Book Cheap Hotels in Islamorada
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check hotel availability in Islamorada
Most frequently booked Islamorada hotels

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
1 km from city centre
The price is CA $673 per night
CA $673
CA $856 total
includes taxes & fees
5 Mar - 6 Mar
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 in our reviews. Popular attractions Matecumbe United Methodist Church and Florida Keys Brewing Co. are located nearby.
On private beach
Pool

Islander Resort
82100 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
0.48 km from city centre
The price is CA $544 per night
CA $544
CA $703 total
includes taxes & fees
30 Mar - 31 Mar
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. Popular attractions Keys History & Discovery Center and Islamorada Brewery & Distillery are located nearby.
On private beach
Pool

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
1.98 km from city centre
The price is CA $434 per night
CA $434
CA $570 total
includes taxes & fees
5 Mar - 6 Mar
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 in our reviews. Popular attractions History of Diving Museum and Windley Key Fossil Reef Geological State Park are located nearby.
On private beach
Pool

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
3.88 km from city centre
The price is CA $455 per night
CA $455
CA $609 total
includes taxes & fees
6 Mar - 7 Mar
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. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool

La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
3.31 km from city centre
The price is CA $466 per night
CA $466
CA $621 total
includes taxes & fees
30 Mar - 31 Mar
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 rooms in our reviews. Popular attractions Bud n' Mary's Dive Center and Hurricane Monument are located nearby.
On private beach
Pool

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Free cancellation
4.08 km from city centre
The price is CA $344 per night
CA $344
CA $435 total
includes taxes & fees
6 Mar - 7 Mar
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 our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and Rain Barrel Village are located nearby.
On private beach
Pool

Hadley Resort and Marina
82749 Overseas Hwy, Islamorada, FL
0.46 km from city centre
The price is CA $351 per night
CA $351
CA $442 total
includes taxes & fees
5 Mar - 6 Mar
Book a stay at this beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Islamorada Brewery & Distillery and History of Diving Museum are located nearby.
On private beach
Pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
2.93 km from city centre
The price is CA $564 per night
CA $564
CA $731 total
includes taxes & fees
9 Mar - 10 Mar
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 in our reviews. Popular attractions Windley Key Fossil Reef Geological State Park and History of Diving Museum are located nearby.
On private beach
Pool

Treasure Harbor
200 Treasure Harbor Dr, Islamorada, FL
6.7 km from city centre
The price is CA $220 per night
CA $220
CA $496 total
includes taxes & fees
23 Mar - 24 Mar
Stay at this hotel in Islamorada. Enjoy free WiFi, free parking, and premium bedding. Our guests praise the helpful staff in our reviews. Popular attractions Rain Barrel Village and Islamorada County Park are located nearby.
Parking included
Free WiFi
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.
Top family friendly Islamorada hotel deals

Islander Resort
82100 Overseas Highway, Islamorada, FL
The price is CA $544 per night from Mar. 30 to Mar. 31
CA $544
CA $703 total
includes taxes & fees
30 Mar - 31 Mar
9/10 Wonderful! (1,009 reviews)
Top hotels in Islamorada for Extended Stay

Island Bay Resort
92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL
9.8/10 Exceptional! (105 reviews)
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.
Islamorada hotels essential information
Accommodation | 2,245 hotels |
---|---|
Lowest Price | CA $220 |
Highest Price | CA $673 |
Popular hotels | Cheeca Lodge & Spa, Islander Resort, Chesapeake Beach Resort, Amara Cay Resort, La Siesta Resort & Villas, Fisher Inn Resort & Marina, Hadley Resort and Marina, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Treasure Harbor |
Frequently asked questions
Recent Islamorada hotel reviews by fellow wanderers

Islander Resort
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Liked the patio in back and easy access to beach and pool. "
A verified traveller stayed at Islander Resort
Types of hotels
Hotels near…
Top hotel brands
Areas of Islamorada
Most popular
Hotels
Flights
Activities