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Check prices for these dates

Next weekend
23 Jan - 25 Jan
In two weeks
30 Jan - 1 Feb
In one month
13 Feb - 15 Feb
In two months
13 Mar - 15 Mar

Our top choices for Islamorada villas

Balcony view

Villa in Matecumbe

The Islands of Islamorada
4.0 star property
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveller
The price is €636
includes taxes & fees
19 Jan - 20 Jan
The Islands of Islamorada
Exterior

Villa in Buccaneer Point

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
2.0 star property
The price is €3,311
includes taxes & fees
17 Jan - 18 Jan
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Outdoor dining

Villa in Duck Key

Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
8.6 out of 10, Excellent, (25 reviews)
"Great location! We enjoyed our time there."
United States
Erin T.
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
Outdoor dining

Villa in Marathon

Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
9.2 out of 10, Wonderful, (30 reviews)
"Wonderful experience, great views, clean rooms, great amount of space. Great price"
United States
Race
The price is €548
includes taxes & fees
26 Jan - 27 Jan
Villa 7075 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

Villa in Duck Key

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

Villa in Duck Key

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (1 review)
"The host was extremely communicative and welcoming. What ever we needed he provided"
United States
Amy G.
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Terrace/patio

Villa in Duck Key

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
The price is €946
includes taxes & fees
19 Jan - 20 Jan
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Exterior

Villa in Duck Key

Waterfront Villa in Paradise. Dipping pool. Middle Keys. Soak in the sun
10.0 out of 10, Exceptional, (13 reviews)
"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
Outdoor dining

Villa in Duck Key

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
9.2 out of 10, Wonderful, (20 reviews)
"Property was very nice, everything as expected based on listing. Very good place for families."
United States
Nicholas H.
The price is €550
includes taxes & fees
21 Jan - 22 Jan
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

Villa in Marathon

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
10.0 out of 10, Exceptional, (1 review)
"Host was very accommodating and everything was clean and just a lovely, lovely home and setting. All beds are comfortable and we appreciated the plentiful towels. "
United States
Patricia W. K.
The price is €729
includes taxes & fees
20 Jan - 21 Jan
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Outdoor dining

Villa in Duck Key

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
9.6 out of 10, Exceptional, (57 reviews)
"Very nice and clean. Comfy beds. "
United States
Kelly N.
The price is €548
includes taxes & fees
25 Jan - 26 Jan
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

Villa in Duck Key

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
10.0 out of 10, Exceptional, (4 reviews)
"Everything about the stay was nice. "
United States
Mario S.
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

Villa in Duck Key

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
9.0 out of 10, Wonderful, (8 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent
"Room very clean; staff very friendly and helpful. The location stunning!"
Terri and John 2-night trip
Posted 4 hours ago
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Find out more about Islamorada

Islamorada Villas information

Number of reviews
218
Accommodation
64 Villas
Lowest Price
€548
Highest Price
€946

Frequently asked questions

How much do villas in Islamorada cost?
Prices for villas in Islamorada range between €548 and €946 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 64 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 cosy digs, it's time to hit the road and discover some of the local sights. Theatre 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 Centre are on most visitors' agendas. Don't head home without exploring Windley Key Fossil Reef Geological State Park, Theatre 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.