Compare Fishing Resorts & Hotels in Islamorada
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Featured Islamorada Fishing Resorts & Hotels

Islander Resort
82100 Overseas Highway Islamorada FL
$316 nightly
The price is $356 total per night
$356 total
Jun 21 - Jun 22
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

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
$304 nightly
The price is $342 total per night
$342 total
Jun 15 - Jun 16
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

Creekside Inn
90611 Old Highway Tavernier FL
$127 nightly
The price is $143 total per night
$143 total
Jul 6 - Jul 7
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Creekside Inn, you'll be centrally located in Tavernier, within a 15-minute drive of Jimmy Johnson's Big Chill and Florida Keys Dive Center.
Pool
Pet friendly

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$249 nightly
The price is $280 total per night
$280 total
Jun 15 - Jun 16
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

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
$260 nightly
The price is $293 total per night
$293 total
Jul 6 - Jul 7
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at La Siesta Resort & Villas in Islamorada (Matecumbe), you'll be within a 15-minute walk of Indian Key Historic State Park and Bud n' Mary's Dive Center.
On private beach
Pool

La Jolla Resort
82216 Overseas Highway Islamorada FL
$214 nightly
The price is $241 total per night
$241 total
Jun 21 - Jun 22
Total with taxes and fees
With a stay at La Jolla Resort in Islamorada (Matecumbe), you'll be steps from Islamorada Brewery & Distillery and Florida Keys Brewing Company.
On private beach
Pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
$336 nightly
The price is $378 total per night
$378 total
Jul 7 - Jul 8
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

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$160 nightly
The price is $176 total per night
$176 total
Jun 15 - Jun 16
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

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
$188 nightly
The price is $212 total per night
$212 total
Jun 15 - Jun 16
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

Conch On Inn Motel
103 Caloosa Street Tavernier FL
Located in Tavernier (Indian Waterways), Conch On Inn Motel is within a 5-minute drive of Old Road Gallery and Florida Keys Dive Center.
Pet friendly
Parking included

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$305 nightly
The price is $343 total per night
$343 total
Jun 24 - Jun 25
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

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
$230 nightly
The price is $258 total per night
$258 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
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 | $143 |
Highest Price | $378 |
Popular hotels | Islander Resort, Cheeca Lodge & Spa, Creekside Inn, Pines & Palms Resort, La Siesta Resort & Villas, La Jolla Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, Drop Anchor, Fisher Inn Resort & Marina, Conch On Inn Motel, Bayside Villas by Islander Resort, Chesapeake Beach Resort |
Most Recent Islamorada Hotel Reviews

Cheeca Lodge & Spa
4 out of 5
Posted 2 hours ago
CheapTickets Verified Review
"Property and room are beautiful, up to date and well-maintained. Secluded and calm as well. In-house dining was 6.5/10, concierge attitude was subpar and room service the first night was not good, second room service took an hour and a half ."
A verified traveler stayed at Cheeca Lodge & Spa
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