Pet-friendly holiday rentals in Key Colony 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.

Superhost

Villa in Key Colony Beach

5 out of 5 average rating, 3 reviews

Deep Blue ~ Waterfront Gem ~ Pool ~ Kayaks ~ Dock

Escape to the stunning Deep Blue, a 4BR 3BA waterfront retreat in the exclusive Key Colony Beach, Florida Keys. This expansive two-story estate offers the ultimate island getaway with its sophisticated design, luxurious amenities, and breathtaking water views from your private 112-foot dock. ✔ 4 Luxurious BRs ✔ Gourmet Kitchen ✔ Heated Swimming Pool & Spa ✔ Waterfront Yard (Fire Pit, BBQs, Games, Kayaks, Bicycles) ✔ 112ft Private Dock (Fishing Station, Water, Electricity) ✔ Smart TVs Throughout

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!

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

Right in the middle of the action between Miami and Key West. This 2/2 house has been nicely renovated and furnished with new stainless kitchen appliances and a gorgeous granite countertop. Comfortable outside/inside living space perfect for a getaway in paradise. Walk out to the porch and backyard, and you will be engulfed by the beauty of the sunset views while lying on the cozy hammock. It features lots of outdoor entertaining: fishing, paddling, BBQ or just plain hanging out in the shade.

A bright living area features light-colored furniture arranged for comfort. A spacious sofa is paired with woven accent chairs, offering views through large glass windows overlooking a canal. Light curtains frame the windows, allowing natural light to enhance the room's open feel.

5 out of 5 average rating, 10 reviews

Key Colony Beach Waterfront 321

This unique home has a style all its own. Beautiful Island in Marathon: Key Colony Beach. Upgraded Home on a large canal, each side has a 3/2, each with its large garage, sharing an 80 ft dock where you can dock your boat & trailer. If you need the additional 3/2 home, please inquire (Totaling 2 homes, 6 rooms, 4 baths). Plenty of parking and one trailer per home. Canal opens to Ocean & Bay via Vaca Cut. Member of the amazing Gluntz Resort: Private Beach, Pool, bar & Restaurant (Havana Jack).

An aerial view captures the Snapper House situated alongside expansive canals, with direct access to the water. A red marker highlights the property’s location. Surrounding homes and palm trees create a vibrant neighborhood environment, reflecting the essence of coastal living.

4.92 out of 5 average rating, 143 reviews

The Snapper House 3/2.5 45' dock sleeps 8+ pets OK

The Snapper House is a spacious 3/2.5 bed/bath duplex with 45' of canal dock frontage, also Includes the Cabana Club with large pool (food/drinks for purchase) and ocean facing beach. Awning extends to dock from sliding doors. TV package includes 100+ channels Each bedroom and living room has a full size flat screen TV. For best WIFI reception, an extender is available and should be used when in the back bedrooms, it's name is the same as the main house with an "ext" at the end (same pw).

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.

A tiki bar with a thatched roof offers seating along a glass countertop. Two cocktails rest on the counter, with serene water views visible beyond. Boats are docked discreetly along the shoreline, surrounded by greenery and natural light.

4.76 out of 5 average rating, 157 reviews

NEW PET FRIENDLY Waterfront Single Home-Pool,Beach

NEW VACATION RENTAL. Completely renovated. Open floorplan. New kitchen and bathrooms. New furnishings. Beautiful water views. Game room with pool table. DOGS PERMITTED ($250 FEE PER DOG, 1- 2). YOU MUST TELL ME IF YOU WANT TO BRING A DOG WHEN YOU SUBMIT YOUR REQUEST. Yard with Tiki. Enjoy meals, drinks or shady relaxation. 35 feet of dockage. Cabana Beach and Pool Club included. MUST SIGN KCB AND HOUSE RULES DOCUMENTS WITHIN 48 HOURS OF BOOKING AGE 25 OR OLDER TO BOOK PLEASE

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, 131 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, 431 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!

Superhost

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

4.89 out of 5 average rating, 123 reviews

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.

4.89 out of 5 average rating, 173 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.

Popular amenities for Key Colony Beach pet-friendly home rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

The modern beach house is set against a tranquil waterfront backdrop, featuring light-colored siding and a metal roof. Lush palm trees and landscaped grounds surround the property, complementing the natural waterfront area. The structure is elevated, with a staircase leading to the main level.

4.91 out of 5 average rating, 23 reviews

Salty Kisses Beach House

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!

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

Superhost

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

4.94 out of 5 average rating, 31 reviews

2BR/2BA Retreat in the heart of Marathon! 3 beds

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, 37 reviews

Oceanview Marathon - Screened Porch, Theater & Bar

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

An aerial view captures the home's location near Vaca Cut, with clear access to the Atlantic Ocean. Surrounding houses and palm trees line the waterway, highlighting the proximity to both boating routes and nearby amenities.

4.92 out of 5 average rating, 38 reviews

Waterfront, Fee-Less Pet, 2/2 home with 55ft dock

Pet-friendly home rentals with a pool

4.8 out of 5 average rating, 82 reviews

A light-filled living area features a comfortable sofa and a wooden coffee table. Large glass doors open to a deck with outdoor seating, showcasing views of the surrounding greenery and water. Neutral tones and decorative accents enhance the inviting atmosphere.

Townhouse in Marathon

Coral Lagoon Villa 5 With Pool and On-Site Marina

A welcoming exterior view of the property showcases a landscaped front yard with lush palm trees and tropical plants. A brick driveway leads to the entrance, complemented by a wooden privacy fence in the background under a clear blue sky.

4.81 out of 5 average rating, 26 reviews

4/2.5 Waterfront home on Key Colony, Pool, Dockage

4.96 out of 5 average rating, 27 reviews

Sombrero Sunset-Marathon 7BR 6BA Waterfront Pool

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

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

An aerial view captures the serene waterways and lush greenery of Key Colony Beach. Residential properties line the shore, with docks accommodating boats. The horizon features the tranquil blend of sea and sky, inviting exploration of the surrounding aquatic environment.

5 out of 5 average rating, 7 reviews

Seabreeze Marathon Oceanside 4/3 Pool Boat Dock

The two-story home features a sparkling pool surrounded by a spacious deck. A set of stairs leads to the upper level, adorned with white railings. Multiple outdoor seating options are visible near the water, set against a clear blue sky.

5 out of 5 average rating, 31 reviews

Key Colony OASIS - POOL & DOCK!

The exterior of a two-story house is visible, featuring light-colored siding and a spacious front porch with white railings. A brick driveway leads to the covered parking area underneath. Tropical landscaping with palm trees surrounds the property, enhancing the serene environment.

5 out of 5 average rating, 22 reviews

Paradise At Sunset

Private, pet-friendly home rentals

A spacious living area features light-colored furnishings and wooden beams overhead. A large TV is positioned on a decorative cabinet, while glass doors open to the patio with canal views. Sofas are arranged invitingly, providing a comfortable space for relaxation.

4.83 out of 5 average rating, 6 reviews

Waterfront 4BR with 60-foot dock & lovely patio

An outdoor lounge area features comfortable seating arranged around a dark table. An umbrella provides shade, with vibrant palm trees framing the relaxing space. The waterway is visible in the background, enhancing the tranquil atmosphere.

5 out of 5 average rating, 12 reviews

Key Colony 3/2 Single Family-85' DOCK+Cabana Club!

A vibrant patio space with colorful Adirondack chairs in orange, lime green, and aqua overlooks a wide canal. A shaded area provides comfort while lush greenery and decorative lighting enhance the outdoor ambiance. The tranquil scene is framed by palm trees and the inviting water.

5 out of 5 average rating, 7 reviews

Low Key in KCB. Stilt house on the water w/ dock.

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*

A private backyard area features a hot tub surrounded by palm trees and a sandy surface. Nearby, a BBQ grill is positioned, and colorful potted plants add a vibrant touch. The canal view offers a relaxing waterfront experience.

4.85 out of 5 average rating, 20 reviews

Canal Front, Dock and Cabana Club access

An aerial view captures the spacious, fully fenced lot featuring an oversized pool surrounded by palm trees. A private dock is visible along the waterfront, complemented by a tiki hut. The nearby homes in a serene area of Coco Plum Beach are also seen in the background.

5 out of 5 average rating, 16 reviews

Sunshine & Serenity on Waterfront, Tiki/50ft dock!

A Tiki hut is shown in a tropical outdoor area, surrounded by palm trees and overlooking calm waters. Colorful wooden benches are positioned on a gravel surface, enhancing the inviting setting for relaxation. The backdrop features a boat dock and residential buildings.

5 out of 5 average rating, 5 reviews

2/1 With Water View, Boat Dock, Beach Club Access

A vibrant coastal scene captures two adjacent duplex properties along a canal. Lush palm trees provide shade, while inviting outdoor spaces are visible. The turquoise water reflects the bright blue sky, offering a serene setting perfect for relaxation and outdoor activities.