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Most frequently booked Islamorada hotels

Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
3.88 km from city centre
Stay at this 4-star beach resort in Islamorada. Enjoy 2 restaurants, a private beach, and 3 bars/lounges. 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

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
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

Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
1.98 km from city centre
Stay at this 3.5-star beach hotel in Islamorada. Enjoy free breakfast, free WiFi, and 2 outdoor pools. 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

Islander Resort
82100 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
0.48 km from city centre
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

La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
3.31 km from city centre
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

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
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

Hadley Resort and Marina
82749 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
0.46 km from city centre
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

Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Free cancellation
Reserve now, pay when you stay
4.08 km from city centre
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

La Jolla Resort
82216 Overseas Highway, Islamorada, FL
0.12 km from city centre
Stay at this hotel in Islamorada. Enjoy free WiFi, a private beach, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Islamorada Brewery & Distillery and Keys History & Discovery Center are located nearby.
On private beach
Pool
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.
Hotels in Islamorada with star rating
Check Islamorada hotel room prices by star rating

5 Star Hotels
3 properties
Top family friendly Islamorada hotel deals

Islander Resort
82100 Overseas Highway, Islamorada, FL
9/10 Wonderful! (1,008 reviews)
Top cheap Islamorada hotel deals

Conch On Inn Motel
103 Caloosa Street, Tavernier, FL
Top hotels in Islamorada for Extended Stay

Island Bay Resort
92530 OVERSEAS HIGHWAY, Key Largo, Tavernier, FL
9.8/10 Exceptional! (120 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 | 2,206 hotels |
---|---|
Lowest Price | |
Highest Price | |
Popular hotels | Amara Cay Resort, Cheeca Lodge & Spa, Chesapeake Beach Resort, Islander Resort, La Siesta Resort & Villas, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Hadley Resort and Marina, Fisher Inn Resort & Marina, La Jolla Resort |
Frequently asked questions
Recent Islamorada hotel reviews by fellow wanderers

Amara Cay Resort
5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Amara Cay Resort is truly a slice of paradise!
Our stay was absolutely perfect — from the moment we checked in, we were greeted by friendly, helpful staff who made us feel right at home.
We stayed in an oceanfront hotel room, and the views were nothing short of breathtaking. Waking up to the sound of the waves and watching the sunrise from our balcony was a highlight of the trip.
Huge thanks to the entire team at Amara Cay for creating such a memorable experience. We’ll definitely be back! "
A verified traveller stayed at Amara Cay Resort
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