Fishing Resorts & Hotels in Islamorada from $252
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Top Islamorada Fishing Resorts & Hotels

Islander Resort
82100 Overseas Highway Islamorada FL
$450 nightly
The price is $506 total per night
$506 total
Feb 9 - Feb 10
Total with taxes and fees
A private beach, 3 restaurants, and 2 outdoor pools are all featured at this hotel. Enjoy beachfront dining and relax with beach cabanas and sun loungers. Families ...

Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$448 nightly
The price is $505 total per night
$505 total
Feb 10 - Feb 11
Total with taxes and fees
This luxury resort features a private beach, a golf course, and a full-service spa. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. ...

Pines & Palms Resort
80401 Old Hwy Islamorada FL
$518 nightly
The price is $583 total per night
$583 total
Feb 9 - Feb 10
Total with taxes and fees
The private beach and marina are among the highlights at this hotel. Enjoy a day at the beach snorkeling, or relax with sun loungers. Enjoy the outdoor pool ...

Chesapeake Beach Resort
83409 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$325 nightly
The price is $365 total per night
$365 total
Feb 10 - Feb 11
Total with taxes and fees
A private beach, a marina, and 2 outdoor pools are all featured at this smoke-free hotel. Enjoy a day at the beach kayaking, or relax with sun loungers. Unwind ...

La Jolla Resort
82216 Overseas Highway Islamorada FL
$224 nightly
The price is $252 total per night
$252 total
Feb 9 - Feb 10
Total with taxes and fees
A private beach and an outdoor pool are featured at this smoke-free hotel. WiFi in public areas is free. A garden, a picnic area, and concierge services are ...

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$526 nightly
The price is $591 total per night
$591 total
Feb 16 - Feb 17
Total with taxes and fees
This Art Deco resort features a private beach, a marina, and 4 restaurants. Enjoy a day at the beach snorkeling, or relax with sun loungers. Families will appreciate ...

Bayside Villas by Islander Resort
81450 Overseas Highway Islamorada FL
$411 nightly
The price is $462 total per night
$462 total
Feb 10 - Feb 11
Total with taxes and fees
This hotel features 3 restaurants, a bar/lounge, and an outdoor pool. There's no skimping on freebies - guests receive free WiFi, free self parking, and a free ...

La Siesta Resort & Villas
80241 Overseas Highway Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$365 nightly
The price is $411 total per night
$411 total
Feb 8 - Feb 9
Total with taxes and fees
The private beach and marina are among the highlights at this resort. Enjoy the outdoor pool and perks like a free area shuttle. There's a poolside bar on site, ...

Drop Anchor
84959 Overseas Highway, 222 Islamorada FL
$379 nightly
The price is $422 total per night
$422 total
Feb 6 - Feb 7
Total with taxes and fees
An outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A business center, a garden, and a picnic area ...

Fisher Inn Resort & Marina
84951 Overseas Hwy Islamorada FL
Free Cancellation
Reserve now, pay when you stay
$239 nightly
The price is $269 total per night
$269 total
Feb 11 - Feb 12
Total with taxes and fees
A private beach and an outdoor pool are featured at this Art Deco motel. Spend a day at the beach snorkeling, or relax with sun loungers and beach umbrellas. ...

Creekside Inn
90611 Old Highway Tavernier FL
$269 nightly
The price is $303 total per night
$303 total
Feb 8 - Feb 9
Total with taxes and fees
This smoke-free motel's marina and 2 outdoor pools are some of the highlights. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
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 | 2,114 hotels |
|---|---|
Lowest Price | $252 |
Highest Price | $591 |
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 |
Recent Islamorada hotel reviews by fellow wanderers

Chesapeake Beach Resort
5 out of 5
Posted 2 days ago
Travelocity Verified Review
"We loved this place. It’s small and easy to get around. Beautiful setting, watched the sunrise from bed, and the best hotel breakfast we’ve ever had. "
A verified traveler stayed at Chesapeake Beach Resort
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