Marathon Vacation Rentals, Hotels & Resorts


Waterfront home w/ private pool & dock! Spectacular views from patio!

Marathon Private vacation home - 4.28571 4.3 Star Review

Sombrero Getaway

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

Spend your days boating, fishing, and swimming in the South Florida sunshine when you escape to this waterfront home in Marathon! Scenically situated at the edge of a canal, this h.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

View Rental


Beach & Big Pool Marathon Florida Keys 2 bdr Condo w/Ocean View #13

Marathon Condo - 3.83333 3.8 Star Review

It\'s our home away from home! Quaint & Cozy.
The complex is beachfront - we have a sandy beach in The Keys!
Balcony has an ocean view, two bedroom, two bath property.
Perfect for two couples -or-small families wanting an escape in the Florida Keys.

This second-floor unit is a nicely appointed second home, cozy and relaxing. .......read more

2 Bedroom(s)
Sleeps 6
Condo

View Rental


Lower Fall Rates

Marathon Private vacation home - 4.94118 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)
Sleeps 8
Private vacation home

View Rental


Waterfront luxury Villa (54) with sunset views and boat slip

Marathon Private vacation home - 4.69767 4.7 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)
Sleeps 8
Private vacation home

View Rental


Breeze On Inn 2bed/2bath with dockage

Marathon Private vacation home - 3.25 3.3 Star Review

VACA-20-145  MUST BE 25 OR OLDER TO RENT 

Seven Night Minimum, NO EXCEPTIONS

Max Occupancy: 6 (NO MATTER THE AGE) This regulation is set by the city of Marathon rule that states two persons per bedroom plus two. NO EXCEPTIONS - not the same as sleeping 

Sleeping: 6 (2 queens & 1 sleeper sofa) 

SATURDAY TO SATURDAY ONLY <.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

View Rental


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

Marathon Private vacation home - 4.46154 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)
Private vacation home

View Rental


Ocean's Edge Spectacular Panoramic Ocean View Apartment

Marathon Apartment - 4.92373 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

Studio
Sleeps 2
Apartment

View Rental


Angler`s Paradise 2bed/2bath updated half duplex brand new pool & dockage

Marathon Private vacation home - 4.875 4.9 Star Review

VACA-22-2  MUST BE 25 OR OLDER TO RENT 

Seven Night Minimum, NO EXCEPTIONS.

Max Occupancy: 6 (NO MATTER THE AGE) This regulation is set by The City of Marathon rule that states 2 persons per bedroom plus 2. NO EXCEPTIONS - this is not the same as sleeping 

Sleeping: 6 (2 queens, 2 twin trundles (4 twins)

BRAND NEW PRIVAT.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

View Rental


Luxurious Hidden Gem with Gorgeous Sunset Views - Marlin Bay Resort & Marina

Marathon Private vacation home - 4.8 4.8 Star Review

** 7-NIGHT MINIMUM STAY PER THE CITY OF MARATHON **

** FALL SPECIAL - Buy 4 Nights, Get 3 More Free - Valid for Stay Dates of Aug 20 - Nov 18, 2022 - Discount already applied to rates **


COVID-19 AMENITY CLOSURES

The property\'s sauna, steam room, and Marlin Room (second level of Clubhouse) are currently closed due to COVID.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

View Rental


Canalfront Home with Fast WiFi, Water View, Private Washer/Dryer, & Tiki Bar!

Marathon Private vacation home - 3.0 3.0 Star Review

Brass Bell

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

Fresh white walls and a killer location on the canal make this a great spot for your boat-friendly vacation! When you\'re not hanging out on the deck or in the super-fun tiki bar, there\.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

View Rental


Just What You Were Looking For! 2 Great Units, Free Parking, Pool and Hot Tub

Marathon Hotel resort

Designed to embrace the ambiance of the Florida Keys with décor that elicits a calm feeling with serene blues, crisp whites, pops of coral, and dark woods.

Relax and soak up the warm Florida sun at one of the pristine local beaches or lounge at our on-site pool. Just minutes away from many local attractions, enjoy access to all resort amenit.......read more

2 Bedroom(s)
Sleeps 4
Hotel resort

View Rental


Indigo Reef Gulfside Villa 47

Marathon Private vacation home - 4.4 4.4 Star Review

Enjoy spectactular sunsets while in Paradise and staying at the beautiful Indigo Reef Resort. Show casing endless Gulf front views. Watch the sealife right from your balcony. This beautifully appointed, nautical décor home comes fully equipped to suit your vacation needs. The kitchen features stainless steel appliances, granite counter tops and is.......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

View 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 that y.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

View Rental


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

Marathon Private vacation home - 3.0 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 uni.......read more

Studio
Sleeps 4
Private vacation home

View Rental


Thanksgiving Week Available Beautiful Waterfront

Marathon Private vacation home - 5.0 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)
Sleeps 10
Private vacation home

View Rental


Reel Living 2bed/1.5bath Waterfront Beachy Cottage with immediate boat access to

Marathon Private vacation home - 4.66667 4.7 Star Review

VACA-21-141
This Brand New Beachy Cottage, has great boating access with a 10 foot draft and 47 feet of dockage. This location is right off Boot Key Harbor and the 7 Mile Bridge. Facing West with a sunsets every night. Large living areas with an open floor plan.  The dining area is right next to the open kitchen. This brand new kitchen includes .......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

View Rental


Sun of a Beach 7bed/5bath updated single family with private pool, hot tub &

Marathon Private vacation home - 5.0 5.0 Star Review

VACA-20-915  MUST BE 25 OR OLDER TO RENT 

Seven Night Minimum, NO EXCEPTIONS.

Max Occupancy: 16 (NO MATTER THE AGE) This regulation is set by The City of Marathon rule that states 2 persons per bedroom plus 2. NO EXCEPTIONS.

FRIDAY TO FRIDAY ONLY 

Enjoy this beautiful split level home in the heart of the Florida Keys. Th.......read more

7 Bedroom(s)
Sleeps 16
Private vacation home

View Rental


Ocean views-Deep Canal front, private pool with dockage 3 bedroom 3 bathroom

Marathon Private vacation home - 4.93939 4.9 Star Review

Fisherman\'s Paradise with Atlantic Ocean Views. "Keys Release" is located in Marathon Florida, the heart of the Florida Keys. Only one house in from the Atlantic Ocean, with quick easy access through a well navigated deep water canal, you will be fishing, snorkeling, diving in no time. Or if you would rather relax by the pool (heating of hot tub .......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

View Rental


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

Marathon Private vacation home - 4.42857 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)
Sleeps 8
Private vacation home

View Rental


BA Beach Front, Ocean View from Villa, Pool full Kitchen, dock, balcony, BBQ

Marathon Villa - 4.43478 4.4 Star Review

This listing is for a BEACH FRONT villa, at Cocoplum Beach and Tennis Club and Marina, which is one of the 4 villas (Units #1, #2, #3 or #4) directly overlooking the pool and Atlantic Ocean Beach. We do not specify exact villa number until day of arrival.

Perfect for Family Reunions or Two Couples Traveling together - Deep water docks on pr.......read more

2 Bedroom(s)
Sleeps 6
Villa

View Rental


Outstanding Oceanfront Condo On The Beach With A Pool!!

Marathon Condo - 4.98276 5.0 Star Review

Time to get away! Rent our newest addition! This newly renovated condo with a brand new, high-end, kitchen and updated bathrooms (see pictures) is so nice that you may never want to leave the unit. This unit is on an elevated 3rd floor (4th floor in reality) and is directly on the Ocean. (There is an elevator in the building) The views are breathta.......read more

2 Bedroom(s)
Sleeps 6
Condo

View Rental


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

Marathon Private vacation home - 4.5 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)
Sleeps 10
Private vacation home

View Rental


NEW LUXURY4/3 SINGLE FAMILY HOME w/ HEATED POOL, 40 ft BOAT DOCK, BEACH NEARBY.

Marathon Private vacation home - 4.83721 4.8 Star Review

MARATHON FLORIDA VACATION RENTAL LICENSE : PLR2017-00433. All photos taken 03/1/2020. Waterfront Home in the heart of the Florida Keyes. Come relax and enjoy the beautiful pristine waters of Sombrero and Bahia Honda Beaches. Both very nearby, sombrero within walking distance and Bahia Honda 15 min away by car. If you’re an Angler, this is the plac.......read more

4 Bedroom(s)
Sleeps 8
Private vacation home

View Rental


Welcome to Serenity Bay ~ Newly Remodeled ~ A boater`s paradise!

Marathon Private vacation home - 3.6 3.6 Star Review

Serenity Bay

Serenity Bay features a newly remodeled interior and exterior that accentuates the open, breezy floor plan of the home. With two living areas this home is spacious and airy providing plenty of space to enjoy your stay here in paradise. Cook up your catch of the day in the updated kitchen featuring quartz countertops, glass tile .......read more

3 Bedroom(s)
Sleeps 8
Private vacation home

View Rental


Enjoy the keys updated 3/2home on a canal in marathon 7 day min disc for 30days+

Marathon Private vacation home - 4.84 4.8 Star Review

A fisherman\'s dream boat dock freezers for your catch commercial icemaker fish cleaning station backyard grill fully stocked kitchen with granite counters new stainless steel appliances 4 beach bikes for your enjoyment sleeps six comfortably large Florida room this house Centrally located close to everything Sunset Grill marathon lobster house .......read more

3 Bedroom(s)
Sleeps 6
Private vacation home

View Rental


Scenic Solitude
Private, Luxurious and tropical Pool Home

Marathon Private vacation home - 4.96154 5.0 Star Review

This breathtaking 2.5 acre waterfront home is surrounded by lush tropical landscaping. It offers privacy, gorgeous water views and amazing sunsets! The 4,000 square foot home is multi-level with 2 master suites, 2 guest bedrooms and 3 and a half baths. Floors are red oak and imported Italian tile with carpeted bedrooms. The great room features hig.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

View Rental


Paradise Without A Passport New Home Ocean Views

Marathon Private vacation home

Brand New Home, Brand New Furniture, Sunset and Ocean Views, Outdoor communal Fire Pits, Outdoor Kitchen, Grill, Possible Dock Rental, Bicycles, Snorkel Gear, Beach Chairs, Umbrella Sunrise and Sunset Views.......read more

2 Bedroom(s)
Sleeps 8
Private vacation home

View Rental


The Conch Pool Home, 4 bedroom, 3 bath, with a dock and pool table.

Marathon Private vacation home - 3.64286 3.6 Star Review

The Conch Pool home is located about a 3 min ride by boat into the open Gulf of Mexico, this is a 4 bedroom 3 bath home with a newly remodeled main floor. This is a cute rustic home, fun for the kids with the small game room (pool table and ping pong) and small pool with fishing right in the backyard. This pool home has a large dock for your boat.......read more

4 Bedroom(s)
Sleeps 10
Private vacation home

View Rental


Mockingbird Pointe - Waterfront Tropical Escape - Private Home, Pool and Dockage

Marathon Private vacation home - 4.98089 5.0 Star Review

Mockingbird Pointe is a quiet secluded 1/2 acre tropical waterfront paradise in the heart of the Florida Keys with private heated and/or chilled 16\' x 32\' in ground cement swimming pool with splash deck. This two bedroom , two bath home is remodeled, furnished and completely renovated with new furniture, bedding, artwork and linens. Wrap around.......read more

2 Bedroom(s)
Sleeps 6
Private vacation home

View Rental


Waterfront escape with dock, furnished deck & patio, grill & central AC

Marathon Private vacation home - 4.66667 4.7 Star Review

Dockside

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

Offering a large, private dock and quick access out to the Atlantic, this waterfront home is perfect for a couples retreat or a romantic getaway for two. The outdoor shower adds convenienc.......read more

2 Bedroom(s)
Sleeps 4
Private vacation home

View Rental


Our Vacation Rentals include Pet Friendly Rentals in Marathon and the Florida Keys.

Plan your Marathon Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Marathon, Florida Keys.

Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Key Largo and the Florida Keys.

Spend quality time with your family and friends at cheap low rates you can afford, all while near the beach, nightlife, entertainment and a wide variety of beach activities. If you visit Key West in October, make sure to book your Vacation Rental here for Fantasy Fest. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.

© Reservations Direct, Inc. - Florida Keys & Key West Vacation Rentals, Hotels & Resorts

About Us - Privacy - Top Florida Destinations - Best Vacation Spots - Car Rentals