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Vacation 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 favorite
A light-filled living area features a comfortable seating arrangement with leather sofas and a large area rug. A television is housed within a white entertainment unit, flanked by decorative glass vases. Expansive sliding glass doors open to the outside, providing an airy ambiance.
Home in Key Colony Beach
4.95 out of 5 average rating, 61 reviews

Sea Glass Beach Bungalow in Key Colony Beach!

Key Colony Beach is truly the gem of the Keys! Located in the middle keys near Marathon, we are a convenient drive to nearly all activities in the Keys. Visit Key West for the day, take a fishing charter in Marathon, or snorkel/scuba at John Pennekamp Park in Key Largo. We love Key Colony Beach for it's small town feel, easy pedestrian paths all over the island for biking, running, and walking, and great restaurants. We provide Cabana Club Membership for easy beach and pool access with a tiki

Guest favorite
An aerial view shows the property in proximity to the Atlantic Ocean, surrounded by palm trees. A dock extends into the clear water, with the colorful buildings of the surrounding area visible. The scene captures a serene coastal landscape, enhancing the appeal of a beachfront getaway.
Home in Key Colony Beach
4.89 out of 5 average rating, 9 reviews

Keys to Ohana. Ocean views. Private Pool, Hot Tub

Relax and enjoy in this contemporary styled Inlet-next-to-ocean home. This is a Single Family house that is roomy and has much privacy, a large carport area, storage room & backyard Bring your boats & use the 60 foot dock, located literally a stone's throw from the Ocean. The property boasts 3 bedrooms, 2 1/2 baths in an expansive open floor plan living area with spectacular Atlantic Ocean views and enormous sun deck Note: Optional pool heat costs $150 and optional hot tub heat costs $75

Top guest favorite
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, 120 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 favorite
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.
Home in Key Colony Beach
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

Top guest favorite
Lounge chairs are positioned on the grass near the ocean, surrounded by palm trees. A soft gradient of colors in the sky, transitioning from pale pink to light blue, is visible above the tranquil waters. Rocky shoreline meets the beach, creating a peaceful environment.
Condo in Key Colony Beach
4.96 out of 5 average rating, 49 reviews

Paradise found! Sea-Esta Condo beach and pool.

Sea-Esta is located on the Atlantic Ocean with a private white sandy beach. If the ocean isn’t calling you, Sea-Esta by the heated pool to cool off and work on your tan. Or, Sea-Esta in your master bedroom with its king-size bed and ocean views from its small deck. Sea-Esta under the shade of the lush landscaping that Sea Isle has to offer. Walking distance to Sunset Park, 3 par golf course, pickleball, tennis, bocce ball, and playground. Safe bike/walking paths throughout Key Colony.

Top guest favorite
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
4.96 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.

Top guest favorite
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, 33 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 favorite
Condo in Key Colony Beach
4.93 out of 5 average rating, 263 reviews

Oceanfront Breeze, Stunning Views, Beach/Pool

Newly renovated ocean front condo with gorgeous, unobstructed views from every window. Beautiful studio condo on the 1st floor only steps away from the private beach and heated pool. Condo features a fresh, clean interior with brand furnishings, bathroom and kitchen stocked with everything (dishes, cookware, utensils, glassware, stove, oven, toaster, microwave, blender, fridge, etc). Guests enjoy the quiet private beach with lounge chairs, patio tables, tiki's and BBQ grills.

Guest favorite
The image captures a view of the Atlantic Ocean framed by lush palm trees. A pathway meanders alongside the vibrant green lawn, leading toward the beach. The clear blue sky is visible above, enhancing the calm and serene coastal atmosphere.
Condo in Key Colony Beach
4.88 out of 5 average rating, 147 reviews

Beachside Unit 33-Private Tropical Beach Plus Pool

Unit 33 Details: Second Floor, Walk-in shower, Two Queen Beds, 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.”

Top guest favorite
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
4.95 out of 5 average rating, 130 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.

Top guest favorite
Aerial view of the condominium complex showcases a large pool surrounded by palm trees and lounge chairs, with direct access to a private beach. Calm turquoise waters extend beyond, and a wooden dock is visible in the distance under a clear blue sky.
Condo in Key Colony Beach
5 out of 5 average rating, 52 reviews

Beach Heaven-Private Beach, Pool

This condominium offers serene and peaceful atmosphere perfectly designed for a relaxing beach getaway, and easy to explore the wonders of the FL Keys. Beach Heaven is the ideal spot to unwind and enjoy the sun, sand, and crystal clear waters of our private beach. With its location and beach ambiance this property is sure to provide a memorable and enjoyable experience in the heart of Marathon. No Pets Allowed.

Top guest favorite
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 own private tropical oasis in Key Colony Beach! This stunning 2-bedroom, 2-bathroom half duplex is the perfect escape for those seeking a captivating and enchanting vacation experience. As you step inside, you'll be greeted by a beautifully updated interior that breathes coastal charm.

Popular amenities for Key Colony Beach rentals with a pool

When is the best time to visit Key Colony Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$65,873 GYDG$75,910 GYDG$79,884 GYDG$65,245 GYDG$58,135 GYDG$60,645 GYDG$63,154 GYDG$58,554 GYDG$49,980 GYDG$51,025 GYDG$58,554 GYDG$73,192 GYD
Avg. temp21°C22°C24°C25°C27°C29°C30°C30°C29°C27°C25°C23°C

Quick stats about vacation rentals with a pool in Key Colony Beach

  • Total vacation rentals

    Explore 470 vacation rentals in Key Colony Beach

  • Nightly prices starting at

    Key Colony Beach vacation rentals start at G$29,277 GYD per night before taxes and fees

  • Verified guest reviews

    Over 15,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    400 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    470 of Key Colony Beach vacation 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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