Buccaneer Point Vacations from $396
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Your Buccaneer Point Vacation
Experience everything this neighborhood has to offer with a tailor-made Buccaneer Point vacation package. However you picture yourself spending your time here, you'll find countless opportunities for relaxation, fun and adventure. When it's time to get out and explore, you'll find lots of awesome attractions nearby including Jimmy Johnsons Big Chill, Bluefin Rock Harbor Marina and Jacobs Aquatic Center. Visit one, two (or even all!) during your trip to Buccaneer Point. Stop daydreaming and start doing. When you're ready to lock in your next vacation to Buccaneer Point, Expedia will help get you there.
The Latest Buccaneer Point Vacation Packages
Price found within the past 48 hours. Click for updated prices.
President Villa
South Beach
Save 100% on your flight
Price was $790, price is now $396 per person
$396
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,000 reviews)
Hospitable staff, clean, location ideal to walking distance to beach and shopping.
Safe place!
Reviewed on Aug 8, 2025
Flow Miami Hotel
Downtown Miami
Price was $1,589, price is now $739 per person
$739
per person
Oct 30 - Nov 6
found 6 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (149 reviews)
Truly the best hotel I’ve ever stayed at. From the friendly staff to the amazing pool and gym to the massive rooms and great coffee shop. I can not say enough good about this hotel.
Reviewed on Aug 26, 2025
The Penguin Hotel
South Beach
Price was $969, price is now $470 per person
$470
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,414 reviews)
Great location right on Ocean Drive at a very affordable price. The breakfast was good, and the bar offered a complimentary welcome drink. The mattress was comfortable with just the right firmness — I slept very well and had no back pain. I can confidently recommend this hotel!
Reviewed on Aug 28, 2025
Park Central South Beach
South Beach
Save 100% on your flight
Price was $888, price is now $444 per person
$444
per person
Nov 13 - Nov 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (946 reviews)
Great location and very nice staff. Caution, if you need onsite wifi this hotel has horrible signal strength in all areas pools rooms dining. Room soap dispensers are a disaster just avoid frustration and take them out of the holder to use. Basic rooms are small and have limited storage for clothes no place to hang wet clothes. They should put some hooks on the back of the washroom door. Rooftop pool nice but it is just a hot tub in the summer so avoid it and use the main pool for something more refreshing. Hotel use bikes are great hit. Beach chairs are offered but they don't have beach umbrellas so unable to enjoy the beach as a umbrella is a must have in the summer heat. One more warning the staff don't mention they have included a 20% tip on all your bills and then you have another option to add a tip! lol, so double tipping is common. Overall nice place.
Reviewed on Aug 28, 2025
Where to stay in Buccaneer Point
Find the best Buccaneer Point areas and neighborhoods for the activities you enjoy most. Learn more about Buccaneer Point
Key Largo Village
While Key Largo Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Jimmy Johnson's Big Chill and John Pennekamp Coral Reef State Park.
Buccaneer Point Hotel Deals
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Fully refundableReserve now, pay when you stay
$150 nightly
The price is $169 total per night from Sep 4 to Sep 5
$169 total
Sep 4 - Sep 5
Total with taxes and fees
Reefhouse Resort & Marina
103800 Overseas Hwy, Key Largo, FL
Fully refundableReserve now, pay when you stay
$259 nightly
The price is $286 total per night from Sep 1 to Sep 2
$286 total
Sep 1 - Sep 2
Total with taxes and fees
9.2/10 Wonderful! (1,301 reviews)
"Loved it"
Reviewed on Aug 22, 2025
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Fully refundableReserve now, pay when you stay
$205 nightly
The price is $231 total per night from Sep 2 to Sep 3
$231 total
Sep 2 - Sep 3
Total with taxes and fees
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.