Vacation rentals in Little Conch Key

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Top-rated vacation rentals in Little Conch Key

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Guest favorite

Guest suite in Marathon

4.98 out of 5 average rating, 184 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.

Jul 4 – 11

G$45,387 GYD per night

Superhost

Condo in Marathon

4.88 out of 5 average rating, 16 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.

Oct 21 – 28

G$45,130 GYD per night

Guest favorite

Home in Marathon

4.91 out of 5 average rating, 32 reviews

Waterfront Villa & Sunset Views

Come and relax on your own veranda that overlooks the turquoise waters of the beautiful Duck Key. The outdoor living space is quiet and serene, making it a perfect place to unwind. Families and honeymooners alike can enjoy this island oasis. Centrally located at Mile Marker 61, Duck Key is just a short drive to Key West. Explore everything the Florida Keys have to offer or stay local to enjoy world-renowned restaurants, fishing, snorkeling, and diving. The opportunities are endless.

Aug 16 – 23

G$63,427 GYD per night

Superhost

Townhouse in Duck Key

4.83 out of 5 average rating, 127 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. ****

Dec 13 – 20

G$101,528 GYD per night

Guest favorite

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 82 reviews

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

A perfect get-away for couples or budget travelers, the Turtle-by-the-Sea Guest Suite 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. Newly rebuilt & reimagined, owners Mallory & Steve infused their love of the Keys & its surrounding ocean into every aspect of their waterside home.

May 25 – Jun 1

G$40,297 GYD per night

Superhost

Villa in Duck Key

4.81 out of 5 average rating, 47 reviews

Villa 5034 on Duck Key BOAT SLIP available

Boat slip available for additional $100 a night. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Highest internet speed the keys has to offer. Duck Key is family-friendly. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors, NO pets of any kind

May 28 – Jun 4

G$75,861 GYD per night

Guest favorite

Townhouse in Duck Key

4.94 out of 5 average rating, 142 reviews

2B/2.5B Villa and 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.

Nov 14 – 21

G$66,316 GYD per night

Guest favorite

Home in Marathon

4.97 out of 5 average rating, 32 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.

Mar 22 – 29

G$131,464 GYD per night

Guest favorite

Home in Marathon

4.96 out of 5 average rating, 122 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!!

Sep 19 – 26

G$63,198 GYD per night

Guest favorite

Home in Duck Key

5.0 out of 5 average rating, 30 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.

Nov 25 – Dec 2

G$142,268 GYD per night

Guest favorite

Townhouse in Duck Key

4.98 out of 5 average rating, 46 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!

Aug 24 – 31

G$74,892 GYD per night

Guest favorite

Cabin in Marathon

4.89 out of 5 average rating, 56 reviews

Conch Key Cottages with Sailboat

We are located on Conch Key in the Florida Keys. We have a two bedroom traditional Conch house on the water boat slip included. Exclusive use of a Com-Pac, 23 foot sailboat, kayaks and bicycles. Note use of sailboat if qualified and after initial orientation and check out. Please verify potential use of sailboat prior to reservation

Feb 13 – 20

G$77,502 GYD per night