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, 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, 119 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 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, 146 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, 52 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, 154 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

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.

A modern duplex home is set against a clear blue sky, featuring a well-maintained backyard with a swimming pool. A putting green is situated on the grass, and lounge chairs surround the pool area. Spacious balconies extend from the second and third floors, offering outdoor relaxation.

5 out of 5 average rating, 10 reviews

Cielo's Del Mar 2 - Pool / Dock / Beach Luxury in KCB

Cielo's Del Mar 2 is a luxurious new construction duplex home located within walking distance of Key Colony's best waterfront dining restaurants and beaches. This spacious home comes equipped with 40' of dockage, outdoor swimming pool, spacious balconies and full game room for enjoyment. The home was designed with vacation and relaxation in mind, it is the perfect place for family and friends to enjoy time together. Big families can rent both sides of the home for larger gatherings!

4.9 out of 5 average rating, 472 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

4.88 out of 5 average rating, 126 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 vibrant sunset casts a warm glow over the outdoor area featuring a sheltered gazebo, surrounded by lush greenery and reflective water. Nearby, a modern living room is furnished with comfortable seating and a large screen, creating an inviting space for relaxation.

4.95 out of 5 average rating, 112 reviews

Coco Plum Waterfront Hideaway Home in Marathon

This Coco Plum home is the ultimate family getaway! With four bedrooms, two bathrooms, a modern living room with a 4K TV and surround sound, and an outdoor area that includes a fire pit, outdoor dining, and outdoor living space. The boat dock and breathtaking sunset views make this the perfect home for your fishing adventures. Beautiful Coco Plum beach is just a ten minute walk away. Make this home your next island adventure.

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 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.

4.9 out of 5 average rating, 42 reviews

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

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 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.

4.91 out of 5 average rating, 32 reviews

Beach Waterfront Hat | Pool, Dock, Bikes

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.

4.93 out of 5 average rating, 14 reviews

Sombrero Siesta Heated Pool & Stunning Canal Views

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 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, 73 reviews

Blue Ocean Bungalow-May dates now 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, 81 reviews

Searenity Vacation Rental! Pool, Tiki Hut, Dockage

A private pool area is showcased, featuring a clear blue pool surrounded by a light-colored stone deck. Two coral-colored chairs are positioned beside the pool. Beyond, a white fence and lush greenery create a serene backdrop with a glimpse of the canal.

5 out of 5 average rating, 3 reviews

Splash Into Me! 3 BR Key Colony with private pool

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

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, 69 reviews

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

5 out of 5 average rating, 10 reviews

Condo in Marathon

Seashells Getaway - Boat Slip, Ramp, Pool

The outdoor area is softly illuminated with multicolored lights, outlining the space. A set of colorful stools sits invitingly near a grassy section, while a staircase leads to the entry. The façade of the home is visible, creating a welcoming ambiance at night.

4.92 out of 5 average rating, 36 reviews

COZY Family Home- 5 minutes from sombrero beach

A spacious pool area is surrounded by patio tiles, featuring two green lounge chairs and multiple seating options for relaxation. Palm trees and a canal are visible in the background, enhancing the outdoor ambiance. The clear blue sky reflects a pleasant atmosphere.

4.97 out of 5 average rating, 63 reviews

Paradise Ocean Front 4/3Home Heated Pool

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!

5 out of 5 average rating, 15 reviews

Aerial view of the Indigo Reef gated community, showcasing rows of villas surrounded by lush greenery. Crystal-clear waters are visible, with docks leading to the ocean. The vibrant blue sky extends over the scene, reflecting the peaceful coastal environment.

Villa in Marathon

Marlin House (52): Luxury 3/3 Villa w/ Dock, Pool

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

Private, pet-friendly home rentals

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.

4.8 out of 5 average rating, 30 reviews

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

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

4.78 out of 5 average rating, 124 reviews

Waterfront villa for families * Family friendly*

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!

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

5 out of 5 average rating, 3 reviews

Seaside Chalet – Pool & Beach Access (#KCB2)

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.

4.74 out of 5 average rating, 23 reviews

3BR ocean view home with kayaks - dog-friendly

A two-story house with a white metal roof is situated along a wide canal. Two boats are docked at the boat slip, surrounded by lush palm trees and vibrant greenery. Reflections of the house and trees are visible in the calm water below.