Skip to content
Home » Vacation Rentals » Marathon

Marathon Vacation Rentals, Cottages and Beach House Rentals

Book Your Marathon Vacation Rentals Here and Save! Many to choose from, including Rental Homes or Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities to make your Florida stay enjoyable.

Vacation Rentals by Owner in Marathon Florida.

We have partnered with a major provider for Vacation Rentals by Owner directly through Florida Vacation Rental Homes. With hundreds of short term rentals to choose from, we now have the selection and value to offer our visitors searching for Places to Rent in Marathon Florida.

Listings

Waterfront home w/ spectacular view, private pool, dock & patio - walk to beach!

Marathon Private vacation home Star 4.5 Star Review

Sombrero Siesta Retreat

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

This brand new waterfront home, beautifully decorated from top to bottom, awaits your next getaway to the sunny Florida Keys! Perfectly located right at the water\'s edge, t.......read more

4 Bedroom(s)
3 Bath(s) Sleeps 10


Vacation Rental


Dolphin Den!

Marathon Private vacation home

Enjoy the palm trees & island breeze at this canal front 2/2 half duplex located on Marathon’s ocean side. 30 feet of private dockage included! Truck & Trailer Parking!

Feel refreshed walking into the Mermaid’s Den after a long day spent under the salty Florida Keys sun.

Tropical touches fill the entire home, a subtle reminder th.......read more

2 Bedroom(s)
4 Bath(s) Sleeps 4


Vacation Rental


2 homes next to each other. Sombrero beach Waterfront, Private docks, 2 pools

Marathon Private vacation home

Rates are only for White House.
Others are additional
If you coming to the keys with friends and want your own space but the luxury of being next door. Come visit the Happy house. We own 2 single family homes right next door to each other. Homes are separate and each home has 3 bedrooms, 2 baths. Each home has its own private pool and d.......read more

6 Bedroom(s)
4 Bath(s) Sleeps 12


Vacation Rental


Driftwood villas Marina Villa

Marathon Private vacation home Star 4.5 Star Review

Welcome to Driftwood Villa.This newly renovated 2 bed 1.5 bath luxury villa is located in the popular area duck key alongside of Hawks Cay Resort.Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including small kit.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Waterfront luxury Villa (34) with sunset views and boat slip

Marathon Private vacation home Star 5.0 Star Review

Located in the secluded Indigo Reef Resort in Marathon, this luxury vacation rental is pure paradise. You will immerse yourself in long leisurely days of boating, lounging by the pool and watching spectacular sunsets from your back porch. Located just 90 miles south of Miami and 45 miles from Key West, the resort overlooks the Gulf of Mexico with f.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 6


Vacation Rental


Absolutely Perfect! Reel Vacation Villa w/Pool, Dock, Close to Beach w/Extras!

Marathon Villa Star 4.9 Star Review

This stunning home on the Intracoastal Waterway is loaded with amenities including a private pool and patio with boat dockage, a large balcony and a spacious, updated interior that can accommodate up to 10 guests. A perfect rental home for you and your family or friends with all of the amenities needed for a relaxing vacation. This home that has al.......read more

4 Bedroom(s)
3 Bath(s) Sleeps 10


Vacation Rental


The Hammocks at Marathon Family Fun and Relaxation all Together in One Place!

Marathon Hotel resort Star 5.0 Star Review

The Hammocks at Marathon is located midway along the Florida Keys. Marathon is just before the famous Seven Mile Bridge and only 50 miles north of Key West. While it has certainly grown, the pace is still relaxed and dress is always casual. Marathon is the ideal destination for snorkeling, diving and fishing. In fact, few places offer such a diver.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Snorkel Shack on Sombrero 4 bedrooms 3 baths with pool and 100 Ft of Dockage

Marathon Private vacation home Star 5.0 Star Review

VACA-21-495
This home is located landside of Sombrero Light.  If you take your boat or rent a  boat it is a Lighthouse located on the incredible Living reef right off of Marathon and located in the Atlantic Ocean which has incredible Snorkeling and Diving.  Snorkeling is one of the "must do on your list" while visiting the beautiful Florida K.......read more

4 Bedroom(s)
3 Bath(s) Sleeps 10


Vacation Rental


Oceanfront Duck Key Townhouse - Sleeps 6

Marathon Private vacation home Star 4.8 Star Review

Come and enjoy Duck Key in the Florida Keys, known as America\'s Caribbean, a lush shangri-la with tropical vegetation and turquoise waters. Enjoy the day fishing from the dock, Lake Lucille, the Atlantic Ocean or the Gulf of Mexico, all interconnected in the sunny Florida Keys. This bit of the American Caribbean is teeming with fish. Walk out your.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Little Venice Beauty - 2 Bedrooms, waterfront, completely updated, dockage!

Marathon Private vacation home Star 4.9 Star Review

Brand new, beautifully updated two bedroom, two bathroom canal front home on a corner lot in the fishing paradise of Little Venice! One home in from the open water! This charming conch cottage has been upgraded with no detail spared. Beachy, inviting and cozy! Excellent kitchen, spacious and well-equipped with brand new Kitchen-Aide stainless steel.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


4 BR Pool Home Directly Off Vaca Cut

Marathon Private vacation home Star 4.0 Star Review

4 bedroom, 2 bath pool home off the open waters of the Gulf. 110\' dock with 6\' draft. Great fishing and lobstering due to open, free flowing water.

Screened porch with 2 tables, fan and light. Florida room with second dining room table and pull out couch. Kitchen has granite countertops and stainless steel appliances. Second refrigerat.......read more

4 Bedroom(s)
2 Bath(s) Sleeps 10


Vacation Rental


BEAUTIFUL PRIVATE WATERFRONT HOME WITH 30 FOOT DOCK & DIRECT OCEAN ACCESS!

Marathon Private vacation home Star 5.0 Star Review

“Buena Vista Cabana” is a beautiful, completely renovated family home located at the end of a quiet street in Little Venice, in beautiful Marathon, FL! No detail spared in this traditional conch style waterfront home with ocean/canal views. The home provides direct access to the Atlantic Ocean or go north under Vaca Cut Bridge gulf side!
read more

2 Bedroom(s)
1 Bath(s) Sleeps 6


Vacation Rental


Gulfside Oasis - Lovely Canal Front Home On Large Corner Lot, Lagoon Views, Dock, Quick Gulf Access!

Marathon Private vacation home

Welcome to Gulfside Oasis!

This lovely waterfront home is located on a large, corner lot in Marathon and offers plenty of room for your family to spread out. Relax on the screened patio with your morning coffee or favorite cocktail and watch the boats go by! Dock your boat along the sea wall and enjoy fantastic fishing only minutes away and .......read more

2 Bedroom(s)
2 Bath(s) Sleeps 4


Vacation Rental


Fishing Till Sunset 1bed/1bath Condo w/Pool & dock

Marathon Private vacation home Star 3.0 Star Review

VACA-21-257
Located on Coco Plum at the Coco Plum Terraces.  Shared Pool and private dock.  The adorable one bedroom one bath condo is a great respit for the vacationing couple. 

Super cute condo, building is right on the canal. Fully furnished and turn key.  Completely renovated with new kitchen, bathroom, new furniture. Ground level.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 4


Vacation Rental


Ocean's Edge Spectacular Panoramic Ocean View Apartment

Marathon Apartment Star 4.9 Star Review

Sunrise over the ocean, sunset behind the coconut trees, stars reflecting in the water like diamonds; this is what frames your daily life over here at Ray\'s Place. Here, you are reminded of how beautiful the world is.
Once in your vacation home, let yourself be charmed by the gentle sound of the slow rolling waves on the beach, grab your.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Rental


Oceanfront with Pool near Sombrero Beach

Marathon Private vacation home Star 4.9 Star Review

Welcome to Seascape Point! Perfectly situated at the end of a quiet block, this stunning property juts out into the Atlantic Ocean to offer amazing water views from every angle. Its incredible location next to a nature preserve provides you with additional privacy and daily sightings of exotic, tropical birds.

The spacious layout of the hou.......read more

4 Bedroom(s)
2 Bath(s) Sleeps 10


Vacation Rental


Fun waterfront home w/ private dock, hot tub, & central AC

Marathon Private vacation home Star 4.0 Star Review

Yellowtail Retreat

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Walk through the palm tree door and you\'ll know you\'re in for a fun time at this retreat! Immediately, the wood-style flooring and central air conditioning will help you cool o.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Rental


Keys Vacation Value 1/Bdrm Garden View w/Sandy Beach LRG Heated Pool #27

Marathon Condo Star 4.8 Star Review

Marathon, FL Keys Vacation Value! CHARMING GARDEN VIEW condo is priced right! 1/Bdrm 1/Ba beloved 2nd home quaint, cozy w/spacious, breezy, uncluttered rms. Screened balcony w/view of peaceful garden, short distance to LRG, heated pool, sandy beach & Atlantic Ocean. Tile floors*except bdrm. King size bed. MAX 2 people, w/ host approval ONLY, may ac.......read more

1 Bedroom(s)
1 Bath(s) Sleeps 2


Vacation Rental


Lower Fall Rates

Marathon Private vacation home Star 4.9 Star Review

Perfect for Boaters - Deep water 115 foot private dock on Gulf half way between Vaca Cut and Seven Mile Bridge. Very close to public boat ramp. Tiki hut on water with fish cleaning station, bait/fish freezer, pool table and gas grill. Tons of parking.There are kayaks to use. Public bus to Key West stops four blocks away. Walking distance to resta.......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Rental


Privacy On Sombrero Beach With Heated Pool, Deep Water Dock, Ocean View ,

Marathon Private vacation home Star 4.9 Star Review

MarathonRentalsFlorida 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 in seconds. With all th.......read more

5 Bedroom(s)
4 Bath(s) Sleeps 12


Vacation Rental


New listing! Newly remodeled for HGTV canal front home w/ private swimming pool!

Marathon Private vacation home Star 4.5 Star Review

La Pirata

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click \'Book Now!\'

Completely remodeled by HGTV, this home boasts beautiful furnishings, perfect interior design, and timeless decor that will have you feeling right at home the moment you step through the .......read more

3 Bedroom(s)
2 Bath(s) Sleeps 8


Vacation Rental


Thanksgiving Week Available Beautiful Waterfront

Marathon Private vacation home Star 5.0 Star Review

This property is like having your own private resort. On the Gulf of Mexico. Million-dollar waterfront views & sunsets. Next to Dolphin Research Center.
4BR + bonus room w/queen bed & futon. 6 TVs. Pool, Private Dock, Kayaks & Corn hole boards, and more.
Watch the Dolphins shows daily. Were located next to the World-Famous Dolphin Research C.......read more

4 Bedroom(s)
2 Bath(s) Sleeps 10


Vacation Rental


Charming Half Duplex

Marathon Private vacation home Star 5.0 Star Review

Charming Half Duplex offering 2 bedrooms 2 bathrooms. The home is on a quiet street in a residential neighborhood on a canal that offers easy access to open ocean. This home is centrally located in the heart of Marathon. Sombrero beach is only one mile away and it offers covered pavilion, gazebos with BBQ grills, bathrooms, playground for children.......read more

2 Bedroom(s)
2 Bath(s) Sleeps 6


Vacation Rental


Pirate Point, Stunning 5BR, 5BA Home with pool, tiki, doc

Marathon Private vacation home Star 5.0 Star Review

From the moment you walk up to the covered entryway at Pirate Point, you know you have arrived at your own personal island paradise. Perched on one acre of lusciously landscaped land on the corner of the Avenue G canal and the Coco Plum Bay, this spectacular compound has everything you need for the best island trip ever. The compound includes a 3 .......read more

5 Bedroom(s)
5 Bath(s) Sleeps 10


Vacation Rental


Waterfront & Privacy, Heated Pool HotTub & waterfall, 60' Dock TikiHut, pets ok

Marathon Private vacation home Star 5.0 Star Review

Virtual walk thru tour : (copy and paste this link to browser) http://www.myvisuallistings.com/vt/301104

Ground Floor Home "NO STAIRS" !!!!!! We love that the house located on a Quiet street 4 houses in from the gorgeous Gulf of Mexico and minutes from the Ocean Side and Sombrero Reef via VACA cut, with Miles of a "New" Bicycle/ walking l.......read more

4 Bedroom(s)
6 Bath(s) Sleeps 10


Vacation Rental


(#1)Our Beautiful New Single Family 4 Bed 3 Bath Pool Home w Free Dock

Marathon Private vacation home Star 4.9 Star Review

(#1) Total Privacy Single Family Home with Private Pool, Dock Included, beach with kayaks.

#1: ANCHORS AWAY ( NOT DIRECT WATERFRONT)

* Some of our property have Direct Ocean View. This property is NOT DIRECT WATERFRONT but has full access to the water and boat/dock area and only steps to the beach.

*No Contact Check-in
read more

4 Bedroom(s)
3 Bath(s) Sleeps 10


Vacation Rental


Anglers at Sombrero Villa Townhome- 4Bed/3Bath With Private Pool

Marathon Villa Star 4.7 Star Review

Highly sought out Anglers at Sombrero Canal Front Townhome with a private pool!  Just minutes to the stunning Sombrero Beach, you’ll create memories that will last a lifetime in this Villa-style home. Designed to offer you the perfect vacation with your family and friends whether you are a fisherman, scuba diver, sightseer or a combination of th.......read more

4 Bedroom(s)
3 Bath(s) Sleeps 10


Vacation Rental


Welcome to Adventures in Paradise ~ Kayaks and Bikes included!

Marathon Private vacation home Star 3.9 Star Review

Adventures in Paradise

This Sombrero Beach Florida vacation rental home, "Adventures in Paradise" is located just a short walk or drive down to famed Sombrero beach. Located right off the main beach strip this home is centrally located to everything you need for a fantastic Florida Keys vacation.

Stay home, relax, and enjoy all the am.......read more

4 Bedroom(s)
3 Bath(s) Sleeps 10


Vacation Rental


TRULY ONE OF A KIND, FABULOUS WATERFRONT PROPERTY

Marathon Private vacation home Star 4.8 Star Review

TRULY ONE OF A KIND, FABULOUS WATERFRONT PROPERTY - 4 BR/3BA. 3 BR/2BA home plus an attached 1 bedroom/1bath cottage. Includes your own wonderfully secluded private salt water tidal lagoon with fish, lobster, and all sorts of plants, and aquatic life !

Infinity swimming pool with poolside Tiki hut. Heating available.

Come relax in.......read more

4 Bedroom(s)
3 Bath(s) Sleeps 10


Vacation Rental


Beautiful Coral Lagoon #12 - Waterfront - Boat Slip & Heated Pool

Marathon Private vacation home Star 4.9 Star Review

NEWLY RENOVATED AND...… GORGEOUS!

Thank you for viewing our gorgeous Coral Lagoon 3 bedroom, 2.5 bath, 1,300 sq ft town home located in Trip Advisor\'s #1 Rated resort in Marathon with 35\' Boat Slip located just out back of the town home.

Coral Lagoon, located Oceanside, consists of 25 waterfront town homes with .......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8


Vacation Rental


Ocean Breeze 3bed/3bath wth private pool 75 ft of dock and 2 kayaks included

Marathon Private vacation home Star 4.4 Star Review

This is a fabulous home and completely renovated 3 bedroom 3 bath, perfect for couples who want to get away. Located in the Sombrero Beach Area: with only a short walk to Sombrero Beach. Enjoy the waves and catch some sun. After a day at the beach you can relax in the backyard with your own private pool, bar, and plenty of lounge chairs and places.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8


Vacation Rental


Bikini Bottom - Priv Pool, Hot Tub, Dock & Putting Green

Marathon Private vacation home

Stunning 4 bedroom, 3 bath stilted canal home on Marathon’s “Gulf Side”. Enjoy instant access to either the Gulf of Mexico or Atlantic Ocean, just seconds from your canal.


This Coastal getaway comes equipped with amenities the whole family will love. Enjoy outdoor dining on a wrap around deck that overlooks the putting green, priva.......read more

4 Bedroom(s)
3 Bath(s) Sleeps 10


Vacation Rental


Waterfront Luxury Living Inside & Out, Gulf View, Pool, 2 Grills, Kayak!

Marathon Apartment Star 5.0 Star Review

Fabulous Florida Keys outdoor living! 1br/2bath sleeps 4. Luxury living inside & out. Spend your days swimming in the deep waters of the beautiful Gulf of Mexico or under the palms in the fresh water swim spa which is solar heated in the winter and shaded and cool in the summer. Enjoy evenings overlooking spectacular sunsets from the waterfront pat.......read more

1 Bedroom(s)
2 Bath(s)


Vacation Rental


Sunset Point @ The Retreat · 3 Bedroom Private waterfront home w/pool & dock

Marathon Private vacation home Star 4.9 Star Review

Looking for the perfect home for your next Florida Keys vacation? Waterfront home with over 150 feet of dock space. Just a short boat ride out to Sombrero Beach and open water for a day of fishing, snorkeling or cruising around. Our Coastal home has a secluded setting, nestled at the end of the road, with water views & Sunsets that never disappoint.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8


Vacation Rental


Updated Ground Level Home near Sombrero Beach with private pool and dockage!

Marathon Private vacation home Star 4.5 Star Review

Sunnyside Vacays is a ground level newly updated home with a private pool and dockage that is new to the rental program. The location is perfect in the quiet Sombrero Beach neighborhood. Direct access to the Atlantic Ocean and walking distance to the beach provides entertainment for the whole family. The screened in porch area is great after a long.......read more

2 Bedroom(s)
2 Bath(s)


Vacation Rental


Private Paradise on Florida Bay!! VACA-21-518. Weekly & monthly rates only

Marathon Private vacation home Star 4.8 Star Review

This house is truly a tropical paradise. Can you imagine a gentle breeze and brilliant red sunset every evening? You can see over 75 palm trees from the solarium in the house which overlooks the 90-foot seawall! By the way,if you arrive by boat, the water depth is over 10 feet deep at the seawall, and the trip to Seven-mile bridge is only four mile.......read more

3 Bedroom(s)
3 Bath(s) Sleeps 8


Vacation Rental


Gallery

Find the Top Vacation Rentals in Marathon, Florida.

We have 2,3 or 4 Bedroom beachfront Condo Rentals with ocean view or a Beach House for the entire family. Book Direct Here!

Marathon is a 10-mile-long stretch of islands located in the middle of the Florida Keys. When vacationers and snowbirds visit Marathon, they come here primarily for its fishing and boating activities, the private waterfront vacation homes, small hotels and inns or the annual seafood festivals and waterside restaurants.

Scroll To Top