Find Luxury Hotels in Islamorada, FL

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Check availability on Islamorada Luxury Hotels

Compare Islamorada Luxury Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Cheeca Lodge & Spa
Private beach, sun loungers, beach umbrellas, beach towels

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1098)
"Wonderful stay - beautiful grounds "
The price is SAR 1,017
SAR 1,398 total
includes taxes & fees
27 Apr - 28 Apr
Cheeca Lodge & Spa
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
9.0 out of 10, Wonderful, (1314)
"Great staff"
The price is SAR 1,179
SAR 1,575 total
includes taxes & fees
30 Mar - 31 Mar
Amara Cay Resort
Drop Anchor
Oceanfront King Suite w/ Kitchen & Private Balcony | Beach/ocean view

Drop Anchor

3.0 star property
8.8 out of 10, Excellent, (1071)
"The front desk guy was so nice, really just a very friendly guy and I appreciate that. The room was a bit hot -the ac wasn’t working right, it was blowing but not cold air unfortunately. The room itself and bathroom were super cute, the bed and pillows were very comfy, it was nice and quiet and I rested very well other than being a little hot. "
The price is SAR 849
SAR 1,086 total
includes taxes & fees
30 Mar - 31 Mar
Drop Anchor
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
3 outdoor pools, a heated pool, pool umbrellas, sun loungers

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

3.5 star property
8.0 out of 10, Very Good, (1013)
"Front desk staff was very helpful. There were multiple lounge chairs at the water’s edge both full sun and shade. Manatees in the marina. Tiki Bar made for a fun friendly evening. Enjoyed our stay so much we didn’t want to leave!"
The price is SAR 1,368
SAR 1,788 total
includes taxes & fees
1 Apr - 2 Apr
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Creekside Inn Islamorada
Water view

Creekside Inn Islamorada

2.5 star property
8.0 out of 10, Very Good, (1063)
"Good stay for the price. Looked just like the room online. Door opened up to a bit of water. Room got a little hot, but nothing to complain about — cranked the AC up! Would recommend !! "
The price is SAR 784
SAR 882 total
includes taxes & fees
30 Mar - 31 Mar
Creekside Inn Islamorada
Chesapeake Beach Resort
Private beach, white sand, sun loungers, beach towels

Chesapeake Beach Resort

2.5 star property
9.0 out of 10, Wonderful, (1499)
"Very clean, very beautiful. Sea on the back side love it. "
The price is SAR 972
SAR 1,304 total
includes taxes & fees
30 Mar - 31 Mar
Chesapeake Beach Resort
Conch On Inn Motel
Property entrance

Conch On Inn Motel

2.0 star property
7.6 out of 10, Good, (488)
"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"
Conch On Inn Motel
Casa Morada
Outdoor pool, pool umbrellas, sun loungers

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (388)
"Very friendly and accommodating staff. Room was right near the waterfront. Great location and grounds. Loved everything."
The price is SAR 1,444
SAR 1,787 total
includes taxes & fees
31 Mar - 1 Apr
Casa Morada
Fisher Inn Resort & Marina
Exterior

Fisher Inn Resort & Marina

3.5 star property
7.6 out of 10, Good, (1083)
"Room was decent and clean but average. Parking was terrible. We got back to our room at 9:30PM and there wasn't a spot left and had to park on the grass. Thankfully, we weren't towed as others said they received phone calls from the office threatening to tow. Overall, the place was decent for one night but don't think I could stay for my entire vacation."
The price is SAR 784
SAR 1,004 total
includes taxes & fees
31 Mar - 1 Apr
Fisher Inn Resort & Marina
Islander Resort
Exterior

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1068)
"All nice. "
The price is SAR 1,197
SAR 1,583 total
includes taxes & fees
27 Apr - 28 Apr
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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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 travelers looking for an elegant place to stay.
How many luxury hotels will I be able to find in Islamorada?
Lie in the lap of luxury during your getaway to Islamorada in one of Expedia’s 8 luxury hotels.
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 temp of 83°F, while the coldest months are January and February with an average of 72°F. Average annual precipitation for Islamorada is 44 inches.
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.