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
The Retreat Collection at 1 Hotel & Homes South Beach
Flow Miami Hotel
The Penguin Hotel
Park Central South Beach

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

Buccaneer Point Hotel Deals

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
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
Chesapeake Beach Resort
Reefhouse Resort & Marina

Reefhouse Resort & Marina

3.5 out of 5
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

Reefhouse Resort & Marina
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
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
Cheeca Lodge & Spa
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.