Holiday rentals in Duck Key

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Top-rated holiday rentals in Duck Key

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

Guest favourite

Townhouse in Duck Key

4.96 out of 5 average rating, 57 reviews

Waterfront Retreat

BOAT SLIP - We have an exclusive relationship for Casa Wahoo with a local marina. If you are bringing a boat down to enjoy the beautiful Florida Keys, we want to help! We are able to secure local prices for our listing. Although the price changes daily, a wet slip will average around $75 per day. Please ask directly for more details, if you are wanting to bring your boat. Casa Wahoo is a (2) Bedroom (2 and half) Bath townhouse located on Duck Key, within the Hawk's Cay Resort that comfortably sleeps (6). This light-filled waterfront property hosts a plunge pool and outdoor enclosed and private patio space that you will likely find to be the main gathering spot for your family and friends during your stay. Duck Key is located at mile marker 61, along the overseas highway. You can travel to Key West for the day, which is about an hour and a half drive.

6–13 Aug

£315 per night
Superhost

Townhouse in Duck Key

4.82 out of 5 average rating, 139 reviews

Villa 5020 on Duck Key BOAT SLIP available

Boat slip available for additional $100 a night. Largest boat that can fit is 33 ft. 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. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors and NO pets.

20–27 May

£347 per night
Superhost

Villa in Marathon

4.85 out of 5 average rating, 79 reviews

Marina front villa *Family Friendly*

Welcome to Driftwood Villa.This newly renovated 2 bed 1.5 bath luxury villa is located in the popular area 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 small kitchen appliances , silverware ,plates , cups , and pots. Linens and towels are also provided THIS PROPERTY DOES NOT HAVE ACCESS TO HAWKS CAY AMENITIES

28 Jul – 4 Aug

£330 per night

Popular amenities for Duck Key holiday rentals

Stay near Duck Key's top sights

Hawks Cay Resort8 locals recommend
Dolphin Connection9 locals recommend
Angler & Ale8 locals recommend

Other great holiday rentals in Duck Key

Superhost

Villa in Marathon

4.8 out of 5 average rating, 87 reviews

Sunset Villa in Duck Key

12–19 Mar

£465 per night
Guest favourite

Home in Marathon

5.0 out of 5 average rating, 8 reviews

Million Dollar View

12–19 Oct

£746 per night
Guest favourite

Guest suite in Key Colony Beach

4.99 out of 5 average rating, 81 reviews

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

3–10 May

£168 per night
Superhost

Home in Duck Key

4.82 out of 5 average rating, 34 reviews

Waterfront Duck Key Villa - Sleeps 6 (5036)

15–22 Jun

£501 per night
Guest favourite

Home in Marathon

4.95 out of 5 average rating, 38 reviews

Hawks Cay Island Retreat - Duck Key - Pool & Patio

21–28 Mar

£503 per night
Guest favourite

Cabin in Marathon

4.89 out of 5 average rating, 56 reviews

Conch Key Cottages with Sailboat

7–14 Mar

£326 per night
Guest favourite

Townhouse in Marathon

4.93 out of 5 average rating, 28 reviews

Majestic Marina View- 2/2.5 Village at Hawks Cay

2–9 Jun

£341 per night
Guest favourite

Home in Marathon

4.97 out of 5 average rating, 31 reviews

The Gulf Cottage at Marathon Key

8–15 Jun

£150 per night
Guest favourite

Villa in Marathon

4.93 out of 5 average rating, 54 reviews

Villa in Paradise. Plunge pool. Middle of the Keys

7–14 Oct

£404 per night
Superhost

Townhouse in Duck Key

5.0 out of 5 average rating, 9 reviews

Tipsy Turtle - Amazing, Updated Villa On Duck Key!

8–15 Sept

£420 per night
Guest favourite

Townhouse in Marathon

4.86 out of 5 average rating, 29 reviews

Beachy Townhome Perfect for a Warm Getaway!

1–8 Feb

£742 per night
Superhost

Home in Marathon

4.85 out of 5 average rating, 20 reviews

P58 - Gulf Front Luxury 4 bedroom 4 bath with priv

16–23 Nov

£581 per night

Quick stats about holiday rentals in Duck Key

Total rentals

220 properties

Rentals with a pool

120 properties have a pool

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

190 properties are a good fit for families

Total number of reviews

4.2K reviews

Nightly prices starting at

£79 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Duck Key