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Holiday Rentals in Duck Key

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Our top choices for Duck Key holiday rentals

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (46)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is €560
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
The price is €564
includes taxes & fees
8 Jan - 9 Jan 2026
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.2 out of 10, Wonderful, (18)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is €566
includes taxes & fees
11 Jan - 12 Jan 2026
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.4 out of 10, Very good, (10)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
The price is €600
includes taxes & fees
23 Dec - 24 Dec
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
9.4 out of 10, Exceptional, (32)
"A short weekend getaway was made perfect in this villa. The location is idyllic; especially the balcony overlooking the bay with a perfect sunset view. The home was well-appointed, simple yet all the necessities were covered. Communication with the property manager was excellent. Definitely will book again. "
United States
Natasha A.
The price is €547
includes taxes & fees
4 Jan - 5 Jan 2026
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Duck Key
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (13)
"Beautiful views. Very nice accommodations. Wonderfull location!"
United States
michael h.
The price is €432
includes taxes & fees
23 Dec - 24 Dec
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Marathon
9.2 out of 10, Wonderful, (30)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is €561
includes taxes & fees
13 Jan - 14 Jan 2026
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
2.0 star property
Marathon
10.0 out of 10, Exceptional, (159)
"Nice place with a Dock. We had an issue but it was taken care of promptly."
United States
Steven B.
The price is €1,088
includes taxes & fees
11 Jan - 12 Jan 2026
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA

Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA
Marathon
10.0 out of 10, Exceptional, (1)
"Condo was very nice. Screened in porch has a water view with access from the Master, the den and one of the other bedrooms. Enough room in the kitchen for a short term stay. Check in was easy. Close to Marathon. No hand soap or shampoo in unit at check in but owner had some delivered as soon as I requested."
United States
Donald G.
The price is €690
includes taxes & fees
4 Jan - 5 Jan 2026
Villa 4204 on Duck Key Boat Slip Available - 3BD 2BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (1)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is €630
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
Duck Key
The price is €1,276
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
Duck Key
9.2 out of 10, Wonderful, (5)
"The villa is in a great location, and has a very private and secluded feeling to it when inside and around the pool. We had a great time, the villa met and exceeded or expectations, there were 6 of us staying there and the age ranges were from 27 to 64, we rented a charter boat out of marathon so the villa location was perfect.Thank you very much for such a great place to stay, we will try and stay here again if we come back down."
United States
Kevin J.
The price is €1,276
includes taxes & fees
5 Jan - 6 Jan 2026
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

Captain's Suite | Island View | No Hidden Fee

Captain's Suite | Island View | No Hidden Fee
Duck Key
The price is €574
includes taxes & fees
3 Jan - 4 Jan 2026
Captain's Suite | Island View | No Hidden Fee

Discount To Jan 31! 3 Bed, 3 BA Townhome Cabana Club: Oceanfront Beach, Pool!

Discount To Jan 31! 3 Bed, 3 BA Townhome Cabana Club: Oceanfront Beach, Pool!
Marathon
The price is €877
includes taxes & fees
21 Jan - 22 Jan 2026
Discount To Jan 31! 3 Bed, 3 BA Townhome Cabana Club: Oceanfront Beach, Pool!

Villa 7205 on Duck Key - 3 BR & 2.5 BA - Boat Slip available

Villa 7205 on Duck Key - 3 BR & 2.5 BA - Boat Slip available
Duck Key
The price is €1,276
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 7205 on Duck Key - 3 BR & 2.5 BA - Boat Slip available

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (57)
"Very clean. "
United States
Oksana K.
The price is €564
includes taxes & fees
5 Jan - 6 Jan 2026
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is €525
includes taxes & fees
4 Jan - 5 Jan 2026
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.0 out of 10, Wonderful, (8)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is €562
includes taxes & fees
15 Jan - 16 Jan 2026
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
10.0 out of 10, Exceptional, (1)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
The price is €560
includes taxes & fees
4 Jan - 5 Jan 2026
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Duck Key Hotel Reviews

Find out more about Duck Key

Everything you need to know about Duck Key holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Duck Key holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Duck Key holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Duck Key holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Duck Key. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Duck Key holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Duck Key holiday rentals we have selected for you start as low as €128 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Duck Key rentals

At Expedia, we put the best Duck Key holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Duck Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Duck Key holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Duck Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.