Villas in Islamorada

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Villas in Islamorada

Vacation Home in Rock Harbor

10.0 out of 10, Exceptional, (86)
"Great place, great hosts. We'll probably be backThank you"
United States
Curt B.
$490 nightly
The price is $543
Dec 9 - Dec 10
Total with taxes and fees
Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Villa in Matecumbe

4.0 star property
9.8 out of 10, Exceptional, (69)
"Great for family vacation with kids. love it"
United States
Dixania
$594 nightly
The price is $668
Dec 9 - Dec 10
Total with taxes and fees
The Islands of Islamorada

Villa in Duck Key

9.6 out of 10, Exceptional, (9)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
$345 nightly
The price is $383
Dec 8 - Dec 9
Total with taxes and fees
Seas the Keys Getaway

Villa in Duck Key

10.0 out of 10, Exceptional, (4)
"Everything about the stay was nice. "
United States
Mario S.
$485 nightly
The price is $540
Dec 8 - Dec 9
Total with taxes and fees
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

8.6 out of 10, Excellent, (25)
"Great location! We enjoyed our time there."
United States
Erin T.
$484 nightly
The price is $538
Dec 8 - Dec 9
Total with taxes and fees
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa in Marathon

9.2 out of 10, Wonderful, (30)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
$528 nightly
The price is $587
Dec 15 - Dec 16
Total with taxes and fees
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in 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.
$500 nightly
The price is $557
Dec 8 - Dec 9
Total with taxes and fees
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa in 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.
$640 nightly
The price is $711
Dec 8 - Dec 9
Total with taxes and fees
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun

Villa in Duck Key

9.6 out of 10, Exceptional, (55)
"Very clean. "
United States
Oksana K.
$480 nightly
The price is $535
Dec 8 - Dec 9
Total with taxes and fees
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in 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.
$528 nightly
The price is $587
Dec 8 - Dec 9
Total with taxes and fees
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Duck Key

$1,240 nightly
The price is $1,382
Jan 5 - Jan 6, 2026
Total with taxes and fees
Villa 7218 on Duck Key - 3 BR & 2.5 BA - Boat Slip Available

Villa in Duck Key

$489 nightly
The price is $545
Dec 8 - Dec 9
Total with taxes and fees
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa in Marathon

$802 nightly
The price is $893
Dec 8 - Dec 9
Total with taxes and fees
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa in 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.
$611 nightly
The price is $678
Dec 8 - Dec 9
Total with taxes and fees
Villa 5028 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 Islamorada Hotel Reviews

Find out more about Islamorada

Islamorada Villas information

Number of reviews
306
Accommodation
59 Villas
Lowest Price
$383
Highest Price
$1,382

Frequently asked questions

How much do villas in Islamorada cost?
Prices for villas in Islamorada range between $383 and $1,382 per night. Whatever your budget, you'll find a place that fits the bill on Expedia. 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 Islamorada?
Choose from 59 villas in Islamorada. Whether you're taking a trip with the family or planning a getaway with some friends, Expedia can help you find the perfect space for your whole crew.
Are there any family-friendly villas in Islamorada?
If you're on your way to Islamorada and searching for a family-friendly villa, you can't pass up Anglers Reef Villa 1. This 3.5-star stay features amenities like a barbecue grill and an oven. After checking in and chilling together in your cozy digs, it's time to hit the road and discover some of the local sights. Theater of the Sea and Anne's Beach are just two family-friendly attractions in Islamorada.
Why book your villa in Islamorada with Expedia?
Booking a villa in Islamorada is as simple as entering your travel dates and picking an option that has what you need. Looking for something low cost or luxurious, or a stay that also features a kitchen? Use Expedia's search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Islamorada?
Expedia can help you track down cheap villas in Islamorada. Simply use the filter tool to select star rating, amenities and budget to refine your search and find a great place to stay in a few quick clicks.
What is there to do near my villa in Islamorada?
Whatever you're into, Islamorada has tons of things to keep you entertained. Florida Keys Brewing Co., History of Diving Museum and Bud n' Mary's Dive Center are on most visitors' agendas. Don't head home without exploring Windley Key Fossil Reef Geological State Park, Theater of the Sea and Anne's Beach either. With Expedia's hotel deals in Islamorada, you'll be able to discover more wonderful attractions like these with the cash you save.

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