Holiday rentals 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, 103 reviews

Apartment in Marathon

Slip, Ramp, Pool, Trailer Parking, Bait Freezer

7 DAY MINIMUM BOOKINGS / MAX 4 PERSONS NAUTI HIDEAWAY - This Nauti Stays Vacation Rental property is a 2-bedroom, 2-bath 2nd level 925 sq ft. condo located in Coco Plum, Marathon. Set in a well-protected, deep canal on the Atlantic, comes with a deep slip (length up to 40 ft) next to pool allowing access to the Atlantic Ocean and Florida Bay. ONSITE boat ramp & trailer (36 ft max) parking! Enjoy a heated or chilled pool after a boat day! Dock has water, power hook ups & fish cleaning station.

4.96 out of 5 average rating, 105 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!

Apartment in Key Colony Beach

4.91 out of 5 average rating, 306 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.

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.

Apartment in Key Colony Beach

4.92 out of 5 average rating, 146 reviews

Beachside Unit 39 Tiki Huts, Private Beach & Pool

Unit 39 Details: Second Floor Unit, Tub with 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.”

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.

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Popular amenities for Key Colony Beach holiday rentals

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Other great holiday rentals in Key Colony Beach

5 out of 5 average rating, 74 reviews

Dock, Beach Club, January avail., tennis, golf

AntonyRating, 5 stars2 weeks ago

This is a really comfortable, well laid out house in a great location. Jeffery is a fantastic host and couldn’t be more helpful. Very highly recommended!

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 stars3 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!

5 out of 5 average rating, 46 reviews

Key Colony Beach! Bikes, Cabana Club w/Pool/Beach

veronicaRating, 5 stars1 month ago

This was our second visit to this home. The house, location and landlord are all perfect.The house has everything that you could possibly need and Sharon is a proactive landlord who is truly concerned that your stay is everything you hope for. In the past we have rented numerous houses on Key Colony but we'll always check first to see if this house is available first from now on.

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.

4.69 out of 5 average rating, 26 reviews

Waterfront Key Colony Beach Home w/ Golf Cart!

LindsayRating, 5 stars1 week ago

We enjoyed our stay at this Key Colony property. The home was very clean and well stocked. Everything you needed was there! It was a great location on the water, and super close to the Cabana Club. The golf cart was a hit! So much fun and easy to get around. We took it to watch the sun set and to the club. The local host was easy to get ahold of, and very responsive. My only complaint is that the place is tiny! Advertised to sleep 6, which it does, but my family of 4 felt like we were on top of each other. Also, the lack of bathroom door and shower door in the master was not to our liking. That said, we would still recommend and stay again. We had bad weather, so we had A LOT of time to be at the house.