Pet-friendly home rentals near Sombrero Beach

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.

4.9 out of 5 average rating, 104 reviews

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

Perfectly situated in KCB w/ 37.5' of dockage on a wide and pristine canal that leads easy access to both the Ocean & the Gulf, our newly listed 1/2 duplex is newly renovated w/ brand new AC, appliances, fixtures, furniture, mattresses, & decors. Featuring 3BR 2BA accommodating up to 8 ppl in a large & open living room & backyard, provided w/ multi-game table, bikes, kayaks, 6-burners grill, 2 mins walk to Sunset park, & Cabana Club access, it is the perfect Florida Keys getaway for your family.

5 out of 5 average rating, 17 reviews

Waterfront 6BR Luxury Retreat w/ Pool & Dock

Welcome aboard Captain's Retreat, your 6BR/5BA tropical paradise in Marathon with 80 feet of dockage for up to 3 boats! I expanded from our popular Captain's Quarters to create this ultimate family compound with fast ocean access. Cruise the Atlantic on our premium Hobie kayaks, challenge family to shuffleboard by the heated pool, or rack 'em up in the billiards room – there's something for every generation in your crew! 🏊‍♂️ Luxury heated pool & spillover spa ⛵ Private 80ft dock with Hobie pe

4.95 out of 5 average rating, 146 reviews

A private heated pool is surrounded by a spacious patio with laid brick flooring. Palm trees frame the scene, while a vibrant sunset casts warm colors across the sky. Lounge chairs are positioned by the pool, inviting relaxation by the serene water view.

Villa in Marathon

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

4.96 out of 5 average rating, 150 reviews

A shaded outdoor dining area features a wooden table surrounded by chairs, with a view of the private canal lined with palm trees. Nearby boats are docked along the lush green banks, creating a serene waterfront setting.

Townhouse in Marathon

Boater’s Paradise 3br/2.5ba at Coral Lagoon

*PLEASE NOTE* Villa slips/canal are under construction until March 2026. Please inquire before booking. Spectacular PET FRIENDLY 3 bed/2.5 bath 1350sf villa in beautiful Coral Lagoon, complete with a 40 foot wet slip and all the amenities! Spread out and enjoy the spacious, clean interior with free high speed wifi. Step outside to your boat and enjoy all the Gulf and Atlantic have to offer - both easily accessible in minutes. Relax with a drink at the pool after a long day of fun in the sun.

Cottage in Little Torch Key

A waterfront property is surrounded by lush palm trees, with a gravel area leading to a private dock. The home is painted in soft blue tones, reflecting a comfortable coastal vibe. The expansive water views offer shimmering reflections under the clear sky.

4.89 out of 5 average rating, 174 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. 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 dock and enjoy the underwater scenery!

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, 130 reviews

Waterfront Home 37.5-ft dock, Cabana Club Included

Bright, Open Floor Plan with new floors & kitchen. East facing for sunny mornings and shady afternoons on the great screened porch. Two roomy bedrooms and 2 full baths. Plenty of parking on the paved driveway. Perfectly located with the boater and angler in mind on a 37. 5 ft concrete dock, on deep & wide canal. Here on Key Colony Beach you can walk or bike the entire city to the marina, Sunset Park, 3 restaurants, play golf, tennis, pickle ball, bocce ball, horseshoes & basketball.

4.9 out of 5 average rating, 429 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!

4.89 out of 5 average rating, 123 reviews

A cozy living space features a navy blue sofa adorned with nautical-themed throw pillows. A dining area with a glass table and chairs is visible in the background, alongside a decorative display of framed art and a potted plant. Natural light filters through the windows.

Houseboat in Marathon

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

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, 172 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.

4.95 out of 5 average rating, 140 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!

A heated saltwater pool is set on a spacious deck, surrounded by lounge chairs. Adjacent to the pool, a serene canal view features lush greenery and residential homes lining the waterway.

4.9 out of 5 average rating, 31 reviews

Sombrero Beach Waterfront | Pool, Dock, Bikes

Welcome to your Sombrero Beach waterfront home in Marathon. This renovated 4BR/2BA retreat features a heated saltwater pool, private dock with canal access, outdoor dining and grill, 4 bikes, beach gear, and an inflatable SUP. Just 700 feet from Sombrero Beach, perfect for families and groups. Heated pool and dog-friendly stays are included at no extra charge, so you can relax, paddle, fish, and explore the Keys.

The exterior of a blue house is surrounded by a landscaped garden featuring palm trees and other greenery. A gravel driveway leads to the entrance, providing ample space for parking. The sky is clear and sunny, enhancing the inviting atmosphere of the property.

4.92 out of 5 average rating, 126 reviews

Beautiful Renovated Home in Marathon, FL

Cozy home centrally located in the heart of Marathon with a ton of parking space for a boat or RV... Stay at ease in this family friendly neighborhood with lots of fun nearby (within 10 minutes) such as Sombrero Beach, FL Keys Aquarium, public boat ramp, kayaking, diving, restaurants and more!!! Licensed and inspected by the City of Marathon, Lic.#VACA-21-409

Popular amenities for pet-friendly home rentals near Sombrero Beach

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A private outdoor space features a heated pool surrounded by lounge chairs on a grassy area. Tropical palm trees provide shade, and the house displays large windows that allow natural light. An inviting patio area is visible, enhancing outdoor relaxation.

4.94 out of 5 average rating, 62 reviews

Waterfront Private Home w/Pool-Family&Pet Friendly

A serene waterfront scene captures colorful sunset hues reflecting off calm waters. Palm trees sway gently in the breeze, while boats are moored along the canal. The peaceful atmosphere of the neighborhood is evident in the backdrop of charming docks and nearby structures.

4.92 out of 5 average rating, 71 reviews

Blue Ocean Bungalow-February dates available

A spacious outdoor area features a tiki hut with a thatched roof, a swimming pool surrounded by lounge chairs, and a boat docked beside a canal. Lush palm trees provide shade, enhancing the tropical ambiance of the property. The home is visible in the background.

4.96 out of 5 average rating, 78 reviews

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

An aerial view captures the waterfront property with a heated pool and outdoor seating areas, surrounded by lush palm trees. The private canal is visible, along with neighboring homes. Blue skies enhance the tropical setting, creating a serene atmosphere perfect for relaxation.

4.93 out of 5 average rating, 14 reviews

Grand Blue/120'Dock/HtdPool/GameRoom/BBQ/BabyItems

A modern home is showcased, bordered by lush greenery. A heated pool reflects the sky, with sun loungers placed nearby. The smooth patio leads to an inviting seating area, sheltered by a sun umbrella. Large windows provide a view into the airy interior, enhancing the spacious ambiance.

4.9 out of 5 average rating, 29 reviews

Waterfront Home Dock, Pool & Mini Golf Near Beach

An outdoor theater area is outlined by a modular seating arrangement with blue cushions and dark wicker. A large projection screen is mounted on a wooden wall, creating an inviting space for movie nights. Soft lighting from overhead strands completes the ambiance.

4.92 out of 5 average rating, 36 reviews

Oceanview Marathon - Screened Porch, Theater & Bar

A comfortable brown leather sofa is adorned with striped decorative cushions and a prominent 'love home' pillow. A wooden coffee table holds various brochures and a remote. In the background, fishing rods are visible, and a neutral-colored wall adds to the relaxed atmosphere.

4.89 out of 5 average rating, 28 reviews

Pet Friendly (Fee-Less) Half-Duplex Cottage

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 out of 5 average rating, 14 reviews

NEW: Vaca Cut with 60' dock, 4br-4ba, 2 kitchens

Pet-friendly home rentals with a pool

An outdoor Tiki bar area with tall bar stools arranged around a counter. The bar features a sign reading 'Toasted Coconut Tiki Bar'. A serene sunset sky illuminates the scene, while palm trees and a fenced space add to the tropical ambiance.

5 out of 5 average rating, 65 reviews

The Toasted Coconut~Pool~Bikes~Grill~Chic!

A serene waterfront view is captured, showcasing calm waters framed by lush greenery and palm trees. The scene includes a glimpse of a dock area with boats visible in the distance, enhancing the peacefulness of this tropical setting.

4.81 out of 5 average rating, 36 reviews

Waterfront, dock, easy ocean access, heated pool!

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.

4.83 out of 5 average rating, 23 reviews

Soothing Nest

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.

4.87 out of 5 average rating, 69 reviews

Oceanfront mermaid house pool and dock

An aerial view showcases a private dock with a boat alongside a heated pool. Lounge chairs are positioned near the pool, complemented by vibrant palm trees and neatly arranged outdoor furniture. The tranquil waters reflect the bright surroundings, enhancing the overall relaxing atmosphere.

4.95 out of 5 average rating, 21 reviews

Paradise Cove! 50ft Dock Pool BBQ

A spacious living area features a comfortable sofa and access to a balcony with views. The modern kitchen showcases white cabinetry and stainless steel appliances. The outdoor pool area provides a relaxing atmosphere, complete with a colorful inflatable float. A dining table is set for formal meals.

4.92 out of 5 average rating, 12 reviews

Sombrero Siesta Heated Pool & Stunning Canal Views

4.88 out of 5 average rating, 59 reviews

The two-story villa presents a light green exterior with multiple large windows, allowing natural light to enter. Elevated on stilts, ample space underneath offers shade, while the stairway leads to the main entrance. Architectural details emphasize a welcoming coastal style.

Villa in Marathon

New Paradise On Sombrero Beach

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.

4.97 out of 5 average rating, 116 reviews

Waterfront House with 37 ft Dock & Cabana Club

Private, pet-friendly home rentals

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, 72 reviews

Coral Lagoon #23- Private Villa Home

Tiny home in Big Pine Key

4.93 out of 5 average rating, 69 reviews

Cottage 30 min from Key West, free parking, pool

An open-concept interior features a full kitchen with modern appliances and ample cabinetry. A comfortable seating area is present, with a grey sofa and decorative yellow pillow. Natural light floods through the windows, highlighting the wooden beams and white walls that create a bright and welcoming space.

Houseboat in Marathon

4.79 out of 5 average rating, 53 reviews

Tiny Home Aqua Lodges 2/1

An outdoor tiki hut provides a shaded seating area with comfortable wicker furniture. Decorative cushions adorn the sofas, and a hammock hangs nearby. Lush greenery surrounds the space, offering a relaxing spot for gathering or unwinding.

4.96 out of 5 average rating, 166 reviews

Vida De Aqua - Water Life!

A spacious living area features a comfortable gray sofa with decorative pillows, accompanied by a natural wood coffee table. A large television is mounted on a light wall, while a dining area with white chairs is visible in the background.

Villa in Duck Key

4.79 out of 5 average rating, 121 reviews

Waterfront villa for families * Family friendly*

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.

4.92 out of 5 average rating, 49 reviews

Water, Water Everywhere! "The Wheel House"

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.

4.97 out of 5 average rating, 37 reviews

Marathon Beach house w/45’ dock Ocean access

A private pool is surrounded by tropical palm trees and lounge chairs. An umbrella provides shade over a seating area, with a thatched hut visible in the background. The clear water reflects the blue sky, creating a serene outdoor space.

5 out of 5 average rating, 15 reviews

Walk to Beach: Waterfront Home in Marathon!

Pet-friendly home rentals with a hot tub

A spacious outdoor area is surrounded by tropical landscaping, featuring a BBQ grill and a hot tub. Comfortable lounge chairs are available under umbrellas, with a gravel walkway leading to various seating arrangements. Sunlight filters through the palm fronds, creating a relaxing atmosphere.

4.95 out of 5 average rating, 39 reviews

Private Home,Hot Tub,BBQ.Boat & RV Parking FL Keys

4.97 out of 5 average rating, 62 reviews

A bright bedroom features a spacious bed with a white duvet cover and decorative teal throw. Art depicting fish adorns the walls. Natural light enters through the window, complemented by a stylish lamp. A wooden dresser occupies one corner, enhancing the room's coastal theme.

Bungalow in Islamorada

Castaway Island - Pool, Spa, Tiki Bar, Kyaks,Sup’s

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 out of 5 average rating, 56 reviews

Marathon Keys Escape • Pool • Hot Tub • Near Beach

4.96 out of 5 average rating, 27 reviews

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

5 out of 5 average rating, 18 reviews

Waterfront 2-bedroom Home w/Pool and Spa

Three colorful adirondack chairs—one red, one yellow, and one green—are positioned on a sandy beach under palm trees. The calm blue water extends towards the horizon, while a rocky wall forms a subtle boundary in the background.

4.88 out of 5 average rating, 41 reviews

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

The modern home is showcased from an aerial view, featuring a spacious pool area surrounded by palm trees. A rooftop lounge is visible, with stairs leading up. The layout highlights the pool, outdoor seating, and ample outdoor amenities, with clear blue skies above.

5 out of 5 average rating, 24 reviews

Off the Hook~ Luxury Pool Home, 30' Dock & Kayaks!