Marathon House

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Marathon House
5 BR | 4 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 4 bathrooms
6 reviews

$887

avg/night

$887
avg per night
View Details

Key Amenities

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

About this property

5 Star Modern New Construction Bayfront Home With Private Dock and Pool Island Dreamz Bay House is a piece of paradise on the Vaca Cut waterway in Marathon. Gorgeous and brand new 5 bedroom, designer decorated, 4 bath single-family home with 36 ft. of assigned dockage. Private pool can be heated upon ...

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Property Type

Marathon House

Featured review

"Island Dreamz a stunning home, lovely view and perfect location in the Keys!"

This was our second stay at Vaca Cut at The Tides. We loved this gorgeous home with its exquisite design and comfort. The house was immaculate ~ kudos to the pros who keep this home clean and well stocked ...

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Marathon House
2 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 5 miles to Coco Plum Beach

$371

avg/night

$371
avg per 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

Featured review

"Home away from Home"

I can’t stay enough. This place felt like home. Definitely coming back! Beds were so comfy, pool was definitely a plus after a day on the water - Neighbors were respectful-location is right on & owners ...

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Marathon House | On the beach
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 2 bathrooms

$429

avg/night

$429
avg per night
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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pool
  • Private pool

About this property

Lovely home with lots of glass windows looking towards the ocean. 50 ' of dockage with instant ocean access. 12 Therapy jets in the 14 X 30 pool that ranges from 3' to 5' in depth. The pool overlooks the canal and the ocean. Pool heat is add'l if paid in advance, $200 or $250 on arrival. Three ...

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Property Type

Marathon House

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Marathon House
4 BR | 4.5 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 4.5 bathrooms

Distance to beach: 0.5 miles to Sombrero Beach

$1107

avg/night

$1,107
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Exclusive Sombrero Beach vacation retreat is located just up the street from one of the best beaches in the Florida Keys. Sombrero Beach is a large sandy beach that offers something for everyone in the family including playground, volleyball swimming and picnic tables. The beach is also a great place ...

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Property Type

Marathon House

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Marathon House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review
last minute deal
LAST MINUTE DEAL 11/9 - 12/21: Christmas Waterfront Florida Keys with Heated pool. $599 12/20 to 12/27

$399

avg/night

$399
avg per night
Offer for: Nov 9 - Dec 21:
Christmas Waterfront Florida Keys with Heated pool. $599 12/20 to 12/27

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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

Featured review

"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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DEAL
Marathon Apartment
5 BR | 10 BA | Sleeps 10 | Quick View
Sleeps 10, 5 bedrooms, 10 bathrooms

$871

avg/night

$871
avg per night
View Details

Key Amenities

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

About this property

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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Property Type

Marathon Apartment

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Marathon House
5 BR | 5 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 5 bathrooms

$1234

avg/night

$1,234
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Paraíso Del Mar Introducing 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 Type

Marathon House

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Marathon House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

$399

avg/night

$399
avg per night
View Details

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 ...

View all property information

Property Type

Marathon House

Featured review

"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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Marathon House
2 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

$304

avg/night

$304
avg per night
View Details

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

Featured review

"We had a very nice visit."

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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Marathon House
4 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 3 bathrooms

Distance to beach: 3 miles to Sombrero Beach

$962

avg/night

$962
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Private pool

About this property

Casa Playa Welcome 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 of luxury with stunning views of the canal and the open ocean. With technology throughout, a private pool with a ...

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Property Type

Marathon House

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Marathon House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

$670

avg/night

$670
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

Villa Franchella NEW TO MARKET!! - Escape to paradise and experience the epitome of luxury living in this 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 ...

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Property Type

Marathon House

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Marathon House
4 BR | 4 BA | Sleeps 10 | Quick View
Sleeps 10, 4 bedrooms, 4 bathrooms

$1015

avg/night

$1,015
avg per night
View Details

Key Amenities

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

About this property

Seaside Serenity Welcome 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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Property Type

Marathon House

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Marathon Condo | On the beach
1 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 1 bedroom, 1 bathroom

Key Amenities

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

About this property

THE MAD MAHI is a beautiful water-front 1 bedroom / 1 bathroom condo with a full kitchen, private balcony, pool, Tiki Bar, restaurant, boat ramp, trailer parking and boat slips on site! It is located in the heart of Marathon close to everything. Sombrero Beach, Docksides Bar & Grill, Publix, Walgreens ...

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Property Type

Marathon Condo

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Marathon House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 bedrooms, 3 bathrooms

$1007

avg/night

$1,007
avg per night
View Details

Key Amenities

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

About this property

Picture spending your vacation in this gorgeous, custom-built modern pool home, this is the place where you will make memories that will last a lifetime! Only an hours’ drive south of the continental United States you will find Marathon, in the Florida Keys, an island a world apart from the ...

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Property Type

Marathon House

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Marathon House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms

$471

avg/night

$471
avg per night
View Details

Key Amenities

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

About this property

Family Fun on Manor Lane! Conveniently located in the heart of Marathon, this family getaway is everything you've been looking for! Spacious single family canal home with private swimming pool, deepwater dockage, and an inviting layout awaits for your arrival. Through the entry, you will find the ...

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Property Type

Marathon House

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Marathon House
4 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

$500

avg/night

$500
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Private pool

About this property

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 ...

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Property Type

Marathon House

Featured review

"Great amenities and location"

This is the second time renting this house. The location and all the amenities make this the perfect house to rent in Marathon for. The pool is great size. Ample parking for guest and boat trailer. The ...

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Marathon House
5 BR | 4 BA | Sleeps 12 | Quick View
Sleeps 12, 5 bedrooms, 4 bathrooms

$595

avg/night

$595
avg per night
View Details

Key Amenities

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

About this property

Sea Glass Dreams Welcome to Sea Glass Dreams, a luxurious vacation rental in Marathon, FL, at the heart of the Florida Keys. Enjoy serene surroundings and endless adventures, from snorkeling and diving to fishing and kayaking. Whether you’re relaxing by the pool or exploring the coast, Sea Glass ...

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Property Type

Marathon House

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Marathon Vacation Rentals