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

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Recommended hotels in Islamorada

1. Sunset Cove Beach Resort

Sunset Cove Beach Resort
2.5 star property
Key Largo
9.2 out of 10, Wonderful, (1,007 reviews)
"Loved our stay at Sunset Cove & can’t wait to go back."
United States
Kitti
The price is CA $337
CA $379 total
includes taxes & fees
Aug 22 - Aug 23
Sunset Cove Beach Resort

2. Drift Hotel

Drift Hotel
2.5 star property
Key Largo
9.0 out of 10, Wonderful, (1,008 reviews)
"Very nice a cozy hotel . Location is perfect for boating . Our children enjoyed the kayak and the amenities . Five star"
United States
oscar
The price is CA $210
CA $252 total
includes taxes & fees
Sep 3 - Sep 4
Drift Hotel

3. Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,760 reviews)
"Spectacular, beautiful view, excellent amenities, a quiet and beautiful place, very attentive staff, and the breakfast is exquisite—I’ll be back as soon as I can"
United States
alicia
The price is CA $208
CA $313 total
includes taxes & fees
Sep 2 - Sep 3
Chesapeake Beach Resort

4. The Pelican Key Largo Cottages

The Pelican Key Largo Cottages
2.0 star property
Key Largo
9.0 out of 10, Wonderful, (1,004 reviews)
"Absolutely beautiful and so quiet and relaxing!! Would highly recommend! Plus within walking distance to really good restaurants"
United States
Kathleen
The price is CA $145
CA $163 total
includes taxes & fees
Aug 23 - Aug 24
The Pelican Key Largo Cottages

5. Bayside Inn Key Largo

Bayside Inn Key Largo
3.0 star property
Key Largo
8.6 out of 10, Excellent, (1,799 reviews)
"Pleasant stay"
United States
Tara
The price is CA $164
CA $219 total
includes taxes & fees
Aug 30 - Aug 31
Bayside Inn Key Largo

6. Dove Creek Resort & Marina, Trademark Collection by Wyndham

Dove Creek Resort & Marina, Trademark Collection by Wyndham
3.0 star property
Key Largo
7.8 out of 10, Good, (1,002 reviews)
"Very nice place"
United States
Mae L
The price is CA $153
CA $216 total
includes taxes & fees
Sep 1 - Sep 2
Dove Creek Resort & Marina, Trademark Collection by Wyndham

7. Lime Tree Bay Resort

Lime Tree Bay Resort
3.5 star property
Long Key
9.2 out of 10, Wonderful, (1,434 reviews)
"Great place to stay!!"
United States
Javier
The price is CA $160
CA $243 total
includes taxes & fees
Aug 10 - Aug 11
Lime Tree Bay Resort

8. Bahia Bay Resort

Bahia Bay Resort
2.5 star property
Rock Harbor
9.0 out of 10, Wonderful, (190 reviews)
"Very quiet and secluded."
United States
Fern
The price is CA $215
CA $241 total
includes taxes & fees
Aug 16 - Aug 17
Bahia Bay Resort

9. Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,360 reviews)
"I was an excellent vacation."
United States
Yuniel
The price is CA $207
CA $335 total
includes taxes & fees
Aug 18 - Aug 19
Cheeca Lodge & Spa

10. Bay Harbor Lodge

Bay Harbor Lodge
3.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (704 reviews)
"This property is very clean and well maintained. There is a small beach area with canoes. The best scones (thank you Peg!) and coffee in the morning. The location is great too as there are many restaurants within minutes. Will definitely be back soon."
United States
P
The price is CA $203
CA $229 total
includes taxes & fees
Aug 31 - Sep 1
Bay Harbor Lodge

11. Rock Reef Resort

Rock Reef Resort
2.5 star property
Rock Harbor
9.2 out of 10, Wonderful, (1,168 reviews)
"The best place i ever stayed in the Florida Keys by far ,the staff is amazing, the premises are gorgeous and well maintained , a real family vacation resort we already have plans to return in 5 weeks"
United States
Martin
The price is CA $168
CA $188 total
includes taxes & fees
Sep 3 - Sep 4
Rock Reef Resort

12. Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,013 reviews)
"Great place to stay!!!!"
United States
Cristy
The price is CA $185
CA $208 total
includes taxes & fees
Aug 27 - Aug 28
Creekside Inn

13. Key Largo Inn

Key Largo Inn
3.0 star property
Key Largo
6.6 out of 10, (1,003 reviews)
"The location is good. The property is a little dated, but I feel the price reflects that. The staff was great. Common areas we’re clean, good low budget stay."
United States
EDWARD
The price is CA $150
CA $169 total
includes taxes & fees
Aug 6 - Aug 7
Key Largo Inn

14. Coconut Palm Inn

Coconut Palm Inn
3.0 star property
Tavernier
9.6 out of 10, Exceptional, (552 reviews)
"So happy with the stay, everything was clean and spacious. This is a little treasure nested in the keys. Can’t wait to be back"
United States
judith
The price is CA $264
CA $352 total
includes taxes & fees
Aug 5 - Aug 6
Coconut Palm Inn

15. Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,007 reviews)
"We stay here once or twice a year, the staff is very friendly. The amenities are perfect and the location is right where you want to be."
United States
MARC
The price is CA $163
CA $229 total
includes taxes & fees
Aug 25 - Aug 26
Fisher Inn Resort & Marina

16. Seafarer Key Largo

Seafarer Key Largo
2.0 star property
Rock Harbor
9.2 out of 10, Wonderful, (220 reviews)
"Lovely place to stay Very clean and staff were very helpful"
United Kingdom
Cheryl
The price is CA $155
CA $194 total
includes taxes & fees
Aug 20 - Aug 21
Seafarer Key Largo

17. Kona Kai Resort and Gallery - Adults Only

Kona Kai Resort and Gallery - Adults Only
2.5 star property
Rock Harbor
9.8 out of 10, Exceptional, (334 reviews)
"Very relaxing and low key spot with lots of fun outdoor amenities, staff got us into our room early and were super helpful and friendly. Would stay here again."
United States
Michelle
The price is CA $239
CA $308 total
includes taxes & fees
Aug 9 - Aug 10
Kona Kai Resort and Gallery - Adults Only

18. Ocean Pointe Suites at Key Largo

Ocean Pointe Suites at Key Largo
3.5 star property
Tavernier
8.4 out of 10, Very good, (1,002 reviews)
"Excellent clean and well kept property close to great restaurants and in the middle of the keys."
United States
Adalyn
The price is CA $178
CA $225 total
includes taxes & fees
Aug 31 - Sep 1
Ocean Pointe Suites at Key Largo

19. Island Bay Resort

Island Bay Resort
2.5 star property
Tavernier
10.0 out of 10, Exceptional, (176 reviews)
"Very pleased with our stay"
United States
Vernon Micheal
The price is CA $359
CA $404 total
includes taxes & fees
Aug 9 - Aug 10
Island Bay Resort

20. Coconut Bay Resort Key Largo

Coconut Bay Resort Key Largo
2.0 star property
Rock Harbor
9.4 out of 10, Exceptional, (214 reviews)
"Family oriented individual cottages. Clean, functional, private beach, canoes kayaks. Grills at every spot"
United States
carlos
The price is CA $231
CA $260 total
includes taxes & fees
Aug 30 - Aug 31
Coconut Bay Resort Key Largo
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

Find out more about Islamorada

Islamorada Villas information

Number of reviews
11,399
Accommodation
64 Villas
Lowest Price
CA $163
Highest Price
CA $404

Frequently asked questions

How much do villas in Islamorada cost?
Prices for villas in Islamorada range between CA $163 and CA $404 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 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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