Compare Hotels with Room Service in Islamorada
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Featured Islamorada Hotels with Room Service

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$304 nightly
The price is $342 total per night
$342 total
Jul 13 - Jul 14
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Cheeca Lodge & Spa in Islamorada (Matecumbe), you'll be steps from Matecumbe United Methodist Church and 5 minutes by foot from Florida Keys Brewing Co..
On private beach
Pool

Casa Morada
136 Madeira Road Islamorada FL
$345 nightly
The price is $388 total per night
$388 total
Jun 22 - Jun 23
Total with taxes and fees
With a stay at Casa Morada in Islamorada (Matecumbe), you'll be a 5-minute walk from Islamorada Brewery & Distillery and 6 minutes by foot from Lorelei Restaurant & Cabana Bar.
Pool
Breakfast included

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$239 nightly
The price is $269 total per night
$269 total
Jun 18 - Jun 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Islamorada (Matecumbe), Chesapeake Beach Resort is within a 5-minute drive of History of Diving Museum and Windley Key Fossil Reef Geological State Park.
On private beach
Pool

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$308 nightly
The price is $347 total per night
$347 total
Jun 30 - Jul 1
Total with taxes and fees
With a stay at Pines & Palms Resort in Islamorada (Matecumbe), you'll be a 5-minute walk from Indian Key Historic State Park and 12 minutes by foot from Bud n' Mary's Dive Center.
On private beach
Pool

Islander Resort
82100 Overseas Highway Islamorada FL
$316 nightly
The price is $356 total per night
$356 total
Jun 29 - Jun 30
Total with taxes and fees
With a stay at Islander Resort in Islamorada (Matecumbe), you'll be steps from Keys History & Discovery Center and 4 minutes by foot from Lorelei Restaurant & Cabana Bar.
On private beach
Pool

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$188 nightly
The price is $212 total per night
$212 total
Jun 22 - Jun 23
Total with taxes and fees
With a stay at Fisher Inn Resort & Marina, you'll be centrally located in Islamorada, just a 3-minute walk from Windley Key Fossil Reef Geological State Park and 9 minutes by foot from Hog Heaven.
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.
Islamorada hotels essential information
Accommodation | 2,169 hotels |
|---|---|
Lowest Price | $212 |
Highest Price | $388 |
Popular hotels | Cheeca Lodge & Spa, Casa Morada, Chesapeake Beach Resort, Pines & Palms Resort, Islander Resort, Fisher Inn Resort & Marina |
Most Recent Islamorada Hotel Reviews

Chesapeake Beach Resort
5 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Great hotel on Islamorada close to everything; lots of restaurants, near to Publix, property is nice and the staff extra nice/ Shut out to Kathy on the breakfast lounge she was extra helpful. Only bad thing was the beach area was full of sargasso and we couldn't use it but that's nature's fault. you can literally walk to some restaurants and there a lot of things to do in the Key."
A verified traveler stayed at Chesapeake Beach Resort
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