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Holiday rentals with a pool in Key Colony Beach

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Key Colony Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Home in Key Colony Beach
4.98 out of 5 average rating, 126 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.

Top guest favourite
A serene outdoor space features two wooden lounge chairs positioned on a grassy area beside calm waters. A small table is placed nearby, and a private dock extends towards the water, flanked by lush greenery in the background under a bright blue sky.
Townhouse in Key Colony Beach
5 out of 5 average rating, 12 reviews

Castillo Del Mar- Ocean access from your backyard

Welcome to PARADISE! — perfect for salty families, fishing lovers and beach goers • Prime Location – In Key Colony Beach with access to Cabana Club pool & private beach • Walk to Dining – Steps from Sparky’s Landing & Island Company • Boater’s Paradise – Backyard dockage for boats up to 30 ft • Spacious Kitchen – Family-style layout with 4-person bar top • Boho Dining Room – Perfect for cozy dinners and entertaining • Amenities include washer + dryer, fully stocked kitchen, Cozy Tv Room

Top guest favourite
Townhouse in Key Colony Beach
4.92 out of 5 average rating, 102 reviews

The Palm House in Key Colony Beach, Florida Keys

3/2 Duplex 37.5' dockage on canal in Key Colony Beach. The property's private (fenced in) back patio has a BBQ, couches and dining table/umbrella facing Eastward with morning sunshine and afternoon shade. Property includes usage of the Cabana Club, a large heated/cooled pool, hot tub, Atlantic Ocean beach and drinks/hot food just a 5 minute walk away. The concrete/wood dock has a fish cleaning station, bait freezer, water hose and gated access for the your boat. Welcome back to paradise !

Top guest favourite
A spacious bedroom features a king bed with light bedding and decorative throw pillows. Large windows offer unobstructed ocean views and allow natural light to fill the room. A comfortable seating area is positioned nearby, facing the beach and tiki huts.
Apartment in Key Colony Beach
4.92 out of 5 average rating, 214 reviews

Exquisite Oceanfront Paradise - Key Colony Beach

Stunning direct ocean views. Everything is brand new in this gorgeous condo with comfy king bed and fully equipped kitchen with full-size appliances and everything you need to cook and serve meals. Fast, free, reliable WiFi, and SmartTV to enjoy your favorite movies and shows. Heated pool and private sandy beach just steps away. Sunset Park next door is perfect for catching beautiful nightly sunsets. Centrally located to awesome Keys adventures just a few miles drive from the condo.

Top guest favourite
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.
Home in Key Colony Beach
4.94 out of 5 average rating, 138 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.

Guest favourite
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.
Home in Key Colony Beach
4.93 out of 5 average rating, 28 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, enjoy the outdoor TV after a day on the water, & grill your catch. Relax on the upper deck sunbathe and enjoy the vistas!

Top guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 54 reviews

Heated&Cooled PrivatePool/CabanaClub/Bikes/PaddleB

Fresh and Clean!! 2 Paddle Boards and 6 Bikes!! Our home is located on the south end of 9th Street, making it an easy walk to Sunset Beach, Key Colony Inn and access to "Members Only" Cabana Club w/ Pool, Beach and Restaurant. We have everything you'll need for a wonderful vacation! Need something special, just ask! The 37.5' dock with plug in, fish cleaning station, water and green underwater fish light will be sure to please any angler and crew! KCB is the GEM of the FL Keys!!

Top guest favourite
A two-story home is set against a backdrop of vibrant greenery, with a private in-ground pool visible in the foreground. A white fence outlines the pool area, while steps lead to a spacious balcony above that overlooks the pool.
Home in Key Colony Beach
4.89 out of 5 average rating, 126 reviews

Pet Friendly Half Duplex Pool Home with Boat Slip

Want a spacious home with private pool and dock? You have found it! On a deep water canal. Enough dock space for a 37' boat. Enjoy your private heated pool or lounge in the shade or sun. Water views from EVERY room (canal in back, pond with fountains in front). Easy walking to restaurants, shops, golf course, park, playground and entertainment. YOU MUST AGREE TO THE CITY'S RULES, IF YOU BOOK. Pool heater optional. $50/night or $250/week

Top guest favourite
The living area features contemporary furnishings and large windows, allowing for bright natural light and views of the waterways. A dining table is positioned beside the seating area. The spacious lanai showcases an outdoor dining setup with a view of the dock and water.
Home in Key Colony Beach
4.94 out of 5 average rating, 137 reviews

Paradise in Key Colony Beach + Cabana Club

Beautiful two bedroom, two bathroom property in the prestigious Key Colony Beach neighborhood. This property is a ten minute walk from Sunset Beach, two minute walk from restaurants and bars in KCB and across the street from a golf course, tennis court and playground. Dockage for boats up to 50ft and beautiful water views. Key Colony Beach Cabana Club is included with your stay. You'll feel completely relaxed in this tropical oasis.

Guest favourite
Home in Key Colony Beach
5 out of 5 average rating, 11 reviews

P24 - Fabulous 4 bed, 4 bath home with pool and do

This 4 bedroom, 4 bathroom home in the heart of the Florida Keys is located in the very desirable Key Colony Beach. This spectacular home was designed with great attention to detail to offer luxury and comfort at its finest, with stunning views of the water this home is the perfect vacation package. Key Colony Beach is a small, friendly, walkable island in the heart of Marathon, the Florida Keys.

Top guest favourite
A shaded outdoor area features a small private pool surrounded by lounge chairs. A white table sits nearby, offering a space for refreshments. A view of the boat dock and palm trees creates a relaxing atmosphere perfect for enjoying sunny days.
Home in Key Colony Beach
4.95 out of 5 average rating, 43 reviews

Villa Bella 3/3 with Private Pool & Dock!

Relax with the whole family at this newly remodeled waterfront property with private pool , 38 foot private dock, bait freezer, and plenty of parking for your boat trailer on-site. The home is pet friendly. Cabana Club access is included. The home is managed by Florida Keys Vacation Rentals. 2-person Malibu XL Ocean Kayak to use during your stay!

Superhost
An aerial view of a vibrant waterfront neighborhood showcases a pale yellow house surrounded by lush greenery. Nearby, several homes with varying colors and styles line the streets, while a deep canal runs at the back, providing easy waterway access.
Home in Key Colony Beach
4.89 out of 5 average rating, 27 reviews

KeyColony,4 Bedroom, Pool, 40'Dock, Quick Vaca Cut

Canalfront 4BR home in Key Colony Beach with private pool, dock, outdoor kitchen, and quick access to both the ocean and bay via Vaca Cut. Sleeps 8 with 2 king and 2 queen bedrooms. Walk to restaurants, pickleball, golf, and the oceanfront park for sunsets. Ideal for families, boaters, fishermen, and laid-back Keys weeks.

Popular amenities for Key Colony Beach rentals with a pool

When is the best time to visit Key Colony Beach?

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Avg. price€312€361€361€271€241€252€262€243€207€212€243€304
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Quick stats about holiday rentals with a pool in Key Colony Beach

  • Total holiday rentals

    Explore 390 holiday rentals in Key Colony Beach

  • Nightly prices starting at

    Key Colony Beach holiday rentals start at €121 per night before taxes and fees

  • Verified guest reviews

    Over 15,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    330 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    380 of Key Colony Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Key Colony Beach rentals

  • 4.9 Average rating

    Key Colony Beach stays are highly rated by guests – averaging 4.9 out of 5!

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