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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Islamorada villas

Balcony view

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.6 out of 10, Exceptional, (75 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
The price is AED 2,121
AED 2,589 total
includes taxes & fees
14 May - 15 May
The Islands of Islamorada
Exterior

Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (98 reviews)
"The amenities were more than adequate. Home is well appointed, clean and in great condition. "
United States
Kevin P.
The price is AED 1,832
AED 3,321 total
includes taxes & fees
17 May - 18 May
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Outdoor pool

Luxe Beachfront Villa

Luxe Beachfront Villa
3.0 star property
Matecumbe
The price is AED 4,970
AED 8,070 total
includes taxes & fees
21 May - 22 May
Luxe Beachfront Villa
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, (21 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is AED 1,025
AED 2,343 total
includes taxes & fees
12 May - 13 May
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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, (6 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is AED 1,025
AED 2,332 total
includes taxes & fees
11 May - 12 May
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

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)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is AED 1,025
AED 2,332 total
includes taxes & fees
11 May - 12 May
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (14 reviews)
"Great location, great accomodation, hot tub and patio in the back area was great for relaxing in the evenings."
United States
Justus
The price is AED 675
AED 1,824 total
includes taxes & fees
18 May - 19 May
Seas the Keys Getaway with plunge pool/spa
Outdoor pool

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.
The price is AED 2,017
AED 4,252 total
includes taxes & fees
18 May - 19 May
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Exterior

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
9.8 out of 10, Exceptional, (14 reviews)
"We enjoyed our stay here! It was perfect for a family of 4!"
United States
Amy S.
The price is AED 1,550
AED 3,010 total
includes taxes & fees
15 May - 16 May
Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
Outdoor dining

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.
The price is AED 1,025
AED 2,321 total
includes taxes & fees
18 May - 19 May
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
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
8.6 out of 10, Excellent, (29 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
The price is AED 988
AED 2,258 total
includes taxes & fees
11 May - 12 May
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Outdoor dining

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

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (60 reviews)
"Very nice and clean. Comfy beds. "
United States
Kelly N.
The price is AED 1,025
AED 2,332 total
includes taxes & fees
11 May - 12 May
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.
The price is AED 1,135
AED 2,434 total
includes taxes & fees
18 May - 19 May
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
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.
The price is AED 1,025
AED 2,332 total
includes taxes & fees
11 May - 12 May
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

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.
The price is AED 1,943
AED 4,184 total
includes taxes & fees
11 May - 12 May
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 Islamorada Hotel Reviews

Matecumbe Resort

Matecumbe Resort

10/10 Excellent
"Kitchen was equipped close parking and sand private beach awesome place for families. !"
Piotr 5-night trip
Posted 4 hours ago
Matecumbe Resort

Frequently asked questions

How much do villas in Islamorada cost?
Prices for villas in Islamorada range between AED 1,824 and AED 8,070 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 74 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.
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.