Holiday houses in Key Colony Beach

5 out of 5 average rating, 18 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 Key Colony Inn, Havana Jacks, Cabana Club, and Sunset Park, all within walking/biking distance, making this the ultimate Florida Keys retreat.

4.98 out of 5 average rating, 106 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.

4.95 out of 5 average rating, 20 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!

4.96 out of 5 average rating, 106 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

This is located at the Florida Keys in Key Colony, Marathon. It is a spacious two bedroom, two bathroom duplex surrounded by water. It is a renovated beauty and close to the best restaurants and the tranquility of this city. It is the perfect getaway where you can recharge your exhausted batteries. Captain’s Quarters is a clean and spacious base camp location for the many adventures that await you in this amazing location. Water views and the accessibility to the best fishing in the world.

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 109 reviews

Turtle-By-The-Sea: the Best Deal in KCB!

A perfect get-away for couples or budget travelers, Turtle-by-the-Sea is the best priced vacation rental or hotel room in the middle-keys. Together with its prime location and amenities there simply isn’t a better deal to be had! Bursting with Keys charm, this cozy retreat is the perfect place to relax & escape. Owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home. Shoot us a message & start planning your dream Keyscation!

Condo in Key Colony Beach

4.96 out of 5 average rating, 209 reviews

Oceanfront Sunrise Condo Private Beach Heated Pool

Impeccable condo directly on the ocean with water views from every window. Located in Key Colony Beach (middle Keys) with heated pool and private beach. Unit #20 is a studio condo with a classic Keys interior: newly renovated bathroom and crisp white kitchen stocked with everything needed to cook a complete meal (stove, oven, toaster, microwave, blender, fridge, etc). Enjoy the private back balcony and private beach with lounge chairs, patio tables, tiki's and BBQ grills for guest use.

5 out of 5 average rating, 30 reviews

Trip Around the Sun 2/2 + dockage & cabana club

Come take a Trip Around The Sun in our Caribbean-inspired, fully renovated Key Colony Beach 2b/2b home on 4th Street with access to the Cabana Club. Amenities include: Mesh WiFi 6 w/ gig-speed internet, 4k LCD TVs w/ Fire Sticks and YouTubeTV subscriptions in living room (58 inch), kitchen (43 inch), master (65 inch) & guest (55 inch) bedroom, full sized washer & dryer, utility sink, 5 burner gas grill, 30 feet of dockage for your boat, fish cleaning station and bait fridge. STR24-000134

Superhost

Home in Key Largo

5 out of 5 average rating, 4 reviews

Newely Renovated 3/2-private pool/dock/cabana club

Relax with the whole Coastal Luxury in Key Colony Beach – Brand New Pool & Dock! Welcome to your dream getaway in Key Colony Beach, Florida! This completely renovated (2025) 3-bedroom, 2-bathroom duplex is designed for relaxation and adventure. With 1,100 sq. ft. of beautifully upgraded living space, a brand-new private concrete pool, and dockage for up to a 35- foot boat, this home is the perfect blend of luxury and comfort. Private Pool – Heated & chilled - Free Cabana Club Access!

4.95 out of 5 average rating, 117 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.

Condo in Key Colony Beach

4.81 out of 5 average rating, 138 reviews

Beachside Unit 28 - Private Beach, Pool & Paradise

Unit 28 Details: First Floor Unit, Walk-in Shower, King Bed, Maximum Occupancy 2 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.”

4.94 out of 5 average rating, 118 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.

5 out of 5 average rating, 10 reviews

Blue Serenity

If you are looking to get away from it all and experience the beauty and relaxation of the Florida Keys look no further than this one bedroom vacation rental with pullout sofa and dockage! Located in the heart of the Florida Keys, it is the perfect spot for a week getaway or an extended stay. With its own dockage you can bring your own boat or rent one nearby, up to 25 feet, and explore all that the Keys have to offer.

Holiday rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space that's all yours, with room for everyone

Hotels

Stylish accommodation and amenities

Popular amenities for Key Colony Beach holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Key Colony Beach

4.96 out of 5 average rating, 73 reviews

Updated Key Colony Tiki Hut-37.5 Dock-Cabana Club

YasserRating, 5 stars1 week ago

Great stay at this place, specially if you bring your own boat, 100 % recommended.

Superhost

Townhouse in Key Colony Beach

4.77 out of 5 average rating, 60 reviews

KCB 2BR/2BA Townhome w/ Cabana Club's Beach & Pool

SharonRating, 5 stars4 weeks ago

We had a wonderful time and were so pleased with the accommodations. Ava kept us posted with any information we needed and always asked if there was anything we needed from her. We will definitely come back!

4.99 out of 5 average rating, 107 reviews

ABeachBungalow-60’dock w/ access to pool and beach

DesireeRating, 5 stars1 month ago

We enjoyed our stay and felt very at home. I had a few questions when settling in and I got responses very quickly. The house was tidy, the location was perfect and the kayaks were fun (be careful getting in the water as the rocks are very slippery). The owners recommended babyquip which was very helpful in providing toys, a crib and a high chair for my little ones.

4.71 out of 5 average rating, 14 reviews

4/2.5 Waterfront home on Key Colony, Pool, Dockage

AlexanderRating, 5 stars4 weeks ago

We enjoyed our stay and will definitely be staying here again. It is a boaters dream. 2 boat lifts available, boat ramp next door included. The Marina is a 100 yard boat ride and gas at the dock was reasonably priced. The pool is spectacular and heated if you need. All the accommodations you need are here!

4.94 out of 5 average rating, 49 reviews

Waterfront House - 30' Dock & Pool at Cabana Club

LauraRating, 5 stars5 months ago

We will be back! We loved it! Clean, comfortable with lots of room. We loved being able to keep our boat behind the house and the trailer in the driveway. We loved walking around Keys Colony. The Cabana Club and Sparkys Restaurant were both within walking distance. The kitchen had every gadget you could imagine. The dining table was perfect for dinners and card playing. The beds were comfy. No allergies whatsoever! Thank you so much!!

4.91 out of 5 average rating, 32 reviews

Sunshine Escape! 2/2 with pool & 10,000lb lift

ShannonRating, 5 stars1 month ago

My family thoroughly enjoyed our stay. The house was just as pictured and the location on the water was ideal! The host was very responsive when I had a couple questions. We would stay again!

4.94 out of 5 average rating, 50 reviews

Sea Glass Beach Bungalow in Key Colony Beach!

SallyRating, 5 stars2 weeks ago

Our family enjoyed our stay here. Very peaceful setting and we were able to ride the bikes provided by hosts to the beach nearby. The backyard of home offered outdoor relaxation and privacy. The grill worked great too. The home was very clean and comfortable. It is decorated so cute. All kitchen utensils were provided so made cooking meals easy. We did eat out often at nearby keys and the drive was not too far from where we stayed. Lindsey was a great host. She is very responsive and friendly. She checked in to make sure our stay was going well and gave us good info for our stay. We really enjoyed staying here and if we make it back to Key Colony will plan to stay here again. I strongly recommend staying here.

Superhost