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Holiday rentals with a pool in Key Colony Beach

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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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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.
Home in Key Colony Beach
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!

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, 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.

Top Guest favourite
An expansive view of a private beach is captured, showcasing gentle ocean waves lapping at the shore. Lounge chairs are arranged on a green lawn, offering relaxation options while a solitary figure strolls along the sandy beach. Palm trees frame the scene under a partly cloudy sky.
Condo in Key Colony Beach
5 out of 5 average rating, 24 reviews

Private Beach in Marathons Key Colony Beach

Atlantic Ocean location with a beautiful ocean view. The beach is private for sunbathing, fishing, diving, and snorkeling. The sea life off the beach is abundant. Watching the boats come in and out of Vaca Cut is very cool. In addition to the onsite pool there is a Tiki Hut, beachside barbecue area, and a beautiful grass lawn. Being on the third floor offers beautiful ocean views. Please see my host guidebook for detailed info on a few of the local attractions including fav restaurants.

Top Guest favourite
A bright and airy studio room features two queen-sized beds with crisp white bedding and anchor-themed decorative pillows. Light blue accents are present throughout, complemented by coastal artwork on the walls. Large windows allow natural light to fill the space, enhancing its serene atmosphere.
Condo in Key Colony Beach
4.92 out of 5 average rating, 333 reviews

Coastal Key Colony Beach Condo, Oceanfront Complex

Lovely coastal Keys studio condo in Key Colony Beach oceanfront complex with heated pool and private beach. Unit #17 has new beds with memory foam mattress toppers and renovated kitchen with granite countertops stocked with everything needed to cook a complete meal (dishes, cookware, appliances and of course blender, etc). Relax on the back balcony and enjoy sunsets from Sunset Park right next door. Private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

Guest favourite
Condo in Key Colony Beach
4.85 out of 5 average rating, 107 reviews

Beachside Unit 14 - Brand New Kitchen and Bathroom

Unit 14 Details: Second Floor Unit, Walk-In Shower, King Bed and Queen Sized Sofa Pull-Out Bed, Maximum Occupancy 4 Guests, No elevator on site and Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

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, 135 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
Condo in Key Colony Beach
5 out of 5 average rating, 6 reviews

*NEW*May the Surf Be With You-Florida Keys Retreat

Beautiful 2 bedroom, 2 bath condo in Key Colony Beach, Marathon FL. This spacious retreat features a king bed, a queen bed, and bunk beds, perfect for families or groups. Enjoy access to a private beach and a refreshing pool, all just steps from your door. Centrally located near restaurants, fishing, and the best of the Florida Keys, this condo offers the perfect mix of comfort and island relaxation. -No Pets are allowed. -No Smoking allowed. -You must be 25 years or older to rent.

Top Guest favourite
An open living space is featured, highlighted by a round dining table surrounded by comfortable seating. A large television is mounted on the wall, while light-colored walls enhance the bright atmosphere. A serene coastal artwork depicting a pier adds a calming touch to the decor.
Home in Key Colony Beach
5 out of 5 average rating, 34 reviews

Bohemian Beach Bungalow

Cabana Club Access Included! Escape to our newly built 2-bd, 2-bath duplex in KCB, where relaxation meets luxury. Located on the golf course, this stylish home boasts professional decor with modern amenities. While not directly waterfront, ample parking for your boat/trailer. Fully equipped kitchen meets all your culinary needs. Savor effortless access to Havana Jacks, Cabana Club, and Sunset Park, all within walking/biking distance, making this the ultimate Florida Keys retreat

Guest favourite
Home in Key Colony Beach
4.92 out of 5 average rating, 12 reviews

P14 - Charming 2 Bedroom, 2 bath waterfront duplex

Welcome to the heart of the Florida Keys! Located in the very desirable Key Colony Beach, this ground level 2 Bedroom, 2 bath duplex boasts ease of access inside and out and is the perfect setting for a tropical vacay-get-away! The other half of the duplex is in our inventory and is listed on our website as P16 (-- ID# - 2245638). - Maximum Occupancy: 4 guests (includes all adults and children of any age) (*children of any age, including infants, count toward occupancy)

Top Guest favourite
A spacious Tiki Hut offers shade with palm fronds overhead, surrounded by a paved area. A light blue table with matching chairs is arranged under the hut, providing an inviting spot for relaxation beside the canal.
Home in Key Colony Beach
4.96 out of 5 average rating, 78 reviews

Updated Key Colony Tiki Hut-37.5 Dock-Cabana Club

Experience Paradise! Set a Course - to the beautiful Florida Keys community of Key Colony Beach. Bring your boat to use our 37.5’ dock - Relax in the shade under the Tiki Hut. This is an immaculate, updated, non-smoking fully equipped canal front half duplex on 9th St in Key Colony Beach. It has 2-bedrooms and 2-full bathrooms with a large unattached garage featuring a 37.5’ dock. Central air conditioning and WIFI through-out the house for your comfort.

Top Guest favourite
The exterior of a half duplex presents a tropical waterfront setting, surrounded by lush palm trees and vibrant landscaping. A private dock extends into the calm water, inviting exploration. The structure features a light exterior, blending harmoniously with the serene environment under a partly cloudy sky.
Home in Marathon
5 out of 5 average rating, 42 reviews

Sale! Cabana Club, Kayaks, Dock, Pet Friendly

Coral Cabana Welcome to Coral Cabana, your private waterfront retreat in Key Colony Beach, located in the heart of the beautiful Florida Keys. This beautifully updated 2-bedroom, 2-bath half duplex offers stunning open water views, deep-water dockage, and access to a private beach club—perfect for a relaxing tropical getaway.

Guest favourite
Condo in Marathon
4.82 out of 5 average rating, 22 reviews

1st Floor, Boat Slip, King Adj Bed, Heated Pool

Welcome to Reel Hip! Step inside this beautifully renovated 1-bedroom, 1-bathroom condo, where designer-quality furnishings and thoughtful details create a welcoming and comfortable atmosphere. The entire space is cooled by HVAC, which also includes heat for cozy winter comfort.

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$444 AUD$511 AUD$538 AUD$439 AUD$391 AUD$408 AUD$425 AUD$394 AUD$337 AUD$344 AUD$394 AUD$493 AUD
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Quick stats about holiday rentals with a pool in Key Colony Beach

  • Total holiday rentals

    Explore 470 holiday rentals in Key Colony Beach

  • Nightly prices starting at

    Key Colony Beach holiday rentals start at $197 AUD per night before taxes and fees

  • Verified guest reviews

    Over 15,530 verified reviews to help you choose

  • Family-friendly holiday rentals

    400 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    470 of Key Colony Beach holiday rentals include Wi-Fi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Key Colony Beach stays are highly rated by guests—averaging 4.8 out of 5!

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