Pirates Cove Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Jul 24 - Jul 26

    Barcelona Studios Guesthouse + Flight

    South Beach
    2 nights
    2.0 star property
    9.4/10 - Exceptional (218 reviews)
    "Amazing location, lots to do right outside the hotel. The room itself was nice and comfortable. There were a few cats in the main lobby area which we loved."
    Reviewed May 31, 2026
    Roundtrip New York (EWR) - Miami (MIA)
    EWR - MIA1 stop MIA - LGA1 stop
    ¥89,958
    ¥63,506
    per traveler
    found 11 hours ago
    Barcelona Studios Guesthouse
  • Aug 7 - Aug 12

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    5 nights
    5.0 star property
    8.0/10 - Very Good (1 review)
    "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."
    Reviewed June 22, 2016
    Roundtrip Tokyo (NRT) - Miami (MIA)
    NRT - MIA1 stop MIA - NRT1 stop
    ¥3,250,632
    ¥1,687,684
    per traveler
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Jul 24 - Jul 26

    The Penguin Hotel + Flight

    South Beach
    2 nights
    3.5 star property
    8.4/10 - Very Good (1,867 reviews)
    "Good"
    Reviewed June 1, 2026
    Roundtrip New York (EWR) - Miami (MIA)
    EWR - MIA1 stop MIA - LGA1 stop
    ¥103,970
    ¥74,434
    per traveler
    found 11 hours ago
    The Penguin Hotel
  • Jul 24 - Jul 26

    President Hotel + Flight

    South Beach
    2 nights
    3.5 star property
    8.4/10 - Very Good (2,419 reviews)
    Roundtrip New York (EWR) - Miami (MIA)
    EWR - MIA1 stop MIA - LGA1 stop
    ¥99,727
    ¥72,376
    per traveler
    found 11 hours ago
    President Hotel
  • Jul 24 - Jul 26

    Cavalier Hotel South Beach + Flight

    South Beach
    2 nights
    3.5 star property
    8.6/10 - Excellent (1,006 reviews)
    "Over was what I was loôking an hôtel you full like home by the beach and the ciné on South Beach"
    Reviewed May 30, 2026
    Roundtrip New York (EWR) - Miami (MIA)
    EWR - MIA1 stop MIA - LGA1 stop
    ¥92,138
    ¥68,750
    per traveler
    found 11 hours ago
    Cavalier Hotel South Beach

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

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
The price is ¥43,297 per night from Jun 18 to Jun 19
¥43,297
¥60,384 total
Jun 18 - Jun 19
includes taxes & fees
9.2/10 Wonderful! (1,313 reviews)
"great place to be"

Reviewed on Jun 1, 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
The price is ¥29,797 per night from Jun 9 to Jun 10
¥29,797
¥42,502 total
Jun 9 - Jun 10
includes taxes & fees
9.2/10 Wonderful! (1,736 reviews)
"This place is perfect"

Reviewed on Jun 1, 2026

Chesapeake Beach Resort
Waterside Suites & Marina

Waterside Suites & Marina

3.5 out of 5
201 Ocean Drive Key Largo FL
Fully refundableReserve now, pay when you stay
The price is ¥20,565 per night from Jun 15 to Jun 16
¥20,565
¥27,625 total
Jun 15 - Jun 16
includes taxes & fees
9/10 Wonderful! (1,376 reviews)
"The location is perfect. Being on a marina was fun and made being in the room an experience. The two stories was perfect. The bedroom upstairs helped when my one of us was still sleeping. We had two showers! After swimming we both could come in and shower at the same time. No waiting! The kitchen ..."

Reviewed on Jun 2, 2026

Waterside Suites & Marina
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.

Frequently asked questions

How much does a Pirates Cove vacation package cost?
Handcraft your Pirates Cove package from as low as . Pick from any combination of rental cars, flights and hotels to put together the escape you've been dreaming of. Don't forget to add on one or two experiences!
How do I get a cheap travel package to Pirates Cove?
Combining your flight and hotel with Expedia won't just save precious time — it'll save you cash too. A Pirates Cove vacation package makes it easy to put together your perfect trip. With more than 550 airlines throughout the world to pick from, finding flights that suit your busy schedule will be no sweat. In addition to that, we have over 1,000,000 properties globally to choose from. Now that's what we call choice. Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Pirates Cove?
A getaway to Pirates Cove isn't complete without paying a visit to Jimmy Johnsons Big Chill, Bakers Cay Resort Beach and Bluefin Rock Harbor Marina. Spend your nights close to these attractions and make sightseeing easy.
What are the top hotels in Pirates Cove?
Key Largo Gem On The Water With A Little Slice Of Heaven and Amazing Waterfront 2 Bed/1 Bath Private Fenced Home are a couple of the most sought-after hotels in Pirates Cove. Why not check out the amenities and rates at each and then decide?
How far in advance should I book my Pirates Cove vacation?
While prices change frequently, we generally suggest booking your vacation as soon as possible. Many international airfares become available on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still be in luck. Cheap journeys to Pirates Cove sometimes appear in the weeks prior to departure.
What does an Expedia Pirates Cove travel package include?
Hotels, flights and a reliable car for your road trip adventures. Simply select your favorite bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to creating your Pirates Cove vacation, you're the one in control!
What should I know before booking a Pirates Cove travel package?
Bundling your bookings into a Pirates Cove vacation package is the most convenient way to organize your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Pirates Cove Expedia vacation package?
Yes — that's the beauty of an Expedia package. You get to decide. We have access to more than 550 airline partners around the world, so you have options galore when putting together your Pirates Cove trip.
If I'm not able to travel, can I cancel my Pirates Cove vacation package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Pirates Cove vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a charge from your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We're here to help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.