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Top Islamorada Luxury Hotels

Casa Morada

Casa Morada

3.5 out of 5
136 Madeira Road, Islamorada, FL
The price is CA $500 per night
CA $500
CA $619 total
includes taxes & fees
Apr 23 - Apr 24
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $341 per night
CA $341
CA $478 total
includes taxes & fees
May 15 - May 16
Stay at this 5-star luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff ...
Chesapeake Beach Resort

Chesapeake Beach Resort

2.5 out of 5
83409 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $276 per night
CA $276
CA $388 total
includes taxes & fees
Apr 28 - Apr 29
Book a stay at this beach hotel in Islamorada. Enjoy 2 outdoor pools, a private beach, and a 24-hour front desk. Our guests praise the breakfast and the pool ...
Islander Resort

Islander Resort

4 out of 5
82100 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $332 per night
CA $332
CA $461 total
includes taxes & fees
May 4 - May 5
Stay at this 4-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
Pines & Palms Resort

Pines & Palms Resort

3 out of 5
80401 Old Hwy, Islamorada, FL
The price is CA $470 per night
CA $470
CA $606 total
includes taxes & fees
Apr 17 - Apr 18
Stay at this 3-star beach hotel in Islamorada. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular ...
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $271 per night
CA $271
CA $398 total
includes taxes & fees
May 13 - May 14
Stay at this 4-star beach resort in Islamorada. Enjoy free parking, 2 restaurants, and a private beach. Our guests praise the pool and the bar in our reviews. ...
Drop Anchor

Drop Anchor

3 out of 5
84959 Overseas Highway, 222, Islamorada, FL
The price is CA $281 per night
CA $281
CA $365 total
includes taxes & fees
Apr 17 - Apr 18
Stay at this 3-star hotel in Islamorada. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in ...
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

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

3.5 out of 5
84001 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $376 per night
CA $376
CA $515 total
includes taxes & fees
May 12 - May 13
Stay at this 3.5-star beach resort in Islamorada. Enjoy free WiFi, 3 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms ...
La Siesta Resort & Villas

La Siesta Resort & Villas

4 out of 5
80241 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $266 per night
CA $266
CA $392 total
includes taxes & fees
Apr 30 - May 1
Stay at this 4-star beach resort in Islamorada. Enjoy a private beach, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the spacious ...
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
90611 Old Highway, Tavernier, FL
Free cancellation
Reserve now, pay when you stay
The price is CA $232 per night
CA $232
CA $261 total
includes taxes & fees
May 11 - May 12
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Fisher Inn Resort & Marina

Fisher Inn Resort & Marina

3.5 out of 5
84951 Overseas Hwy, Islamorada, FL
Free cancellation
The price is CA $300 per night
CA $300
CA $382 total
includes taxes & fees
Apr 28 - Apr 29
Stay at this 3.5-star beach motel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in ...
Conch On Inn Motel

Conch On Inn Motel

2 out of 5
103 Caloosa Street, Tavernier, FL
Get rates
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Old Road Gallery and Florida Keys Dive Center are ...
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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.

About Islamorada Luxury Hotels

If you’re looking for a luxury vacation in Islamorada, with plush bedding, designer toiletries, world-class concierge staff, and access to the best restaurants and spa treatments, Travelocity has everything you need. You can live it up like the rich and famous in a luxury hotel in Islamorada with discounts and offerings from Travelocity. Now you can have all the luxury perks you want, and stay on the cheap. So live it up! A luxury hotel in Islamorada can whisk you away without breaking the bank.

Islamorada hotels essential information

Accommodation
2,197 hotels
Lowest Price
CA $232
Highest Price
CA $500
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, Fisher Inn Resort & Marina, Islander Resort, Pines & Palms Resort, La Siesta Resort & Villas

Recent Islamorada hotel reviews by fellow wanderers

Amara Cay Resort

Amara Cay Resort

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Lobby was cool. Overall design "
A verified traveller stayed at Amara Cay Resort
Amara Cay Resort