Pirates Cove Holidays

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Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was €630, price is now €355 per person
€355
per person
5 May - 9 May
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
Carmen at the front desk was outstanding.

Reviewed on 28 Feb 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was €12,937, price is now €6,385 per person
€6,385
per person
5 May - 9 May
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8/10 Very Good! (1 review)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was €842, price is now €437 per person
€437
per person
5 May - 9 May
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Loved the location, room was nice, bathroom very small, very friendly staff, slow service at restaurant in the morning. Will go back

Reviewed on 24 Feb 2026

President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Price was €751, price is now €410 per person
€410
per person
5 May - 9 May
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8.2/10 Very Good! (997 reviews)
nice location, good room. nice breakfast and evening reception

Reviewed on 22 Feb 2026

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was €751, price is now €410 per person
€410
per person
5 May - 9 May
found 1 day ago
Return flight included
New York (JFK) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
Clean room, rooftop pool, great included breakfast, close to great dining and the beach. Staff is helpful and friendly! Devon was very helpful and kind. Appreciated his extra effort. Would stay again!

Reviewed on 1 Mar 2026

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
Safety Harbor, Florida

Rock Harbor

1 out of top 10 points of interest in this area

While there might not be top attractions in Rock Harbor, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.

Find hotels in Rock Harbor

Top hotels in Pirates Cove

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
The price is €223 per night from 2 Mar to 3 Mar
€223
2 Mar - 3 Mar
includes taxes & fees
8.4/10 Very Good! (1,721 reviews)
Rooms are really run down. Staff is good, furniture and closet doors totally need replacement. Bathroom old and uninviting. Priced high for the condition of the building. Elevator got a facelift but not the rest.

Reviewed on 1 Mar 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
The price is €537 per night from 2 Mar to 3 Mar
€537
2 Mar - 3 Mar
includes taxes & fees
9.2/10 Wonderful! (1,299 reviews)
This Resort is unbelievable from the rooms to the beach, walking & biking trails, golf course 27 acres of lush property. Lots of shops & restaurants nearby including Bass Pro Shop, small artists shops & brewery within walking/biking distance.

Reviewed on 25 Feb 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 €327 per night from 3 Mar to 4 Mar
€327
3 Mar - 4 Mar
includes taxes & fees
9.2/10 Wonderful! (1,661 reviews)
warm pool, beautiful view at the beach, pleasant front desk and breakfast staff

Reviewed on 28 Feb 2026

Chesapeake Beach Resort
See all 2,556 properties in Pirates Cove
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 holiday package cost?
Handcraft your Pirates Cove package from as low as €355. 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 holiday 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 Harbour 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 holiday?
While prices change frequently, we generally suggest booking your holiday 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 favourite 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 holiday, you're the one in control!
What should I know before booking a Pirates Cove travel package?
Bundling your bookings into a Pirates Cove holiday package is the most convenient way to organise 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 holiday 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 holiday package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Pirates Cove holiday 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.