Villas in Long Key

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Our top choices for Long Key villas

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
$658 nightly
The price is $740
Jan 5 - Jan 6, 2026
Total with taxes and fees
The Islands of Islamorada
10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
$574 nightly
The price is $638
Jan 8 - Jan 9, 2026
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
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.
$571 nightly
The price is $635
Jan 12 - Jan 13, 2026
Total with taxes and fees
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
9.2 out of 10, Wonderful, (30)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
$578 nightly
The price is $642
Jan 15 - Jan 16, 2026
Total with taxes and fees
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
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.
$649 nightly
The price is $721
Jan 5 - Jan 6, 2026
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
$705 nightly
The price is $783
Dec 21 - Dec 22
Total with taxes and fees
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
9.6 out of 10, Exceptional, (56)
"Great location for our family.We love the Keys. Beautiful sunsets from balconies."
United States
Debbie A.
$571 nightly
The price is $635
Jan 6 - Jan 7, 2026
Total with taxes and fees
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
$547 nightly
The price is $607
Jan 6 - Jan 7, 2026
Total with taxes and fees
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
$1,294 nightly
The price is $1,436
Jan 6 - Jan 7, 2026
Total with taxes and fees
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available
10.0 out of 10, Exceptional, (1)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
$577 nightly
The price is $641
Jan 4 - Jan 5, 2026
Total with taxes and fees
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
9.0 out of 10, Wonderful, (8)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
$566 nightly
The price is $630
Jan 19 - Jan 20, 2026
Total with taxes and fees
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
$884 nightly
The price is $982
Dec 20 - Dec 21
Total with taxes and fees
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
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 Long Key Hotel Reviews

Find out more about Long Key

Long Key Villas information

Number of reviews
214
Accommodation
144 Villas
Lowest Price
$607
Highest Price
$1,436

Frequently asked questions

How much do villas in Long Key cost?
Villas in Long Key cost between $607 and $1,436 per night. These getaways give you the privacy of your own space at a price that's friendly to your wallet. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Long Key?
Long Key has 144 villas to pick from. Find the ideal stay quickly and easily by selecting the "Villa" checkbox under the "Property type" tab in our filter tool.
Why book your villa in Long Key with Expedia?
We think vacation time shouldn't be complicated, so if you're searching for villas at a nice price, Expedia has you covered. Keep the budget in check and pick an all-inclusive stay, or splurge on a plush villa to spoil the ones you love most. Use our convenient search filters to secure a property in Long Key that you'll adore.
How can I find cheap villas in Long Key?
Expedia is here to help you look for cheap villas in Long Key. Use our filter tool to select amenities, star rating and budget to refine your search and find an ideal stay in just a few clicks.
What is there to do near my villa in Long Key?
After you've checked in to your villa, get out and discover the cool things Long Key has for you to experience. Long Key State Park is a top attraction to add to your itinerary.

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