Pet-friendly holiday rentals in Marathon

4.73 out of 5 average rating, 26 reviews

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

Welcome to Sunset Key Escape Your Private Waterfront Retreat in Marathon Bask in the beauty of the Florida Keys at Sunset Key Escape, a stylish and serene 3 bedrooms, 3 bathroom waterfront getaway designed for comfort, adventure, and unforgettable views. Whether you are unwinding poolside, launching a kayak at sunrise, enjoying dinner by the water under the stars, or challenging friends and family to a ping pong match, this home offers a true Keys escape surrounded by nature and coastal charm.

PetsOutdoor spacesQuiet

A private inground pool is surrounded by palm trees under a clear blue sky. A colorful rubber duck floats on the water's surface. A hammock can be seen in the background, while a red umbrella provides shade over two seated chairs nearby, creating a serene outdoor setting.

4.86 out of 5 average rating, 36 reviews

Welcome to Paradise! Private Pool, SUPs, Kayak!

Paradise Awaits You!! With a Beautiful Private Pool, 40’ Dock, Kayaks, SUPs, & Bikes; Welcome to Paradise is the Perfect Place to Stay & Play in the Sun & on the Water! Our home w Breezy Palms is centrally located w Beaches, Boating, Fishing, Diving, Swimming, Dining & Refreshing Cocktails just minutes away! We are owners, Luis & Aysie. We put all our love of the Keys into our home, & we just know you will love it too. Message us or book instantly & start planning your trip to Paradise!

WalkabilityPetsPool

4.77 out of 5 average rating, 162 reviews

Houseboat in Marathon

Tiny Home Aqua Lodges 2/1

This memorable place is anything but ordinary. Stay in our fully equipped aqua lodge with private surroundings. This lodge has 1 queen bed, 1 full bed, a sofa sleeper full size on the main floor, and 1 twin in the loft. It has a full kitchen, mini split ac, and full bathroom with hot water. This location has great sunset views and private BBQ waterfront area. All lodges have all bedding and dishes and cooking utensils. You will also have access to the Cabana Club located in Key Colony Beach.

PetsOutdoor spacesFamily

5.0 out of 5 average rating, 5 reviews

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

Searenity is a newly updated 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! There is plenty of dockage for your boat and a gorgeous tropical back yard with everything you need for the perfect Keys vacation - pool with jets, tiki hut, grill, outdoor refrigerator, fish cleaning station, two kayaks, two bikes, back porch, and plenty of outdoor furniture!

PetsOutdoor spacesCleanliness

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

Outdoor spacesWalkabilityLocation

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

QuietNearbyView

4.86 out of 5 average rating, 619 reviews

Three modern Aqua Lodges are positioned on water, featuring white exteriors and blue roofs. Each lodge has a furnished deck with chairs, providing relaxed seating options. A smooth, concrete path runs alongside the lodges, leading to a marina setting with sailboats in the background.

Villa in Marathon

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Outdoor spacesPetsParks

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

Outdoor spacesPetsCheck-in

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⚓️

Over 100ft of water frontage, with expansive bay view of all the beautiful wildlife that Marathon has to offer! Pets are always welcome but you MUST‼️indicate how many guest and pets when you make the booking. If cleaning crew discover sign of pets, guest will be charge $350/entire stay due to the extra cleaning work from the cleaning crew. With an outdoor heated pool, paddle boards, and kayaks, you and your family will never need to leave the home for activities!

PetsOutdoor spacesValue

4.95 out of 5 average rating, 116 reviews

Home in Summerland Key

Waterfront Anchor House with Boat Basin & Ramp

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with boat basin and ramp for your boat. The property lot is almost an acre with another rental home and still very spacious (search for Haven House to reserve both homes if available). Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the point and enjoy the underwater scenery!

PetsWalkabilityAccuracy

A modern interior showcases a spacious living area with a sectional sofa adorned with decorative cushions. Adjacent, a bright kitchen is visible, alongside a dining table. A cozy bedroom features a bed with plush linens. Outdoor seating is arranged on a covered patio, surrounded by greenery.

4.9 out of 5 average rating, 193 reviews

Waterfront Cozy Modern Retreat w/Deep Canal

Welcome to our beautiful waterfront home in Marathon! Our smoke-free property is modern, clean and features a 37ft long concrete dock, perfect for boating and fishing enthusiasts. With easy access to the movie theater, Sombrero Beach, Turtle Hospital, Publix, Walgreens, and delicious restaurants, you'll have everything you need right at your fingertips. We can't wait for you to experience the peacefulness and convenience of our lovely home.

WalkabilityOutdoor spacesBarbecue

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

BarbecueHospitalityAmenities

Popular amenities for Marathon pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A serene view of a canal populated by several pelicans floating on the water's surface. Palm trees line the shore, and colorful houses are visible in the background. A boat is docked nearby, enhancing the peaceful coastal scene.

4.98 out of 5 average rating, 129 reviews

Waterfront House with 37 ft Dock & Cabana Club

WalkabilityOutdoor spacesBackyard

5.0 out of 5 average rating, 10 reviews

A Paradise Point by Sombrero Beach

ComfortPoolHot tub

4.67 out of 5 average rating, 6 reviews

Blue Heaven Marathon

Outdoor spacesCleanlinessFamily

Two outdoor sun loungers are positioned on a concrete patio, facing a tranquil waterfront scene. A stunning sunset casts warm hues over the water, with boats visible in the distance. Wooden pilings line the dock, enhancing the idyllic setting.

4.93 out of 5 average rating, 76 reviews

Water, Water Everywhere! "The Wheel House"

PetsOutdoor spacesParking

5.0 out of 5 average rating, 6 reviews

Entire private two family water front home.

Outdoor spacesBeachComfort

5.0 out of 5 average rating, 4 reviews

Sombrero Sanctuary~ Pool, Pet Friendly, Near Beach

Air conditioningHospitalityKitchen

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

Outdoor spacesWalkabilityIndoor spaces

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

WalkabilityOutdoor spacesCleanliness

Pet-friendly home rentals with a pool

A two-story home is set against a backdrop of vibrant greenery, with a private in-ground pool visible in the foreground. A white fence outlines the pool area, while steps lead to a spacious balcony above that overlooks the pool.

4.89 out of 5 average rating, 132 reviews

Pet Friendly Half Duplex Pool Home with Boat Slip

WalkabilityPetsBeach

A paved outdoor patio features two lounge chairs and a small round table, surrounded by tropical plants and palms. The tranquil canal is visible in the background, offering a serene waterfront view.

4.95 out of 5 average rating, 146 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

PetsWalkabilityTV

A shaded tiki hut is situated on a stone patio beside a tranquil canal. The space is furnished with a table and chairs, surrounded by palm trees. Brightly colored kayaks are neatly arranged on a nearby dock, adding to the outdoor ambiance.

4.91 out of 5 average rating, 112 reviews

*New Modern*3/2Duplex/37' Dock/Cabana/Kayaks/Bikes

WalkabilityOutdoor spacesBarbecue

4.88 out of 5 average rating, 26 reviews

A private hot tub sits on the rooftop terrace, surrounded by a white railing. Lush greenery fills the foreground, while a view of the Gulf coast extends towards the horizon under a clear blue sky.

Villa in Marathon

Florida Keys Wellness Gem Tranquility & Activity

WalkabilityOutdoor spacesParking

5.0 out of 5 average rating, 5 reviews

Ocean Views, Pool, 45’ Dock, Kayaks & 3 Suites

ViewNearbyCleanliness

A view from beneath a thatched roof, showcasing calm waters and a gentle shoreline. Palm trees sway in the breeze, with a wooden dock extending towards the ocean. The sky features soft clouds during sunset, creating a peaceful atmosphere.

4.88 out of 5 average rating, 77 reviews

Oceanfront mermaid house pool and dock

Outdoor spacesPetsCheck-in

The image captures a sparkling private pool overlooking the water, with a sandy beach and a wooden dock in the distance. A yellow kayak is positioned nearby, and several lounge chairs are arranged by the pool, inviting relaxation under the tropical sky.

4.92 out of 5 average rating, 49 reviews

Sunset Catch Gulf Front, Pool, Dock, Kayaks, Fish

Outdoor spacesPetsKitchen

4.92 out of 5 average rating, 12 reviews

Villa Mars In Marathon

PetsOutdoor spacesHospitality

Private, pet-friendly home rentals

4.79 out of 5 average rating, 68 reviews

A floating home is anchored in clear waters, surrounded by lush greenery. The structure is highlighted by solar panels on the roof and a spacious white deck, featuring railings that outline the edges. Bright blue skies and distant mangroves create a serene backdrop.

Houseboat in Islamorada

Perfect escape to the ocean

Outdoor spacesPetsAmenities

4.96 out of 5 average rating, 24 reviews

Home in Key Largo

El Encanto | Private pool and tropical tiki

Outdoor spacesPetsComfort

4.94 out of 5 average rating, 78 reviews

Waterfront Villa Bring Your Boat Cabana Club Beach

WalkabilityOutdoor spacesLocation

The exterior of a charming waterfront home is depicted, showcasing a canal with clear turquoise water. Lush palm trees frame the property, and well-maintained landscaping adds to the serene environment. The two-story building features a spacious porch and multiple balconies, enhancing outdoor living.

4.96 out of 5 average rating, 80 reviews

Coral Lagoon #23- Private Villa Home

Outdoor spacesPetsHospitality

4.95 out of 5 average rating, 42 reviews

Escape the Cold Weather /Winter Dates Going Fast!

WalkabilityOutdoor spacesDecor

4.95 out of 5 average rating, 40 reviews

Home in Summerland Key

Starlight Serenity - Hideaway with Stunning Views

PetsOutdoor spacesHospitality

Aerial view of a waterfront home surrounded by the Atlantic Ocean and patch reefs. Lush palm trees dot the landscape. The canal is seen flowing between two rows of homes, with boats docked along the private docks, showcasing easy access to the water.

4.93 out of 5 average rating, 90 reviews

Oceanside, Fee-Less Pet, with kayaks - 60 FT Dock

WalkabilityPetsBackyard