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
Balcony

Cheeca Lodge & Spa

5.0 star property
9.0 out of 10, Wonderful, (1066)
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The price is SAR 914
SAR 1,282 total
includes taxes & fees
15 May - 16 May
Cheeca Lodge & Spa
Amara Cay Resort
Exterior

Amara Cay Resort

4.0 star property
8.8 out of 10, Excellent, (1196)
"Rum Runner was awesome"
The price is SAR 732
SAR 1,073 total
includes taxes & fees
5 May - 6 May
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, (1003)
"Really cute and quiet, rooms were clean and the premises are nice. It is not a beach location although is water front. "
The price is SAR 1,010
SAR 1,267 total
includes taxes & fees
20 Apr - 21 Apr
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
9.0 out of 10, Wonderful, (16)
"Love this new resort in my favorite place in Islamorada They have made it a first class experience! Highly recommend. "
The price is SAR 1,018
SAR 1,394 total
includes taxes & fees
12 May - 13 May
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, (1005)
"We loved the location and the local restaurant. The balcony over looking the Creek is exceptional"
The price is SAR 628
SAR 706 total
includes taxes & fees
11 May - 12 May
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, (1428)
"The property was clean and and everything was well maintained. "
The price is SAR 878
SAR 1,198 total
includes taxes & fees
4 May - 5 May
Chesapeake Beach Resort
Conch On Inn Motel
Property grounds

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
Beach/ocean view

Casa Morada

3.5 star property
9.4 out of 10, Exceptional, (389)
"Beautiful property, great pool, gardens, access to water, free kayak and paddle board, great room with living area and curtained patio, lovely breakfast, friendly and helpful staff"
The price is SAR 1,354
SAR 1,675 total
includes taxes & fees
21 Apr - 22 Apr
Casa Morada
Fisher Inn Resort & Marina
Exterior

Fisher Inn Resort & Marina

3.5 star property
7.8 out of 10, Good, (1005)
"We stayed for two days. Sunrises were amazing. A lot of things were in walking distance. We took the bikes from the resort all over town."
The price is SAR 811
SAR 1,034 total
includes taxes & fees
28 Apr - 29 Apr
Fisher Inn Resort & Marina
Islander Resort
2 outdoor pools, cabanas (surcharge), pool umbrellas

Islander Resort

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Beach, paths, plantings are exceptional! Loved all of the beautiful outdoor furniture. "
The price is SAR 898
SAR 1,247 total
includes taxes & fees
4 May - 5 May
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, Bud n’ Mary’s Dive Center, and Founders Park. If you have a bit of extra time while you’re in the area, you might want to check out Anne’s Beach and Fiesta Key.