A pier with a boat rental sign, a colorful building, and a calm sea.

Villas in Long Key

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Long Key villas

TV

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

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.8 out of 10, Exceptional, (7 reviews)
"Everything about the stay was nice. "
United States
Mario S.
$551 nightly
The price is $612
Aug 3 - Aug 4
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
8.2 out of 10, Very Good, (31 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
$511 nightly
The price is $568
Aug 3 - Aug 4
Total with taxes and fees
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior

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, (32 reviews)
"Great stay. I love being on the boardwalk. "
United States
Rachael C.
$551 nightly
The price is $612
Aug 3 - Aug 4
Total with taxes and fees
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds

Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (15 reviews)
"Very nice and comfortable."
United States
joe h.
$507 nightly
The price is $563
Jul 26 - Jul 27
Total with taxes and fees
Seas the Keys Getaway with plunge pool/spa
Exterior

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 review)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
$696 nightly
The price is $774
Jul 13 - Jul 14
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Outdoor dining

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

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (23 reviews)
"Awesome place to stay"
United States
Takuma F.
$526 nightly
The price is $585
Aug 3 - Aug 4
Total with taxes and fees
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (77 reviews)
"What a wonderful venue for our last 2 nights in the Keys. This place is a hidden gem. The entire staff, especially Edith, the bartender, were fantastic."
United States
Michael
$688 nightly
The price is $774
Jul 6 - Jul 7
Total with taxes and fees
The Islands of Islamorada
Exterior

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

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
$1,193 nightly
The price is $1,325
Jul 7 - Jul 8
Total with taxes and fees
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Outdoor dining

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

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (5 reviews)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
$592 nightly
The price is $658
Jul 7 - Jul 8
Total with taxes and fees
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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, (61 reviews)
"Another fantastic stay! WeHave stayed in this villa multiple times now and it’s been great. We will be back again!"
United States
Mark S.
$530 nightly
The price is $589
Aug 3 - Aug 4
Total with taxes and fees
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (9 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
$551 nightly
The price is $612
Aug 3 - Aug 4
Total with taxes and fees
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Marathon
10.0 out of 10, Exceptional, (4 reviews)
"Hawks Cay is a really beautiful spot. Frank’s place is nice, clean and convenient to Marathon "
United States
Morgan W.
$1,065 nightly
The price is $1,185
Jul 7 - Jul 8
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

Chesapeake Beach Resort

Chesapeake Beach Resort

10/10 Excellent
"We had a great experience! Clean room, great breakfast. Only stayed one night but were very impressed with the hotel."
Nick 1-night trip
Posted 12 hours ago
Chesapeake Beach Resort

Find out more about Long Key

Long Key Villas information

Number of reviews
267
Accommodation
164 Villas
Lowest Price
$563
Highest Price
$1,325

Frequently asked questions

How much do villas in Long Key cost?
Villas in Long Key cost between $563 and $1,325 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 164 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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