Lower Sugarloaf Key Vacations from $469
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The Latest Lower Sugarloaf Key vacation packages
Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
South Beach
Price was $1,014, price is now $469 per person
$469
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
16.8/10 Exceptional! (1,001 reviews)
Room was clean. Staff was friendly beach, restaurants and shops nearby. Also a convenient parking garage within walking distance.
Reviewed on Nov 4, 2025
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $2,147, price is now $857 per person
$857
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
18.8/10 Exceptional! (56 reviews)
Staff super friendly and welcoming and helpful, room ready
Reviewed on Nov 16, 2025
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Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$193 nightly
The price is $217 total per night from Nov 30 to Dec 1
$217 total
Nov 30 - Dec 1
Total with taxes and fees
8.6/10 Excellent! (1,680 reviews)
Staff was horrible on directions to room. We had to give directions to 4 different sets of new guests as well as getting lost ourselves. Place was great. Nice location.
Reviewed on Nov 13, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $177 total per night from Dec 1 to Dec 2
$177 total
Dec 1 - Dec 2
Total with taxes and fees
7.8/10 Good! (1,693 reviews)
What a fun little resort. The amenities are fabulous! They have live music. We heard Ike Kanakanaui. He was REALLY good!
Reviewed on Nov 14, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $244 total per night from Nov 30 to Dec 1
$244 total
Nov 30 - Dec 1
Total with taxes and fees
8.8/10 Excellent! (1,736 reviews)
If you book Oceans Edge through hotels.com or Expedia expect a resort fee & parking fee before booking. These extra costs are not included with your online booking which is misleading to hotel guests. The staff at Oceans Edge worked through this misleading situation which caused a lengthy check in ...
Reviewed on Nov 15, 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.
Find the Best Lower Sugarloaf Key Vacation Packages
Lower Sugarloaf Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Miami Intl. Airport (MIA) |
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
