House holiday rentals in Marathon

4.93 out of 5 average rating, 82 reviews

Beach House, Private Pool, Dock, Gulf View Sunsets

You don’t come to the islands to stay in a town—you come to slow down. Welcome to our tropical keys beach home, tucked away from the traffic and noise of US Hwy #1. Sway with the palms on the wraparound deck, soak in wide-open panoramic bay views, and catch fiery sunsets right off your dock. Fire up the BBQ, brew a Keurig, float in the private pool, or cast a line from the 300’ private pier/dock. Easy going island living with ocean / gulf breezes, comfy beds, quality linens, Wi-Fi, and cable TV.

FamilyLocationGrill

4.93 out of 5 average rating, 154 reviews

A covered Tiki Hut is featured at the waterfront, furnished with comfortable seating arrangements. Views of the water and dock are visible beyond the structure, framed by lush greenery and palm trees. The space is designed for relaxation and enjoyment of the serene surroundings.

Home in Key Colony Beach

Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

LocationValueGetting around

An inviting outdoor space features comfortable seating and a hot tub, surrounded by lush greenery. A large screen is set up for movie nights, and ambient lighting enhances the evening atmosphere as the sun sets.

5.0 out of 5 average rating, 81 reviews

Tropical Keys Retreat | Pool | Hot Tub | Cinema

Welcome to Paradise Palms: ⭑ 1750 sqft liveable space on 10,500 sqft estate ⭑ Private home, deck, patio & backyard, overlooking a beautiful scenic landscape ⭑ Crystal pool, hot tub, movie theater, remote workspace, game room with arcade & more ⭑ Secure parking for up to six vehicles, boat trailer parking, RV and EV charging ⭑ 10 min to sombrero beach & just minutes to all island attractions ⭑ Fully stocked kitchen ⭑ Extremely safe neighborhood License #VACA-24-20 License #VACA-24-32

FamilyValueBathroom

Home in Upper Sugarloaf Key

The bungalow stands illuminated against a night sky, surrounded by swaying palm trees. Soft reflections shimmer on the water's surface, while the sandy beach extends along the shoreline. The structure features large windows, showcasing a welcoming interior visible from outdoors.

The Lighthouse - Beach Houses Key West

If you’re reading this, you’re already one step closer to paradise. Thank you for considering us for your getaway. Our charming Lighthouse Bungalow is a 2-bedroom, 1-bath loft-style retreat located just steps from our private beach. The master bedroom loft, accessed by a spiral staircase, offers a stunning bird’s-eye view of the Atlantic Ocean. The nautical-inspired living area opens to an exterior deck overlooking the beach—an ideal spot for peaceful mornings and ocean breezes.

FamilyLocationShared spaces

4.93 out of 5 average rating, 134 reviews

5.0 out of 5 average rating, 6 reviews

Marathon Oceanfront 4BR Private Pool 60’ Boat Dock

Wake up to open-water views at your private oceanfront retreat in Marathon. Bring the boat, step into your private pool, Perfect for families and boating groups.Your private 60' dock offers direct water access, freshwater for rinsing gear and flushing engines, while parking accommodates up to 4 vehicles. • Direct oceanfront setting • Private swimming pool • Private 60' boat dock • Complimentary kayaks • Sleeps up to 10 • Parking for 4 vehicles • Wi-Fi + dedicated workspace

LocationFamilyIndoor spaces

The outdoor area features a sandy patio surrounded by palm trees, with several blue Adirondack chairs facing a shaded seating area under a white gazebo. The spacious home stands in the background, showcasing multiple balconies and a light-colored exterior.

4.84 out of 5 average rating, 100 reviews

Gorgeous Ocean View Home!

Beautiful family friendly ocean view home centrally located in the heart of Marathon (only 10min from Sombrero Beach) were you’ll be able to do many things like snorkeling, fishing, boating, Scuba, museums, visit the aquarium, and/or the dolphin research center, and even dine on the water with many restaurants selections near by. This property does NOT have dock space for a boat or trailer parking. Licensed and inspected by the city of Marathon Lic.# VACA-23-144

ValueFamilyAir conditioning

5.0 out of 5 average rating, 5 reviews

Waterfront Pool Home w/ Private Dock, Tiki Hut & B

Captain’s Hideout, your 4BR waterfront escape in Marathon’s Little Venice, built for boaters, families, anglers, and easy Keys living with quick access near Vaca Cut to the Gulf. 🏊‍♂️ Private backyard pool ⛵ 28’ dock with fish cleaning table 🌴 Huge tiki hut hangout area 🍳 Outdoor kitchen + dining space 🧊 Commercial ice machine + bait freezer 🛏️ Ground-level comfort for 10 🐾 Pet & kid friendly with pack ’n play + highchair

ValueFamilyAccuracy

4.95 out of 5 average rating, 152 reviews

Florida Keys Resort-Style Home w/ Pool & Dock 5/3

Perfect for families, couples, groups, or solo travelers, this spacious home offers 5 bedrooms, 3 bathrooms, an open living room, and a fully stocked kitchen. Easy to reach and simple to access, it’s set in a peaceful neighborhood close to island fun and water adventures. Just a short walk to Sweet Savannah’s Ice Cream & Sweets Parlor, this retreat is ideal for relaxing or exploring. We look forward to hosting you!

FamilyLocationHospitality

4.94 out of 5 average rating, 206 reviews

70ft Dock, Bikes, Beach, Spacious, VACA23-16

Enjoy the boutique decor of our large, spacious home. Our place is a short distance from Sombrero Beach, with bicycles available to ride there. Our property is on a wide and deep canal, with both ocean and gulf access. Our dock is 70 ft, so ideal place for large boats, or you can even bring 2 boats. Free parking, with space to park boat trailer. We include free passes to the Sea Turtle Hospital to guests.

LocationValueDecor

The backyard features a pool surrounded by a marble deck, with lounge chairs and an umbrella for shade. A tiki hut with seating stands nearby, complemented by landscaped greenery and palm trees. The multi-level home is illuminated softly against the evening sky.

5.0 out of 5 average rating, 18 reviews

Luxury Oasis, Pool, Kayaks, Dock, Near Beach

Welcome to Casa De Cayo 🏆 Featured in Rolling Stone as one of the best Airbnbs for large groups Exactly what you want from the Florida Keys—just 1 mile from Sombrero Beach. This modern 3BR retreat shines outdoors with a pool, tiki hut kitchen, hammock, and 40’ deep-water dock (no lift use), plus kayaks & paddleboard for the perfect island stay.

FamilyLocationOutdoor spaces

The exterior of the newly renovated home is showcased, featuring a large covered porch supported by white columns. Palm trees line the surroundings, and warm lighting illuminates the entrance, creating an inviting atmosphere against the twilight sky.

4.95 out of 5 average rating, 174 reviews

Marathon one-level home on the Marina - with slip!

***New Listing! Recently renovated with all new furnishings and appliances*** Beautiful oasis in the heart of the Florida Keys, Marathon is a fisherman's paradise. Coral Lagoon is the perfect destination for a relaxing family getaway and this home is all new with stylish interior and unbeatable location.

FamilyLocationBeach

A private wooden dock extends over calm waters, featuring a boat with a blue canopy and a small table with colorful umbrellas nearby. Palm trees line the waterfront, and a series of pastel-colored homes are visible across the canal, creating a serene setting.

5.0 out of 5 average rating, 126 reviews

Waterfront Oceanside, 60 Ft Dock, As seen on HGTV

See our home on HGTV's "Vacation House for Free", (Rental Lisc#VACA-20-690) BRING YOUR BOAT TO OUR PRIVATE 60 FOOT DOCK WITH 30 AMP SHORE POWER OUTLET. We call our home "Bahama Breeze" because that's what you feel blowing in as you spend your vacation at this Oceanside single family home.

LocationValueBeach

Popular amenities for house rentals in Marathon

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A sparkling in-ground pool is visible in the foreground, surrounded by a spacious patio. Lounge chairs are positioned along the deck, offering views of the lagoon. Lush palm trees provide shade, while a clear sky enhances the tranquil atmosphere of the waterfront setting.

4.99 out of 5 average rating, 179 reviews

Cancellation Deals: 10/24 - 10/31 & 11/28 - 12/05

LocationValueBeach

An inviting outdoor area features a clear swimming pool surrounded by a paved patio. The two-story structure above includes spacious balconies with multiple seating options. Sunlight brightens the scene, and lush greenery is visible in the background, enhancing the tranquil environment.

4.97 out of 5 average rating, 114 reviews

Angler's Eden

LocationFamilyParking

4.73 out of 5 average rating, 26 reviews

Sunset Key Escape/Pool, Dock, Kayaks & Gulf Access

ValueLocationCheck-in

A resort-style pool is surrounded by lounge chairs, set on a brick patio with a view of palm trees and the ocean. The scene is bright and open, showing a clear sky with scattered clouds, enhancing the outdoor leisure space.

4.8 out of 5 average rating, 15 reviews

Oceanview Rooftop Retreat 3BR 3BA in Marathon FL

FamilyValueCheckout

The two-story home is complemented by lush palm trees and surrounded by water, reflecting the vibrant colors of the sunset. Lounge chairs are positioned on the patio, and lights from the home illuminate the water, creating a serene atmosphere.

4.96 out of 5 average rating, 56 reviews

🏝Beautiful🏖 Water🏊‍♀️ View🌅 Pool Gym🏋️ Room, Private⛵️ Dock⚓️

LocationFamilyAmenities

5.0 out of 5 average rating, 12 reviews

P01 - New 3 bed, 3 bath with private pool

FamilyLocationQuiet

5.0 out of 5 average rating, 5 reviews

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

LocationFamilyCleanliness

5.0 out of 5 average rating, 10 reviews

A Paradise Point by Sombrero Beach

LocationLong stayAccuracy

Weekly house rentals

4.82 out of 5 average rating, 57 reviews

Florida Keys Retreat /Game Room / Boat Parking

LocationFamilyCheckout

A boat is docked beside a light blue cottage, featuring large windows that reflect on the water's surface. Lush palm trees surround the property, enhancing the tropical atmosphere and offering a serene view of the canal.

4.98 out of 5 average rating, 58 reviews

Flamingo Palms-BOOK Spring 2027 dates NOW!

FamilyValueCheck-in

4.91 out of 5 average rating, 35 reviews

Private Dock| 5min beach| Kayak| Sunset view|RV

FamilyLocationAmenities

5.0 out of 5 average rating, 18 reviews

Home in Key Colony Beach

Best Location in Marathon & KCB!

LocationFamilyComfort

5.0 out of 5 average rating, 17 reviews

Canalfront Home Ocean accessible

LocationFamilyKitchen

4.67 out of 5 average rating, 6 reviews

Blue Heaven Marathon

FamilyLocationComfort

The living room features a spacious sectional couch in a deep blue color, accompanied by decorative pillows. A coffee table is positioned in the center. Natural light is provided by large windows, and a modern ceiling fan adds a touch of comfort to the space.

4.97 out of 5 average rating, 69 reviews

Salty Nest ~ 2 Bed/1 Bath ~ Salty Air Retreat

FamilyLocationComfort

A spacious outdoor deck features comfortable seating and a large mural of a marlin. Sunlight reflects off the turquoise water in the canal, while palm trees sway in the gentle breeze, creating a relaxing atmosphere for guests.

5.0 out of 5 average rating, 27 reviews

Vaca Cut w/60' dock, 4br/4ba, 2 kitchens

LocationValueCheck-in

Private house rentals

A two-story waterfront beach house features a spacious deck with seating, surrounded by greenery. A gravel area lies in front, with bicycles parked nearby, indicating easy access to Sombrero Beach. Palm trees and a clear sky complete the coastal setting.

4.96 out of 5 average rating, 48 reviews

Marathon Beach house w/45’ dock Ocean access

ValueLocationBeach

A bright living area is showcased with a sectional sofa and a round coffee table. Natural light fills the space, highlighted by decorative lamps and greenery visible through the windows. A woven rug adds texture to the wooden floor, contributing to a relaxed atmosphere.

4.97 out of 5 average rating, 58 reviews

Private Gated Cottage | Hot Tub | Pet Friendly

ValueFamilyBathroom

4.96 out of 5 average rating, 24 reviews

New oceanfront 5BR home w/pool, slip, and beach

FamilyLocationOutdoor spaces

An outdoor bar area features a wooden countertop with two red stools. A television is mounted on the wall, alongside a decorative wall piece. A potted green plant adds a natural element, while the blue and white color scheme creates a vibrant atmosphere.

5.0 out of 5 average rating, 19 reviews

Paradise away from home. 7 nights minimum

LocationValueLong stay

An outdoor area features a fenced pool surrounded by colorful chairs. Palm trees provide shade, and the spacious deck above is visible. The setting reflects a relaxed atmosphere with nearby greenery enhancing the tranquil environment.

4.85 out of 5 average rating, 39 reviews

Soothing Nest

FamilyLocationDecor

5.0 out of 5 average rating, 4 reviews

Sombrero Sanctuary~ Pool, Pet Friendly, Near Beach

LocationFamilyAir conditioning

4.92 out of 5 average rating, 12 reviews

Blue Paradise Call for Weekend ONLY rates

FamilyLocationGrill

A tranquil canal scene is depicted, lined with palm trees and private docks. Water reflects the clear blue sky, creating a serene atmosphere. Boats are moored along the canal, showcasing direct access to Gulf and Ocean waters.