A beach with white lounge chairs, a covered pavilion, and palm trees.

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

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, (78 reviews)
"Love this property! Our family had the most amazing time in the villas. The location is great and the property is really well kept with amazing staff. We enjoyed the pool, the kids game area, pickle ball and relaxing in the home. Highly recommend!!"
United States
Christian
The price is ￥80,898
￥99,947 total
includes taxes & fees
Aug 2 - Aug 3
The Islands of Islamorada
Property grounds

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes

Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
Key Largo
9.6 out of 10, Exceptional, (138 reviews)
"Had fun villa was in good condition."
United States
Michelle S.
The price is ￥67,239
￥123,971 total
includes taxes & fees
Aug 3 - Aug 4
Key Largo Villa, Kawama J3, 3/3, Ocean,Marina,Lagoon,Pools,Kayaks&bikes
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.
The price is ￥39,890
￥95,153 total
includes taxes & fees
Jul 17 - Jul 18
Villa 5034 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, (15 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 ￥42,557
￥96,981 total
includes taxes & fees
Aug 6 - Aug 7
Seas the Keys Getaway with plunge pool/spa
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, (32 reviews)
The price is ￥33,729
￥87,412 total
includes taxes & fees
Jul 19 - Jul 20
Villa 5086 on Duck Key Boat Slip Available - 2BD 1.5BA
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, (2 reviews)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is ￥50,095
￥108,418 total
includes taxes & fees
Aug 13 - Aug 14
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
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)
"Great stay. I love being on the boardwalk. "
United States
Rachael C.
The price is ￥44,510
￥101,972 total
includes taxes & fees
Jul 20 - Jul 21
Villa 7075 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 ￥39,890
￥95,153 total
includes taxes & fees
Jul 17 - Jul 18
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 property was as described in the VRBO site. The view was very nice. I would stay here again, when the opportunity arises."
United States
Paul E.
The price is ￥49,130
￥108,304 total
includes taxes & fees
Aug 15 - Aug 16
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
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
9.6 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.
The price is ￥39,890
￥95,153 total
includes taxes & fees
Jul 17 - Jul 18
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
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.
The price is ￥41,989
￥98,326 total
includes taxes & fees
Aug 3 - Aug 4
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Terrace/patio

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 ￥110,736
￥217,451 total
includes taxes & fees
Jul 20 - Jul 21
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
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 ￥89,004
￥187,492 total
includes taxes & fees
Aug 13 - Aug 14
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

Pines & Palms Resort

Pines & Palms Resort

10/10 Excellent
"I could not recommended Pines and Palms enough - it was spotlessly clean, everyone was super friendly and it was so nice and peaceful. The pool area is fabulous and there’s access to free paddle boards and kayaks etc - we were really sad to leave!"
Alex 2-night trip
Posted 1 hour ago
Pines & Palms Resort

Find out more about Islamorada

Islamorada Villas information

Number of reviews
408
Accommodation
74 Villas
Lowest Price
￥87,412
Highest Price
￥217,451

Frequently asked questions

How much do villas in Islamorada cost?
Prices for villas in Islamorada range between ￥87,412 and ￥217,451 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.
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.