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.

4.91 out of 5 average rating, 106 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

A light-filled living area features a comfortable couch and chair, complemented by a wooden coffee table. A small dining table with chairs is visible in the background. Wall-mounted artwork and two lamps add warmth to the space, with a large window providing natural light.

4.7 out of 5 average rating, 44 reviews

Lower Duplex. Canal & Dock. Pool Club included

* Most pets accepted - please inquire! Comfortable beds and in a great location. On a canal with excellent boating access. 2 bedrooms and 1 bath Includes free access to the Cabana Club pool and beach club *NEW living room sofa and chair 30 ft of dock space on seawall(or poss. step-down) Lower & upper units available for rent. Vehicle parking front, right side of property incl. 1 driveway. Full kitchen with amenities *NEW Mini Split Air conditioner units throughout house. Cool and quiet!

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, 121 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.

4.93 out of 5 average rating, 27 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.

4.91 out of 5 average rating, 148 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.

4.91 out of 5 average rating, 53 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! 🚤🎣

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, 160 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

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.

4.9 out of 5 average rating, 41 reviews

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

Our wonderful, Oceanside and waterfront home is just two minutes from the Atlantic Ocean and Vaca Cut. No bridges to the Atlantic and easy to access the Gulf via Vaca Cut. This home is completely remodeled and features brand new furniture throughout. The new 55 foot dock is awaits your boat. In fact, you can lounge on the wide dock and potentially catch dinner. Not pet fees! The Cindy Crawford coastal collection easily converts to a sofa bed. Both rooms have Stern and Foster king beds.

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.

4.96 out of 5 average rating, 134 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 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, 42 reviews

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

License#VACA-23-370. Hot Tub, BBQ. Bring Your Boat, RV Parking. Conch Home located in the Heart of Marathon. Home sits on 8,000+sf lot w/2 bed (king in main BD & 2 twins in 2nd BD) 1 bath home w/ fully equipped kitchen & full bath w/shower & tub + lots of natural light & garden view all around. W/D, new mini split ACs in living room, & both bedrooms, back deck has a BBQ, Hot Tub & huge yard w/plenty of parking for a boat and trailer. YOUTUBE VIDEO TOUR: SEARCH sandys conch cottage

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

4.89 out of 5 average rating, 488 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!

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

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 72 reviews

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

4.67 out of 5 average rating, 3 reviews

Saltwater Revival South, Just a short walk to the

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

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, 15 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.

4.94 out of 5 average rating, 65 reviews

Waterfront Private Home w/Pool-Family&Pet 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, 42 reviews

Coral House: Your Perfect Get-Away!

5 out of 5 average rating, 4 reviews

Sunshine Getaway in KCB Luxury Pool Home

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 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

4.95 out of 5 average rating, 148 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

5 out of 5 average rating, 11 reviews

Condo in Marathon

Seashells Getaway - Boat Slip, Ramp, Pool

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.

4.89 out of 5 average rating, 44 reviews

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

4.96 out of 5 average rating, 156 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

4.88 out of 5 average rating, 60 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

5 out of 5 average rating, 5 reviews

Seaside Chalet – Pool & Beach Access (#KCB2)

Private, pet-friendly home rentals

Home in Key Largo

4.83 out of 5 average rating, 6 reviews

Waterfront 4BR with 60-foot dock & lovely patio

A scenic pool area is visible, featuring a hot tub adjacent to the water's edge. Palm trees sway gently in the breeze, providing a tropical atmosphere. The blue sky reflects on the tranquil water, enhancing the serene setting.

4.75 out of 5 average rating, 32 reviews

Sunset Views, Pool and Dock

A crystal-clear pool is surrounded by lush tropical palm trees, lounge chairs, and umbrellas. The calm water reflects a clear blue sky, creating a serene atmosphere. This outdoor space offers ample seating for relaxation, with the ocean visible in the background.

Townhouse in Key Colony Beach

4.78 out of 5 average rating, 32 reviews

Manatee Quay-2 Canal waterfront,access BEACH club

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, 126 reviews

Waterfront villa for families * Family friendly*

An inviting exterior view of the cabin showcases warm orange siding and a wooden staircase leading to the entrance. A picnic table is positioned in the foreground, surrounded by native vegetation and pebbled ground. Bright sunlight filters through the nearby palm leaves.

Cabin in Marathon

4.73 out of 5 average rating, 64 reviews

New Waterview 2/1 Cabins w Boat Ramp (No Loft)

The outdoor community pool is surrounded by palm trees and lounge chairs. Green umbrellas provide shade over the seating areas. The clear blue water reflects the sunny sky, creating a relaxed atmosphere for guests. The beach is visible in the background.

4.73 out of 5 average rating, 49 reviews

Waterfront Key Colony Beach Home w/ Golf Cart!

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, 18 reviews

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

An aerial view of a waterfront property, highlighting the home’s pool and dock along the water's edge. Lush greenery and palm trees are visible in the surrounding area, with other houses and open spaces in the background, reflecting the tranquil island atmosphere.