Holiday rentals in Key Colony Beach

Bright Cheery Condo, Ocean Views in Key Colony

Beautifully renovated condo in Key Colony Beach. with one king bed, well equipped kitchen with full-size appliances & everything you need to cook and serve meals. New A/C for great cooling. Renovated bathroom with walk-in shower, plenty of counter space and storage. Free & reliable WiFi with a private back balcony with chairs and table. Enjoy the heated pool & private sandy beach just steps away from your condo door. Sunset Park is next door, great for catching beautiful Florida Keys sunsets.

Gorgeous 4-bedroom home with 8-person hot tub

Mimosa Manor is a stunning newly renovated 4bedroom, 3bath home. Upstairs great room w/ vaulted celling's & plenty ofnatural lighting. The kitchen is a chefs dream. The master BDRM is equipped with an adjustable bed & spacious in suite bathroom. The downstairs, its own private living area w/2 bedrooms, bathroom & kitchenette and its own entrance. The home is equipped w WIFI & TVs in every room. The backyard has an 8-person hot tub, tiki hut and table for six. Cabana Club access included.

Keys to the Sea + Cabana Club - Sea Turtle

Welcome to Keys to the Sea! This private gem offers an escape with stunning open water views on both sides. Immerse in Key Colony Beach waking to sunrises and winding down with sunsets. Relax by the palm tree watching boats glide by; embrace the tropical vibe. Boating is a breeze with lift and dock. Guests have exclusive Cabana Club access for poolside relaxation or ocean dips. Walk to Sunset Park, dinner and embrace the Keys. Book your stay for a blend of luxury, relaxation and natural beauty!

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.

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!

Cielo's Del Mar 1 - Pool / Dock / Beach Luxury in KCB

Cielo's Del Mar 1 is a luxurious new construction duplex home located within walking distance of Key Colony's best waterfront dining restaurants and beaches. This spacious home comes equipped with 40' of dockage, outdoor swimming pool, spacious balconies and plenty of games for enjoyment. The home was designed with vacation and relaxation in mind, it is the perfect place for family and friends to enjoy time together. Big families can rent both sides of the duplex home for larger gatherings!

Waterfront House - 30' Dock & Pool at Cabana Club

Enjoy FL Keys lifestyle in this 3-beds, 2-baths house in the prestigious Key Colony Beach. It is conveniently located near the entrance of a 90' wide canal with a 30' floating dock and a fish cleaning station. Spacious inside for comfort and large outdoor patio for recreation, perfect for a paradise get away. 70' of parking to host your boat trailer, wave runner and/or vehicles. Located at 7 min walking distance of a private club with heated pool and a beautiful beach at no extra cost.

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.

*NEW* Coral Sands Oceanfront-Beach & Pool

Welcome to Coral Sand Oceanfront, your private slice of paradise in Key Colony Beach. This beautifully appointed 2-bedroom, 2-bath condo offers breathtaking ocean views, a private beach, and resort-style pool—perfect for a relaxing Florida Keys escape. Step outside and feel the ocean breeze, unwind by the pool, or stroll along your private beach. Whether you’re planning a romantic getaway or a family vacation, Coral Sand Oceanfront delivers comfort, views, and true Keys tranquility.

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!

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!!

P18 - Spectacular 4 bedroom home with dockage and

Boat Drinks Bungalow This lovely 4 bedroom, 4 bath home is located in the highly desirable area of Key Colony Beach. - Maximum Occupancy: 10 adults (*children of any age, including infants, count toward occupancy) - No day guests or visitors allowed above the advertised max. occupancy. - 4 bedrooms - 3 rooms with King Beds, 1 room with 2 Queen Beds - 4 bathrooms - Linens provided - Parking 3 cars + 1 trailer - 36 ft. of deep water dockage (*strict 1 boat max.)