Vacation Rentals in Marathon Florida Keys.

Marathon Vacation Rental 4.0 Star Review

The Manatee Bay has the best of all worlds. It has a large custom fiberglass pool situated next to a 20 ft+ deep and beautiful swim able and fish-able lagoon. The Lagoon is filled with all sorts of different wildlife, including an occasional manatee, turtles, and all sorts of fish. It is the perfect place to learn to Paddle Board, Snorkel, or Ka.......read more

4 Bedrooms - Sleeps 8
Vacation Rental Home in Marathon

Marathon Villa 4.4 Star Review

This listing is for a KEY LIME GROVE villa (Units #11 or #12 or #13 or #14 or #15 or #17 or #19 or #20), at Coco Plum Beach & Tennis Club & Marina. Not a view of the ocean, but only a 3-4-minute walk to the beach, pool & Atlantic Ocean and jacuzzi. We do not specify exact villa number until day of arrival.

We do not allow and motorized water.......read more

2 Bedrooms - Sleeps 6
Villa in Marathon

Marathon Condo 4.6 Star Review

This listing is for a TROPICAL ISLAND villa, at Cocoplum Beach and Tennis Club and Marina, which is one of the 2 villas close to the office and view of the tennis court and a garden view! Unit 16 or Unt #18. (only a 3-4-minute walk to the beach and pool area). We do not specify exact villa number until day of arrival.

This listing is a Tropi.......read more

2 Bedrooms - Sleeps 6
Condo in Marathon

Marathon Cottage 4.8 Star Review

This listing is for a PALM COURT villa, at Cocoplum Beach and Tennis Club and Marina, which is one of the 6 villas (Units #5,#6,#7,#8,#9 or #10) behind the BEACH FRONT Villas and surrounding the jacuzzi area with a partial view of the Atlantic Ocean. (only a 1-2-minute walk to the beach and pool area)

Perfect for Family Reunions or Two Coup.......read more

2 Bedrooms - Sleeps 6
Cottage in Marathon

Marathon Vacation Rental 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 s.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Marathon

Marathon Vacation Rental 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 Bedrooms - Sleeps 10
Vacation Rental Home in Marathon

Marathon Cottage 4.3 Star Review

This listing is for a KEY LIME GROVE villa (Units #11 or #12 or #13 or #14 or #15 or #17 or #19 or #20), at Coco Plum Beach & Tennis Club & Marina. Not a view of the ocean, but only a 3-4-minute walk to the beach, pool & Atlantic Ocean and jacuzzi. We do not specify exact villa number until day of arrival.

We do not allow and motorized water.......read more

2 Bedrooms - Sleeps 6
Cottage in Marathon

Marathon Villa 4.6 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 Bedrooms - Sleeps 6
Villa in Marathon

Marathon Vacation Rental 5.0 Star Review

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 enjoy cruising, fishing or maybe even snorkeling!
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3 Bedrooms - Sleeps 8
Vacation Rental Home in Marathon

Marathon Vacation Rental 4.7 Star Review

The Anchor House

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

It's all about the outdoor living at this lovely, central Keys getaway! Your home away from home on Marathon features a private boat dock, pool, and pool table - and you’re walking.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Marathon

Marathon Vacation Rental 4.0 Star Review

Sleeps 10, large heated pool, Hot tub, Sandy Beach area, 90' Dock, Ocean Kayaks

This 5 bedroom 3 Bath House has ample sleeping options for every type of family/friend gathering and provides parking for several vehicles.

The floor plan layout is very balanced; the family room, kitchen, and game / TV room are on the Main Floor and 3 bed.......read more

5 Bedrooms - Sleeps 10
Vacation Rental Home in Marathon

Marathon Vacation Rental 4.9 Star Review

Perfect paradise is located in the heart of marathon. Only 9 minutes away from sombrero beach. Restaurant, supermarkets, ice cream, aquarium, and much more less than 7 minutes away. Public boat ramp is 5 minutes away. The house has plenty of parking spaces in the front to park your boat and 3 vehicles. 4 parking spaces in total. The home was recent.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Marathon

Marathon Villa 4.7 Star Review

Highly sought out Anglers at Sombrero Canal Front Townhome with a private pool equipped with a heater and chiller for the ideal temperature. 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.......read more

4 Bedrooms - Sleeps 10
Villa in Marathon

Marathon Vacation Rental 4.1 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 refrigerator.......read more

4 Bedrooms - Sleeps 10
Vacation Rental Home in Marathon

Marathon Vacation Rental 5.0 Star Review

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 Bedrooms - Sleeps 10
Vacation Rental Home in Marathon

Marathon Vacation Rental 4.7 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

2 Bedrooms - Sleeps 6
Vacation Rental Home in Marathon

Marathon Vacation Rental 5.0 Star Review

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 Bedrooms - Sleeps 6
Vacation Rental Home in Marathon

Marathon Villa 4.7 Star Review

The Sand & The Sea welcomes you with an upscale modern coastal feel throughout the home. This Vacation Home features your own private pool, dock, and fish cleaning station.

This fully equipped brand new Villa offers accommodations for up to 10 guests comfortably. Luxuriate in your choice of the two private King Master Suites with flat screen.......read more

4 Bedrooms - Sleeps 10
Villa in Marathon

Marathon Vacation Rental 5.0 Star Review

Indulge in the charm of this splendid split-level residence nestled in the heart of the captivating Florida Keys. This distinctive property comfortably accommodates up to 16 guests across its seven well-appointed bedrooms, offering an ideal haven for two families seeking both shared moments and personal privacy within its thoughtfully designed layo.......read more

7 Bedrooms - Sleeps 16
Vacation Rental Home in Marathon

Marathon Vacation Rental 3.3 Star Review

We are happy to welcome you in our vacation home facing the sea, which you will be able to
enjoy from the private garden in the hammock, from one of the lounge-chairs, at the dinner
table, or from the inside of our modern house through the large Florida Bay.
Hidden in the midst of wonderful trees, vegetation and beautiful, friendly wildlif.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Marathon

Marathon Vacation Rental 4.0 Star Review

Relax Inn

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

Painted in beachy blues and teals, this family-friendly home on the canal is ready and waiting to host your vacation! Park your boat at the dock, then take a seat out on the extensive outdo.......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in Marathon

Marathon Vacation Rental 4.9 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 Bedrooms - Sleeps 8
Vacation Rental Home in Marathon

Marathon Vacation Rental 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 Bedrooms - Sleeps 10
Vacation Rental Home in Marathon

Marathon Vacation Rental 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 Bedrooms - Sleeps 8
Vacation Rental Home in Marathon

Marathon Condo 4.3 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. I.......read more

2 Bedrooms - Sleeps 6
Condo in Marathon

Marathon Vacation Rental 4.7 Star Review

One room with a king sized bed and the other has a queen sized bed – both with cool comfort memory foam mattresses. Pull-out queen sized sofa and twin love seats add additional sleeping options. Bathrooms lined in elegant tile with glass block showers. The well-stocked chef’s kitchen has all stainless appliances (including fridge with ice maker.......read more

2 Bedrooms - Sleeps 5
Vacation Rental Home in Marathon

Marathon Vacation Rental 4.8 Star Review

Pink Palm Canal Home

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

Great group vacations come easy at this lovely home just one mile from Florida Keys Aquarium Encounters and four miles from the Turtle Hospital. Several common spaces (each with .......read more

4 Bedrooms - Sleeps 8
Vacation Rental Home in Marathon

Marathon Villa 5.0 Star Review

Island Life at its Best at Isla Marlin, Indigo Reef 28! Located in the premier gated, waterfront marina resort of Indigo Reef. Follow the palms to your 28 ft boat slip, directly in front of your back porch rocking chairs. Spend the day on the water, fishing, snorkeling the reef or lounging by the resort pool. Indigo Reef is located just 90 miles.......read more

3 Bedrooms - Sleeps 8
Villa in Marathon

Marathon Vacation Rental 4.9 Star Review

The Beach House is a stunning and spacious 2bed/2bath with private pool & walking distance to Sombrero Beach!

This home offers an open concept living, kitchen and dining area. The living room is pscaious with comfortable furnishings and large flat screen TV. Dining table seats up to 6 and the counter seats another 2. Off the kitchen is a st.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Marathon

Marathon Vacation Rental 5.0 Star Review

This exquisite single-family residence, featuring 3 bedrooms and 3.5 baths, graces the coveted Sombrero Beach locale. Just a brief stroll across the street, you'll find yourself on the beach.

The residence welcomes you with an open-concept living room and dining area, thoughtfully designed for ample seating to accommodate your extended famil.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Marathon

Marathon Vacation Rental 5.0 Star Review

Welcome to Pozitively Bliss, your newly updated 3-bedroom, 2-bathroom single family home, nestled in the heart of the coveted Sombrero Beach neighborhood. This spectacular home offers a perfect blend of modern amenities and laid-back style, providing an unforgettable retreat for your Florida Keys vacation.

Step inside and be captivated by th.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Marathon

Marathon Vacation Rental 4.9 Star Review

VACA-22-2 

Primary renter must be 25 or older & present for entire stay 

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 twi.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in Marathon

Marathon Vacation Rental

Sea Haven 

A 3 bedroom, 2 bathroom, single-family, updated, private pool home by Sombrero Beach

Are you dreaming of a Luxury Florida Keys vacation rental for your next vacation? Sea Haven is the perfect Marathon vacation home with a private pool, updated kitchen, dock, and expansive outdoor living space with beach volleyball, outdoor.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Marathon

Marathon Vacation Rental 5.0 Star Review

Casa Del Mar

Dreaming of a Marathon Florida Keys Vacation Rental? This is the home to turn that dream of a Florida Keys vacation home into reality!
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 fast pace of big city life. If you have ever dre.......read more

4 Bedrooms - Sleeps 10
Vacation Rental Home in Marathon

Marathon Vacation Rental 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. Public bus to Key West stops four blocks away. Walking distance to restaurants and bars. 3 Bedroom, 2 Bath House.......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in Marathon

Marathon Apartment 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 Bedrooms - Sleeps 2
Apartment in Marathon