Breezeswept Beach Estates Vacations from $390
Book a Hotel + Flight or Car together to unlock savings
The Latest Breezeswept Beach Estates Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was $780, price is now $390 per person
$390
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,004 reviews)
We had a great stay at the Cavalier Hotel. The interior of the hotel is beautiful. They also have a bar area as well as breakfast, lunch, and dinner options for dine-in or take-out. The beach is only a few steps away! The hotel provided beach towels as well.
Our room was clean and beds were comfortable. The bathroom doesn't have a proper door that locks. It's only a sliding door, which we found difficult for privacy.
All the staff we met were also very friendly and helpful.
The only note for anyone looking to stay at this property is that the hotel itself doesn't have any parking. There is a Municipal Parking Garage right around the corner from the hotel. We found it very convenient to park there (including overnight parking). It's open 24 hours, clean, has stairs and elevators to get to the street.
Reviewed on Oct 28, 2025
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $2,086, price is now $985 per person
$985
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
9.8/10 Exceptional! (39 reviews)
Truly a five star experience from the vibe to the amenities to the service*****
Reviewed on Oct 28, 2025
Broadmore Miami Beach
North Beach
Save 100% on your flight
Price was $1,236, price is now $642 per person
$642
per person
Dec 23 - Dec 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
5.6/10 (369 reviews)
I didn’t like the fact that the restaurant they have there gave us food that was not ordered and then they changed us for it they made it seem like it was complementary
Reviewed on Oct 25, 2025
Where to stay in Breezeswept Beach Estates
Find the best Breezeswept Beach Estates areas and neighborhoods for the activities you enjoy most. Learn more about Breezeswept Beach Estates
Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Out Keys and Upper Sugarloaf Key are some notable places to visit nearby.
Breezeswept Beach Estates Hotel Deals
Isla Bella Beach Resort & Spa
1 Knights Key Boulevard, MM 47, Marathon, FL
Fully refundableReserve now, pay when you stay
$274 nightly
The price is $308 total per night from Nov 30 to Dec 1
$308 total
Nov 30 - Dec 1
Total with taxes and fees
9/10 Wonderful! (1,055 reviews)
Isla Bella Beach Resort was wonderful and perfect in every way in celebration of our 45th Anniversary.
Reviewed on Oct 25, 2025
Old Wooden Bridge Resort and Marina
1791 Bogie Drive, Big Pine Key, FL
$228 nightly
The price is $257 total per night from Oct 31 to Nov 1
$257 total
Oct 31 - Nov 1
Total with taxes and fees
8.6/10 Excellent! (263 reviews)
We absolutely loved our stay here! I’ll be honest, when I saw the pictures online, I was a little nervous about the beds because they looked like they might be on the cheaper side… but wow, I was so wrong. The beds were unbelievably comfortable — high quality, cozy, supportive, and honestly some ...
Reviewed on Oct 27, 2025
Parmer's Resort
565 Barry Avenue, Summerland Key, FL
Fully refundableReserve now, pay when you stay
$158 nightly
The price is $178 total per night from Nov 16 to Nov 17
$178 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
Excellent for relaxation
Reviewed on Oct 26, 2025
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.