Luxury Hotels & Resorts in Islamorada from NZ$363

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Check availability on Islamorada Luxury Hotels

Our top choices for Islamorada luxury hotels

Balcony

Cheeca Lodge & Spa

Cheeca Lodge & Spa
5.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,300 reviews)
"Nice resort "
United States
Danilo
The price is NZ$713
includes taxes & fees
29 Jan - 30 Jan
Cheeca Lodge & Spa
Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room

Amara Cay Resort

Amara Cay Resort
4.0 star property
Matecumbe
8.8 out of 10, Excellent, (1,268 reviews)
"Beautiful grounds, very comfortable beds, provided water taxi between their 3 resorts, pool area with tiki bar very nice. "
United States
Judith
The price is NZ$515
includes taxes & fees
29 Jan - 30 Jan
Amara Cay Resort
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

Drop Anchor
3.0 star property
Islamorada
8.8 out of 10, Excellent, (1,005 reviews)
"Great"
United States
Kelly
The price is NZ$363
includes taxes & fees
29 Jan - 30 Jan
Drop Anchor
In-room safe, individually decorated, individually furnished

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

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
4.0 star property
Islamorada
9.0 out of 10, Wonderful, (134 reviews)
"Great accommodations, kind and accommodating staff, beautiful ocean and marina views. Food was very good and a good location"
United States
Gena
The price is NZ$784
includes taxes & fees
29 Jan - 30 Jan
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
View from property

Creekside Inn

Creekside Inn
2.5 star property
Tavernier
7.8 out of 10, Good, (1,000 reviews)
"It is an awesome experience with wonderful views, the location is a big advantage for this hotel"
United States
Vamsi kalyan
The price is NZ$384
includes taxes & fees
25 Jan - 26 Jan
Creekside Inn
Private beach, white sand, sun-loungers, beach towels

Chesapeake Beach Resort

Chesapeake Beach Resort
3.5 star property
Matecumbe
9.2 out of 10, Wonderful, (1,649 reviews)
"Wonderful breakfast with omelettes cooked to order, great pancakes, fresh fruit, etc. very pleasant staff and beautiful beach area."
United States
Kurt
The price is NZ$428
includes taxes & fees
29 Jan - 30 Jan
Chesapeake Beach Resort
Property grounds

Conch On Inn Motel

Conch On Inn Motel
2.0 star property
Indian Waterways
7.6 out of 10, Good, (488 reviews)
"Overall great experience & owners were great. Only thing I would offer up is could use some new mattresses but everything else was more than expected! Would (or shouldsay will) stay again someday"
United States
Anonymous traveller
Conch On Inn Motel
Exterior

Casa Morada

Casa Morada
3.5 star property
Matecumbe
9.4 out of 10, Exceptional, (420 reviews)
"Friendly staff! Laid back place! We enjoyed our stay here! We will be back!"
United States
Neal
The price is NZ$950
includes taxes & fees
3 Feb - 4 Feb
Casa Morada
Exterior

Fisher Inn Resort & Marina

Fisher Inn Resort & Marina
3.5 star property
Islamorada
8.2 out of 10, Very good, (1,002 reviews)
"Great little seaside place."
United States
Patience
The price is NZ$385
includes taxes & fees
27 Jan - 28 Jan
Fisher Inn Resort & Marina
Exterior

Islander Resort

Islander Resort
4.0 star property
Matecumbe
9.2 out of 10, Wonderful, (1,011 reviews)
"Rooms are clean, staff is friendly and the place is beautifull"
United States
James
The price is NZ$690
includes taxes & fees
29 Jan - 30 Jan
Islander Resort
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 Siesta Resort & Villas

La Siesta Resort & Villas

10/10 Excellent
"Nice, spacious suite with an amazing waterfront view. The staff was incredibly warm and welcoming. Beautiful heated pool; I didn’t want to get out. The drinks at the tiki bar could’ve been improved. Lovely beachfront and walkable to several restaurants. "
Kalee 1-night trip
Posted 2 days ago
La Siesta Resort & Villas

Frequently asked questions

Are you looking for a luxury hotel for your stay in Islamorada?
Known for its ocean views and sunsets, Islamorada also has some interesting things to see and do including Everglades National Park, so you may want to take in the local sights during your visit.
What's the best luxury place to stay in Islamorada?
Cheeca Lodge & Spa is a luxury resort with a private beach and 3 restaurants, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Islamorada?
Planning for the weather is an important factor for making your trip to Islamorada a success, especially when you're splurging. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 22°C. Average annual precipitation for Islamorada is 1122 mm.
What's there to see and do in Islamorada?
Experience all that Islamorada has to offer when you visit Everglades National Park, Florida Keys Brewing Co. and Bud n' Mary's Dive Center. If you have a bit of extra time while you're in the area, you might want to check out Founders Park and Anne's Beach.