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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Islamorada villas

A beachside seating area with Adirondack chairs, a fire pit, and a thatched-roof structure.

1. Kawama L1 Key Largo Vacation Rental | 3 Bedroom Villa

Kawama L1 Key Largo Vacation Rental | 3 Bedroom Villa
Key Largo
9.4 out of 10, Exceptional, (231 reviews)
"This vila was perfect for our stay! It was centrally located, clean, well stocked kitchen."
United States
Debra J.
The price is NZ$1,020
includes taxes & fees
15 Nov - 16 Nov
Kawama L1 Key Largo Vacation Rental | 3 Bedroom Villa
A two-story house with a large front yard, a basketball court, and a view of the water.

2. Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Buccaneer Point
The price is NZ$6,661
includes taxes & fees
15 Nov - 16 Nov
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
A beachside seating area with Adirondack chairs, a fire pit, and a thatched-roof structure.

3. Key Largo Kawama villa K1, 3/3

Key Largo Kawama villa K1, 3/3
Key Largo
9.8 out of 10, Exceptional, (191 reviews)
"This was a great location, very clean and well equipped. Great stay!"
United States
Diana
The price is NZ$1,063
includes taxes & fees
15 Nov - 16 Nov
Key Largo Kawama villa K1, 3/3
A living room with a view of the sea, a ceiling fan, a TV, and a dining area with outdoor seating.

4. 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, (8 reviews)
"Great Location! The house was beautiful and clean We had a great time!"
United States
Andres
The price is NZ$1,047
includes taxes & fees
3 Dec - 4 Dec
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior Front

5. 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)
"Nice location "
United States
Gina W.
The price is NZ$894
includes taxes & fees
17 Nov - 18 Nov
Seas the Keys Getaway with plunge pool/spa
A resort with multiple white buildings, a golf course, and a clear view of the ocean and a pier in the background.

6. Villa del Sol - Sunset Views, Kayaks, 2/2.5

Villa del Sol - Sunset Views, Kayaks, 2/2.5
Duck Key
10.0 out of 10, Exceptional, (10 reviews)
"Really enjoy the time there"
United States
Han W.
The price is NZ$1,123
includes taxes & fees
19 Nov - 20 Nov
Villa del Sol - Sunset Views, Kayaks, 2/2.5
A deck with outdoor seating, overlooking a marina and a body of water.

7. 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 NZ$1,065
includes taxes & fees
16 Nov - 17 Nov
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered outdoor seating area with a table and chairs, overlooking a body of water and a beach.

8. 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, (3 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 NZ$1,047
includes taxes & fees
23 Nov - 24 Nov
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
A coastal resort with multiple bungalow-style buildings, a marina, and a large body of water.

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

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Marathon
9.6 out of 10, Exceptional, (5 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 NZ$1,872
includes taxes & fees
16 Nov - 17 Nov
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
A covered outdoor deck with a table and chairs, overlooking a body of water and a grassy area.

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

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (6 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 NZ$1,028
includes taxes & fees
16 Nov - 17 Nov
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered balcony with white railings, a white wicker chair, and a small table.

11. 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, (5 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is NZ$2,158
includes taxes & fees
16 Nov - 17 Nov
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
A covered outdoor area with a table and two chairs, overlooking a body of water with a distant shoreline.

12. 2BR Villa w/ Marina Views + Pools | No Hidden Fees

2BR Villa w/ Marina Views + Pools | No Hidden Fees
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay. We really enjoyed sitting on the balcony over the water!"
United States
Darcey C.
The price is NZ$1,150
includes taxes & fees
15 Nov - 16 Nov
2BR Villa w/ Marina Views + Pools | No Hidden Fees
A covered outdoor area with wooden chairs and a view of a waterway.

13. Florida Keys | 2BR Stay – No Hidden Fees

Florida Keys | 2BR Stay – No Hidden Fees
Duck Key
The price is NZ$1,014
includes taxes & fees
15 Nov - 16 Nov
Florida Keys | 2BR Stay – No Hidden Fees
A waterfront hotel with a wooden dock leading to the entrance, featuring a sign that reads "Angler and Ale".

14. Duck Keys Escape! | 2BR Villa w/ Views, Spa & Pool

Duck Keys Escape! | 2BR Villa w/ Views, Spa & Pool
Duck Key
7.0 out of 10, Good, (2 reviews)
"good place, lots of room, only down fall i would say is the kitchen supplies. no baking sheets, one hand towel for the kitchen, no lids for the skillets. plenty of plates, cups and silverware. great location, key west is a little over an hour away. the resort itself and pool area is awesome. loved the overall experience and would return"
Canada
Reuben L.
The price is NZ$1,045
includes taxes & fees
15 Nov - 16 Nov
Duck Keys Escape! | 2BR Villa w/ Views, Spa & Pool
A covered outdoor area with a wooden deck, white railings, and a table with chairs.

15. Villa with Resort Amenities | Full Kitchen

Villa with Resort Amenities | Full Kitchen
Duck Key
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,270
includes taxes & fees
15 Nov - 16 Nov
Villa with Resort Amenities | Full Kitchen
A waterfront hotel with a wooden dock leading to the entrance, featuring a sign that reads "Angler and Ale".

16. Single-Level 2BR Villa w/ Full Kitchen & Porch

Single-Level 2BR Villa w/ Full Kitchen & Porch
Duck Key
The price is NZ$1,419
includes taxes & fees
1 Dec - 2 Dec
Single-Level 2BR Villa w/ Full Kitchen & Porch
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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Learn more about Islamorada

The turquoise waters between the Keys offer world-class fishing that even beginners can enjoy with knowledgeable local guides. Spend mornings snorkelling coral reefs teeming with tropical fish, then unwind at waterfront restaurants where chefs cook your fresh catch.

See all hotels in Islamorada
An aerial view of a coastal town with a marina, surrounded by clear blue waters and green islands.

Top reviews in Islamorada

A beach with a palm tree, a chair, and a small boat on the water.
Dolphin Point Villas

Dolphin Point Villas

Dolphin Point Villas
Key Largo

8/10 Good

Lovely setting and easy access. Great place to start your Keys adventure
Australia
James
Reviewed September 30, 2026
Dolphin Point Villas

Frequently Asked Questions

How much do villas in Islamorada cost?

Prices for villas in Islamorada range between NZ$893 and NZ$6,661 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 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.

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.

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