Explore 16 Luxury Hotels in Islamorada
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Best Luxury Hotels in Islamorada
Casa Morada
136 Madeira Road, Islamorada, FL
This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy a day at the beach kayaking, or relax with beach umbrellas. There's no skimping ...
9.2/10 Wonderful! (398 reviews)
"This.. is a happy place. So superior to better known resorts…with a sexy vibe, but a peaceful retreat at the same time. If you go, grab your lunches at Bitton where the owner /chef has truly mastered coffee, bread, crepes, gelato and composed sandwiches. Be patient: he’s a “one man band.” But as ..."
Reviewed on Jun 17, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...
9/10 Wonderful! (1,114 reviews)
"Great place"
Reviewed on Jun 28, 2025
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...
9/10 Wonderful! (40 reviews)
"Great hospitality, the room was clean. Resort is very convenient for you, don’t have to leave."
Reviewed on Jun 23, 2025
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...
9/10 Wonderful! (1,474 reviews)
"The place is amazing ! Very clean everything is new"
Reviewed on Jun 28, 2025
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
A private beach, 2 restaurants, and an outdoor pool are all featured at this resort. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a ...
8.8/10 Excellent! (1,220 reviews)
"Thanks for everything!!"
Reviewed on Jun 30, 2025
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A business center, a garden, and a picnic area ...
8.8/10 Excellent! (1,000 reviews)
"The property was a throw back to old motels, charming…"
Reviewed on Jun 19, 2025
Creekside Inn Islamorada
90611 Old Highway, Tavernier, FL
Fully refundableReserve now, pay when you stay
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
7.8/10 Good! (1,008 reviews)
"Nice Place. TV wasn’t working but overall it was a pleasant stay."
Reviewed on Jun 26, 2025
Conch On Inn Motel
103 Caloosa Street, Tavernier, FL
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, concierge services, and barbecue grills are also on offer.
"The room was about 90° when we got there and never did cool off for two days we were there. Water pressure in the bathroom was bad. And one of the owners gave us a real bad attitude when we inquired about checking out a little bit late on our last day. We will never go back there again I would not ..."
Reviewed on Aug 6, 2018
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.
More 4 star hotels in Islamorada
Lime Key by Florida Keys Luxury Rentals
25 N. Bounty Lane, Key Largo, FL
5 star hotels in Islamorada
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
9/10 Wonderful! (1,114 reviews)
Islamorada Luxury Hotels
Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Islamorada luxury hotels are the plush oasis you’ve been looking for.
Choose from the best luxury hotels in Islamorada to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.
We want you to enjoy your next vacation in style and the top luxury resorts in Islamorada will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Islamorada, and plan your next opulent escape.
Islamorada hotels essential information
Accommodation | 2,180 hotels |
|---|---|
Lowest Price | |
Highest Price | |
Popular hotels | Cheeca Lodge & Spa, Amara Cay Resort, Drop Anchor, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Creekside Inn Islamorada, Chesapeake Beach Resort, Conch On Inn Motel, Casa Morada |
Popular Luxury Stays in Islamorada
Recent Islamorada Hotel Reviews By Fellow Wanderers
Amara Cay Resort
5 out of 5
Posted 16 hours ago
Travelocity Verified Review
"Thanks for everything!!"
A verified traveler stayed at Amara Cay Resort
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Areas of Islamorada
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