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, 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.

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 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, 25 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, 48 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.

4.76 out of 5 average rating, 155 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

4.96 out of 5 average rating, 148 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 Dec 2025. 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 modern duplex home features a spacious outdoor area with a swimming pool surrounded by lounge chairs. The structure is two stories with multiple balconies overlooking the pool, while tropical greenery provides privacy along the perimeter.

5 out of 5 average rating, 28 reviews

Cielo's Del Mar 1 - Pool/Dock/Beach Luxury in KCB

Cielo's Del Mar 1 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 plenty of games 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 duplex home for larger gatherings!

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, 128 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, 406 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!

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, 171 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.

Two wooden lounge chairs are positioned on the dock facing a wide canal. Lush palm trees line the shore, and several boats can be seen moored along the water, with bright blue skies and scattered clouds overhead.

5 out of 5 average rating, 6 reviews

Boat Dock, Cabana Club, Paddleboard, Ground Level

Welcome to Sea Escape – Your Key Colony Beach Retreat Discover the relaxed charm of island living at Sea Escape, a cozy 2-bedroom, 2-bathroom vacation home just moments from the ocean in the heart of Key Colony Beach. Perfect for small families or a group of friends, this peaceful getaway offers all the comforts and conveniences of home, with thoughtful touches throughout to make your stay unforgettable.

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 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, 64 reviews

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

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, 40 reviews

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

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, 25 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

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, 40 reviews

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

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 NOV/DEC discounts, AVAIL DATES

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, 28 reviews

Paradise in Key Colony with Cabana Beach Access

Pet-friendly home rentals with a pool

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.

4.95 out of 5 average rating, 22 reviews

A sandy shoreline is bordered by swaying palm trees, providing a peaceful oceanfront view. A yellow kayak rests on the beach, while a hammock is visible nearby, adding to the tranquil setting. The distant jetty extends into the calm sea, enhancing the serene atmosphere.

Guesthouse in Marathon

The Pink Dolphin House.

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

4.95 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

5 out of 5 average rating, 10 reviews

Condo in Marathon

Seashells Getaway - Boat Slip, Ramp, Pool

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, 53 reviews

KCB Angler Retreat w/ Cabana Club access

Superhost

An inviting outdoor space features a crystal-clear pool surrounded by palm trees and lounge chairs. A dining gazebo is set nearby, enhancing the area’s appeal. The two-story cottage is visible in the background, showcasing multiple windows and a welcoming façade.

5 out of 5 average rating, 3 reviews

Conch Cottage

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, 12 reviews

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

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 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

A shaded outdoor porch features four blue adirondack chairs arranged around a round table, overlooking tranquil water views. The surrounding area is adorned with lush greenery and distant views of a bridge, creating a serene space for relaxation.

Townhouse in Duck Key

4.82 out of 5 average rating, 191 reviews

Vibrant Beachfront Villa

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, 4 reviews

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

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.