Pet-friendly vacation 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, 105 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.

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, 118 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).

A private pool is bordered by lush palm trees and a thatched Tiki Hut. Lounge chairs are arranged around the pool area, and colorful outdoor decor adds a cheerful touch. Clear blue skies and sunshine illuminate the space, creating an inviting outdoor retreat.

4.92 out of 5 average rating, 26 reviews

Private Pool! Luxury Paradise Pointe, Pet Friendly

Beautiful Key Colony Beach waterfront duplex with a private pool! Featuring a newly updated, 3/2, spacious 1440 sf home, deep water private boat slip & lift, Tiki Hut w/TV, kayaks, pet friendly, ice machine, bait freezer, large kitchen, Cabana Club, restaurant, and beach access. Family friendly location w/Golf, a playground, and dog park. Sit under the tiki hut, watch the game on the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

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).

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, 51 reviews

Water, Water Everywhere! "The Wheel House"

The Wheel House in Key Colony, Florida Keys might just be what you're looking for! This beautiful property is centrally located and offers incredible sunrise and sunset views with water all around. With a 40 ft. dock and fish cutting station, it is perfect for avid boaters and fishers. Not to mention the outdoor sun loungers and chairs along with an outdoor screened-in area. If you are looking for a perfect blend of comfort and luxury, The Wheel House is definitely worth checking out! 🚤🎣

4.95 out of 5 average rating, 153 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.

4.77 out of 5 average rating, 159 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

Superhost

A spacious living room is designed with a large sectional sofa in navy blue and a round coffee table made of natural materials. A television is mounted on the wall, with light-colored furnishings that complement the bright, airy atmosphere. Large windows provide an abundance of natural light.

4.83 out of 5 average rating, 23 reviews

Pelagic Paradise. On Canal, Dock, Pool Club Free!

This beautiful, new 3 Bedroom, 1470 Sq Ft rental home is modern, spacious and comfortable with mostly NEW amenities inside and out. Relax and enjoy the bright, panoramic-like views from the living room as the home has glass sliding doors and windows facing the waterfront. Backyard is East-facing for more shade in the afternoon. Cabana Club is an Ocean-front Pool and Beach club and included with your stay 37 foot dock with a step-down area for easy on/off. Full patio set + much more!

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, 133 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.

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, 22 reviews

Paradise Cove! 50ft Dock Pool BBQ

Our stunning new property located in the heart of the Florida Keys in Key Colony Beach! This exquisite retreat offers everything you could ever dream of for a perfect getaway – from a heated pool and breathtaking water views to a private dock for your boat! Step into luxury as you enter our meticulously designed home, where every detail has been crafted to create the perfect haven for relaxation and adventure. **Small Pets Only** **No Boat Trailers allowed on the property**

Superhost

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

4.9 out of 5 average rating, 457 reviews

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!

Popular amenities for Key Colony Beach pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house 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

An outdoor gathering space is highlighted with comfortable seating arrangements around a modern fire pit. The setting is enhanced by string lights overhead and tropical palm trees in the background, providing a relaxing atmosphere for evening gatherings during a colorful sunset.

4.97 out of 5 average rating, 67 reviews

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

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.

4.78 out of 5 average rating, 27 reviews

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

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 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, 13 reviews

Sombrero Siesta Heated Pool & Stunning Canal Views

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, 80 reviews

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

Superhost

A peaceful canal scene is displayed with several boats docked along a palm-lined waterfront. A small dock is visible in the foreground, outfitted with a hose and lighting. Clear blue skies reflect on the calm water, enhancing the serene environment.

4.86 out of 5 average rating, 29 reviews

Paradise in Key Colony with Cabana Beach Access

A scenic waterfront patio features two comfortable lounge chairs in vibrant teal, positioned on a patterned rug. A soft, colorful sunset is visible in the sky, casting gentle hues over the tranquil water and surrounding mangroves.

4.88 out of 5 average rating, 41 reviews

Coral House: Your Perfect Get-Away!

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

5 out of 5 average rating, 10 reviews

Condo in Marathon

Seashells Getaway - Boat Slip, Ramp, 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, 64 reviews

Waterfront Private Home w/Pool-Family&Pet 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

Townhouse in Key Colony Beach

A bright living area features a comfortable sofa and armchair, complemented by a coffee table. Large sliding glass doors open to a patio area, enhancing indoor-outdoor flow. Pendant lighting fixtures hang over a kitchen bar, illuminating the countertop. Light blue walls provide a serene backdrop.

4.94 out of 5 average rating, 54 reviews

KCB Angler Retreat w/ Cabana Club access

5 out of 5 average rating, 3 reviews

Seaside Chalet – Pool & Beach Access (#KCB2)

A modern living space features a comfortable gray sectional sofa complemented by yellow decorative pillows. Large glass doors open to a view of the outdoors, while natural light fills the area. A compact kitchen with white cabinetry is visible in the corner.

Houseboat in Key Colony Beach

4.72 out of 5 average rating, 25 reviews

Two Bedroom Aqua Lodge! Dolphin

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.

4.91 out of 5 average rating, 22 reviews

Casa Tua Retreat!! Bring your boat or rent one!!

Private, pet-friendly home rentals

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, 13 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.

5 out of 5 average rating, 5 reviews

Villa Mars In Marathon

A tiki hut with a thatched roof is surrounded by paver stones and features seating for four. Adjacently, a sun loungers provides a relaxing space, while palm trees enhance the coastal environment. Soft outdoor lighting adds a warm glow, creating an inviting atmosphere by the water.

4.67 out of 5 average rating, 3 reviews

Great Escape: Dockage, Cabana Club, Tiki Hut

Apartment in Key Colony Beach

A view from a balcony reveals a calm canal with a clear blue sky above. Palm trees sway gently in the breeze, and various boats are docked along the waterfront. The setting showcases a peaceful neighborhood with homes lining the opposite shore.

4.89 out of 5 average rating, 9 reviews

A slice of paradise!

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, 122 reviews

Waterfront villa for families * Family friendly*

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 wooden dock extends over calm waters, leading to a light blue home surrounded by tropical landscaping. Palm trees frame the scene, and outdoor seating is visible on the patio, inviting relaxation amid a serene coastal atmosphere.