
Lower Sugarloaf Key Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Lower Sugarloaf Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Pelican Hotel
South Beach
per person
Oct 25 - Nov 1
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
9.2/10 Wonderful! (357 reviews)
SOY MUY alergica y este lugar cumplió con mis estándares de limpieza, y superó mis estándares de servicio, el señor Julio, con los cocteles y el joven Juan excelentes, amè todo y volvemos. SALUDOS DESDE PUERTO RICO. CID Y JAIME HABITACIÓN 405
Reviewed on Jul. 29, 2025


Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.6/10 Excellent! (1,154 reviews)
My son and I loved our stay at the Pelican Grand. The food and service were excellent. We loved Michael, his service on the beach made our trip even better!
Reviewed on Aug. 5, 2025

Park Central South Beach
South Beach
per person
Oct 25 - Oct 31
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.2/10 Very Good! (906 reviews)
This property had just enough that someone would need but it’s also lacking a lot of amenities that other hotel facilities have. We were provided a small room that wasn’t clean upon arrival so we were upgraded to a bigger suite.
The suite was nice however, the wall plugs were loose so our chargers kept falling out of the walls. There was no smart tv so we were stuck with old shows or movies. The property also did not have elevators so we had to take the stairs each time we left. Luckily there was someone to help us bring our bags up and down.
This property holds a $300 security deposit so I think the lack of amenities should be improved. Lastly, the valet service takes 20 minutes so we missed a reservation. That fee was over $100.
Again, the property is nice if you don’t need all of the bells and whistles but I do think that there are better places to stay.
Reviewed on Aug. 3, 2025

1 Hotel South Beach
South Beach
per person
Oct 25 - Oct 31
found 12 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
9.4/10 Exceptional! (1,240 reviews)
Gym access was amazing. Both pools were great with beach access. Just wish there was an adult pool. The kids were crazy
Reviewed on Aug. 5, 2025
Lower Sugarloaf Key Hotel Deals

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Aug 12 to Aug 13
CA $185
CA $278 total
Aug 12 - Aug 13
includes taxes & fees
8.4/10 Very Good! (1,426 reviews)
Sister Time
"Fantastic experience from check in-out. Lovely property and staff were polite and helpful. The hotels concierge, Susan-AMAZING. She made us feel at home. From the welcoming champagne toast to her knowledge of the island, its treasures and hotspots, she is a GEM! We will be back."
Reviewed on Aug. 5, 2025

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $174 per night from Aug 10 to Aug 11
CA $174
CA $274 total
Aug 10 - Aug 11
includes taxes & fees
7.6/10 Good! (1,523 reviews)
"The staff and the manager are so nice I had a small issue with my room after the first night and the manager was so kind to move us to a new and gave us a 50.00 bar credit for the inconvenience he was very understanding about the issue and took care of it right away this property is family friendly ..."
Reviewed on Aug. 4, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
The price is CA $254 per night from Aug 25 to Aug 26
CA $254
CA $378 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (2,658 reviews)
"Very nice e property! Quiet area, but very convenient to local bus stop to Duval Street and other attractions. We would definitely stay here again. Be sure to try Frenchie’s Cafe across the street. Great brunch!"
Reviewed on Aug. 5, 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.
Frequently asked questions
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Expedia's Latest Trends
Hotels
- Hotels in Amelia Island
- Hotels in Kenora
- Cheap Hotels in International Drive District
- International Drive District hotels
- Hotels in Fargo
- Hotels in Montmagny
- Royalton Riviera Cancun, An Autograph Collection All-Inclusive Resort & Casino
- Excalibur Hotel & Casino
- Hotels with Free Airport Shuttle in International Drive District
Flights
- Philippine Airlines
- Cheap Flights from Buffalo (BUF) to Chicago (ORD)
- Cheap Flights from Toronto (YYZ) to Knoxville (TYS)
- Cheap Flights from Hamilton (YHM) to Calgary (YYC)
- Cheap Flights to Amelia Island
- Air Canada
- Cheap Flights from Edmonton (YEG) to Vancouver (YVR)
- Cheap Flights from Bangkok (BKK) to Toronto (YYZ)
- Cheap Flights from Calgary (YYC) to Rome (FCO)
Vacation Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.