Compare Beach Resorts & Hotels in Islamorada
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Featured Islamorada Beach Resorts & Hotels
Islander Resort
82100 Overseas Highway Islamorada FL
$258 nightly
The price is $290 total per night
$290 total
Nov 15 - Nov 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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
Amara Cay Resort
80001 Overseas Hwy Islamorada FL
$252 nightly
The price is $283 total per night
$283 total
Nov 15 - Nov 16
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Amara Cay Resort in Islamorada (Matecumbe), you'll be a 4-minute walk from Bud n' Mary's Dive Center and a 2-minute drive from Florida Keys Brewing Co..
On private beach
Pool
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$304 nightly
The price is $342 total per night
$342 total
Nov 2 - Nov 3
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
Located in Islamorada, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort is by the ocean, within a 5-minute drive of Windley Key Fossil Reef Geological State Park and History of Diving Museum.
On private beach
Pool
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$264 nightly
The price is $297 total per night
$297 total
Nov 19 - Nov 20
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
Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$173 nightly
The price is $190 total per night
$190 total
Oct 21 - Oct 22
Total with taxes and fees
With a stay at Drop Anchor in Islamorada, you'll be on the waterfront, just a 4-minute walk from Windley Key Fossil Reef Geological State Park and 7 minutes by foot from Hog Heaven.
Pool
Pet friendly
La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$224 nightly
The price is $252 total per night
$252 total
Nov 15 - Nov 16
Total with taxes and fees
With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be a 4-minute walk from Indian Key Historic State Park and 11 minutes by foot from Bud n' Mary's Dive Center.
On private beach
Pool
Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$201 nightly
The price is $226 total per night
$226 total
Oct 26 - Oct 27
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
$209 nightly
The price is $235 total per night
$235 total
Oct 21 - Oct 22
Total with taxes and fees
With a stay at Pines & Palms Resort in Islamorada (Matecumbe), you'll be a 3-minute walk from Indian Key Historic State Park and 12 minutes by foot from Bud n' Mary's Dive Center.
On private beach
Pool
Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$178 nightly
The price is $200 total per night
$200 total
Oct 21 - Oct 22
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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
Casa Morada
82200 overseas HWY Islamorada FL
$184 nightly
The price is $207 total per night
$207 total
Oct 26 - Oct 27
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
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
Pet friendly
Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$324 nightly
The price is $365 total per night
$365 total
Oct 27 - Oct 28
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Bayside Villas by Islander Resort, you'll be centrally located in Islamorada, just a 4-minute walk from Hurricane Monument and 7 minutes by foot from Florida Keys Brewing Co..
Pool
Pet friendly
Sands of Islamorada
80051 Overseas Highway Islamorada FL
$203 nightly
The price is $228 total per night
$228 total
Oct 22 - Oct 23
Total with taxes and fees
Located in Islamorada (Matecumbe), Sands of Islamorada is within a 5-minute drive of Bud n' Mary's Dive Center and History of Diving Museum.
Pool
Pet friendly
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 | 2,120 hotels |
|---|---|
Lowest Price | $190 |
Highest Price | $365 |
Popular hotels | Islander Resort, Amara Cay Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Cheeca Lodge & Spa, Drop Anchor, La Siesta Resort & Villas, Chesapeake Beach Resort, Pines & Palms Resort, Fisher Inn Resort & Marina, Casa Morada, Bayside Villas by Islander Resort, Sands of Islamorada |
Most Recent Islamorada Hotel Reviews
Breezy Palms Resort
5 out of 5
Posted 5 hours ago
CheapTickets Verified Review
"This was the best vacation experience we have ever had. The bungalow was absolutely adorable, clean, and right on the beach. The staff was so friendly and helpful. We hope to make staying at Breezy Palms an annual event from now on."
A verified traveler stayed at Breezy Palms Resort
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