Pirates Cove Vacations from $452

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Your Pirates Cove Vacation

Make travel planning easier by reserving a vacation package to Pirates Cove. Let us handle the small stuff, so you can concentrate on savoring everything this neighborhood can offer. Start your trip to Pirates Cove by visiting nearby attractions such as Jimmy Johnsons Big Chill, Bluefin Rock Harbor Marina and Jacobs Aquatic Center. Whatever your dream Pirates Cove vacation may look like, you can make it a reality with Expedia.

The Latest Pirates Cove Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Miami Airport-East
W South Beach
Creekside Inn
Pelican Hotel
Bay Breeze Premium Apartments By Eskape Collection

Where to stay in Pirates Cove

Find the best Pirates Cove areas and neighborhoods for the activities you enjoy most. Learn more about Pirates Cove

Pirates Cove Hotel Deals

Marina Del Mar Resort and Marina

Marina Del Mar Resort and Marina

2.5 out of 5
527 Caribbean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $237 total per night from Mar 9 to Mar 10
$237 total
Mar 9 - Mar 10
Total with taxes and fees
8.4/10 Very Good! (1,742 reviews)
Room was clean. Older room but clean and tidy. Staff were great.

Reviewed on Feb 23, 2026

Marina Del Mar Resort and Marina
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
$610 nightly
The price is $687 total per night from Mar 12 to Mar 13
$687 total
Mar 12 - Mar 13
Total with taxes and fees
9.2/10 Wonderful! (1,309 reviews)
It was sublime.....bungalow on the beach was perfect. The only thing was no room service came to clean up...trays were left outside the doors for the whole time we were there. So odd. But everything else was perfect. I love the Cheeca Lodg

Reviewed on Feb 21, 2026

Cheeca Lodge & Spa
Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
$373 nightly
The price is $420 total per night from Mar 1 to Mar 2
$420 total
Mar 1 - Mar 2
Total with taxes and fees
9.2/10 Wonderful! (1,670 reviews)
Great vibe….very clean rooms. Wahoo next door is also fun and good food.

Reviewed on Feb 23, 2026

Chesapeake Beach Resort
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.