Lower Sugarloaf Key Vacations from $451
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The Latest Lower Sugarloaf Key vacation packages
Price found within the past 48 hours. Click for updated prices.
Creekside Inn
Price was $1,178, price is now $451 per person
$451
per person
Jan 27 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,004 reviews)
There was a used bar of soap left in the shower, and the coffee pods were left in the bathroom. It looked very quickly cleaned and thrown together.
Reviewed on Dec 20, 2025
The Shelborne By Proper, a Member of Design Hotels
South Beach
Price was $2,711, price is now $1,203 per person
$1,203
per person
Feb 23 - Feb 27
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Really great spot. Love the low key aesthetic and cool design. The tiles in the bar area are great. Nice breakfast spot by pool, and beach club is outstanding.
Only small issue is there were a bunch of loud little kids shouting and cannon-balling into the pool. Super disruptive to the peaceful setting and zero was done to ask the kids to chill just a bit.
Overall - super spot and renovation has made it a gem again.
Reviewed on Dec 14, 2025
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Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$302 nightly
The price is $340 total per night from Jan 4 to Jan 5
$340 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.6/10 Excellent! (1,804 reviews)
Excellent & Beautiful hotel The staff at the front desk is very kind & professional Thank you.
Reviewed on Dec 20, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$283 nightly
The price is $318 total per night from Jan 8 to Jan 9
$318 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
8/10 Very Good! (1,791 reviews)
Room was nice and the vibe was good. Pool was excellent and staff are very friendly. Could do better with breakfast. There were limited options and it took 30+ minutes to take our order.overall we enjoyed our stay.
Reviewed on Dec 22, 2025
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
$299 nightly
The price is $336 total per night from Jan 4 to Jan 5
$336 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8.8/10 Excellent! (1,757 reviews)
Great View
Reviewed on Dec 22, 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.