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

Search Islamorada Villa Rentals from CA $711

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Islamorada villas

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

1. 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 CA $440
CA $862 total
includes taxes & fees
Nov 15 - Nov 16
Key Largo Kawama villa K1, 3/3
A resort with a central pool, multiple buildings, and a view of the ocean.

2. Beautiful Oceanside Mariner`s 3 Bedroom Townhome

Beautiful Oceanside Mariner`s 3 Bedroom Townhome
Rock Harbor
10.0 out of 10, Exceptional, (108 reviews)
"Amazing place!!"
United States
Sonal G.
The price is CA $599
CA $1,097 total
includes taxes & fees
Nov 15 - Nov 16
Beautiful Oceanside Mariner`s 3 Bedroom Townhome
A two-story house with a large front yard, a basketball court, and a view of the water.

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

Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
Buccaneer Point
The price is CA $3,139
CA $5,399 total
includes taxes & fees
Nov 15 - Nov 16
Waterfront Luxe Pool, Hot Tub, Theater, Gamesandmore
A beachside seating area with Adirondack chairs, a fire pit, and a thatched-roof structure.

4. 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 CA $400
CA $813 total
includes taxes & fees
Nov 15 - Nov 16
Kawama L1 Key Largo Vacation Rental | 3 Bedroom Villa
A living room with a view of the sea, a ceiling fan, a TV, and a dining area with outdoor seating.

5. 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 CA $370
CA $837 total
includes taxes & fees
Dec 3 - Dec 4
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior Front

6. 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 CA $280
CA $711 total
includes taxes & fees
Nov 18 - Nov 19
Seas the Keys Getaway with plunge pool/spa
A covered outdoor seating area with a table and chairs, overlooking a body of water and a beach.

7. 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 CA $370
CA $837 total
includes taxes & fees
Nov 23 - Nov 24
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
A resort with multiple white buildings, a golf course, and a clear view of the ocean and a pier in the background.

8. 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 CA $435
CA $907 total
includes taxes & fees
Nov 19 - Nov 20
Villa del Sol - Sunset Views, Kayaks, 2/2.5
A deck with outdoor seating, overlooking a marina and a body of water.

9. 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 CA $378
CA $847 total
includes taxes & fees
Nov 16 - Nov 17
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered outdoor patio with a table and chairs, a ceiling fan, and a view of trees and a white building.

10. 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 CA $351
CA $815 total
includes taxes & fees
Nov 16 - Nov 17
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered outdoor area with a round table and chairs, a white railing, and a view of the ocean.

11. 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, (64 reviews)
"Excellent place,"
United States
MONICA A.
The price is CA $351
CA $815 total
includes taxes & fees
Nov 16 - Nov 17
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
A covered outdoor area with a table and two chairs, overlooking a body of water with a distant shoreline.

12. 2BR Villa in Duck Key | Dolphin Encounters + Pools

2BR Villa in Duck Key | Dolphin Encounters + Pools
Duck Key
10.0 out of 10, Exceptional, (1 review)
"The resort was beautiful. There were so many things to take in. Our villa was very nice. We’ll definitely come back to stay there."
United States
Pamela B.
The price is CA $747
CA $905 total
includes taxes & fees
Nov 15 - Nov 16
2BR Villa in Duck Key | Dolphin Encounters + Pools
A covered outdoor deck with a table and chairs, overlooking a body of water and a grassy area.

13. 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 CA $351
CA $815 total
includes taxes & fees
Nov 16 - Nov 17
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
A coastal resort with multiple bungalow-style buildings, a marina, and a large body of water.

14. 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 CA $705
CA $1,502 total
includes taxes & fees
Nov 16 - Nov 17
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
A covered balcony with white railings, a white wicker chair, and a small table.

15. 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 CA $897
CA $1,734 total
includes taxes & fees
Nov 17 - Nov 18
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
A covered outdoor area with wooden chairs and a view of a waterway.

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

Florida Keys | 2BR Stay – No Hidden Fees
Duck Key
The price is CA $669
CA $809 total
includes taxes & fees
Nov 15 - Nov 16
Florida Keys | 2BR Stay – No Hidden Fees
A covered outdoor area with a table and two chairs, overlooking a body of water with a distant shoreline.

17. 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 CA $747
CA $905 total
includes taxes & fees
Nov 16 - Nov 17
2BR Villa w/ Marina Views + Pools | No Hidden Fees
A waterfront hotel with a wooden dock leading to the entrance, featuring a sign that reads "Angler and Ale".

18. 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 CA $687
CA $833 total
includes taxes & fees
Nov 15 - Nov 16
Duck Keys Escape! | 2BR Villa w/ Views, Spa & Pool
A covered outdoor area with a wooden deck, white railings, and a table with chairs.

19. 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 CA $848
CA $1,027 total
includes taxes & fees
Nov 15 - Nov 16
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".

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

Single-Level 2BR Villa w/ Full Kitchen & Porch
Duck Key
The price is CA $937
CA $1,134 total
includes taxes & fees
Dec 9 - Dec 10
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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Top Islamorada Hotel Reviews

La Jolla Resort

La Jolla Resort

10/10 Excellent
"Very nice property on the water. Beautifully sunset location. We were upgraded to the SOL house which was gorgeous."
Jennifer 2-night trip
Posted less than an hour ago
La Jolla Resort

Find out more about Islamorada

Islamorada Villas information

Number of reviews
680
Accommodation
82 Villas
Lowest Price
CA $711
Highest Price
CA $1,734

Frequently asked questions

How much do villas in Islamorada cost?
Prices for villas in Islamorada range between CA $711 and CA $1,734 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 82 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. 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 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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