Holiday rentals in Conch Keys

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Top-rated holiday rentals in Conch Keys

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Home in Marathon

5.0 out of 5 average rating, 18 reviews

Horizon

Horizon is a bright beautiful upscale home, custom designed to take full advantage of its unique ocean location. Every room, has a wide sliding glass door to oceanfront balconies. Every bedroom has a private bath. Pool with Spa, Observation Platform for those sunrises on open water, ping pong, corn toss, kayaks and paddle boards, multiple dining areas, WIFI, quality appliances, comfy cotton bedding, crib, high chair multiple TV's poolside loungers, rocking chairs & bird watching. ++++

Guest favourite

Guest suite in Marathon

4.98 out of 5 average rating, 186 reviews

Casa Mariposa: Easy walk to Sombrero Beach

Book your relaxing getaway now at Casa Mariposa in the heart of the Florida Keys! See why we were rated a top 15 cozy retreat in the Keys, 1 0f 24 amazing AirBNB rentals in the Keys, and, in 2023, 1 of 23 Amazing Airbnbs In Florida Keys. Step out from your private suite to our 50' lap pool surrounded with tropical foliage, large patio, and tropical gardens. Avoid beach parking fees with a short walk from your suite at Casa Mariposa! Contact us if you are interested in other lengths of stay.

Superhost

Apartment in Marathon

4.89 out of 5 average rating, 19 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

Welcome to our beautiful ground floor 1 bedroom, 1 bathroom newly-renovated condo located in gorgeous Duck Key. Come and enjoy the fully-equipped kitchen overlooking the beautiful crystal blue waters of the Atlantic Ocean. Our condo is stocked with all the comforts of home. The property is surrounded by Hawks Cay so you can enjoy many of the Hawks Cay amenities such as water sports, dolphin encounters, boating, restaurants, kayaks/paddleboards, book a private charter, or take a sunset cruise.

Guest favourite

Home in Marathon

4.96 out of 5 average rating, 46 reviews

Florida Keys Cottage with Pool - Hawks Cay Resort

Welcome to our tropical Conch Cottage, a lovely place to create memories on your idyllic Florida Keys vacation in paradise. Our stylish waterfront villa sits alongside a clear turquoise canal on picturesque Duck Key, inside the Hawk's Cay resort, and just 10 minutes from busy Marathon. Get involved in on-site activities like snorkeling, scuba diving, fishing, boating and dolphin encounters—or simply lay out on the coral stone patio, soak up the sun, and slide into your private plunge pool.

Guest favourite

Apartment in Key Colony Beach

4.97 out of 5 average rating, 175 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.

Superhost

Townhouse in Duck Key

4.84 out of 5 average rating, 135 reviews

Vibrant Beachfront Villa

Welcome to Beachfront Villa that has recently been renovated. The 2 bedroom 1.5 bath luxury villa is located in the popular area of Duck key alongside of Hawks Cay Resort. Duck Key marina is located across the street where you can dock your boat or charter a boat for the day. Enjoy stunning sunset views from the back porch. Kitchen includes all amenities including silverware ,plates , cups , and pots. Linens and towels provided. *** Pets welcome with host approval and pet fee. ****

Guest favourite

Townhouse in Duck Key

4.94 out of 5 average rating, 142 reviews

2B/2.5B Villa at Village at Hawks Cay with Spa

Our Villa is located between Islamorada and Marathon Key on Duck Key at the Village of Hawks Cay; one of the most desirable locations in the Florida Keys. This is at Mile Marker 61. With ocean views, high-end finishes, comfy beds and plenty to do in the surrounding areas, the Villa offers something for everyone. There is an in-ground splash pool located on the patio. It is not a hot tub but reaches a maximum temperature of 104 degrees for those desiring heat.

Guest favourite

Home in Marathon

4.97 out of 5 average rating, 34 reviews

Beach House, Private Pool & Dock, Gulf Sunset view

You don't come to the islands to stay in a town! Relax in our tropical paradise beach home away from the traffic and noise of US Hwy #1. The perfect location has now been turned into the perfect oasis. Special features include a gourmet kitchen, private pool surrounded by lush landscaping, private 300' pier/dock with a fish cleaning station. Our guests enjoy luxury bedding with quality linens, fluffy towels and bathrobes. Wireless internet service and cable tv.

Guest favourite

Home in Marathon

4.95 out of 5 average rating, 127 reviews

Oceanfront Tiny Villa in the Heart of the FL Keys

Welcome to your happy place in paradise! Our oceanfront villa is located on Duck Key right outside of Marathon and next to the world famous Hawks Cay Resort. Halfway between Key Largo and Key West, it’s the perfect location to explore all our island paradise has to offer. Enjoy world class fishing, diving and snorkeling or kick back with a cold beverage and enjoy a stunning sunset on one of our covered porches. And always remember…it’s 5 o’clock somewhere!!

Guest favourite

Home in Duck Key

5.0 out of 5 average rating, 32 reviews

Private Pool Tropical Oasis - Centrally Located

Centrally located in the Florida keys, this beautiful three-bedroom home is steps away from fishing, restaurants, boat rentals and water sports. The property features a private and lush backyard filled with your own private pool, loungers and outdoor games. In the evening, unwind with a refreshing drink under the outdoor lighting or in the heated pool. The villa includes a high chair, pack and play, bed rails, booster seat, baby gate and kids dishware.

Guest favourite

Bungalow in Islamorada

4.97 out of 5 average rating, 33 reviews

Dream in Paradise! King Master, Queen Guest, Pool

Castaway Island! Luxury In paradise! This hidden gem is your piece of paradise waiting! Fully remodeled and furnished from the floor up. All new furniture, fixtures and furnishings await. One of the most well appointed and private Bungalows in Islamorada. Perfect for the honeymooners and special occasion couples and small families. Private outside spaces. 4 Bikes, 2 ultra lite SUP's, 2 Kayaks, 4+ beach chairs, ice chests and more await you.

Guest favourite

Townhouse in Duck Key

4.98 out of 5 average rating, 50 reviews

Duck Key *Glee* with private plunge pool

Enjoy the Florida Keys while staying at a cozy recently remodeled tropical delight. High speed internet-1,000mbps, and large 4K Smart TV's provide great entertainment. Cool off and relax in the private plunge pool. Enjoy a morning cup of coffee in the patio while watching nature wake up. Explore close by fun tropical activities and great restaurants. Catch a sunset!