Lower Sugarloaf Key Holidays

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Top hotels in Lower Sugarloaf Key

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is S$457 per night from 5 Jan to 6 Jan
S$457
5 Jan - 6 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (1,780 reviews)
It was overall great but one night at 2 am the fire alarm went off for Like 25mins and no body give reasons not even a single staff member was there to provide guidance or shutdown the alarms

Reviewed on 14 Dec, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is S$385 per night from 21 Dec to 22 Dec
S$385
21 Dec - 22 Dec
includes taxes & fees
8/10 Very Good! (1,763 reviews)
Great, friendly staff, nice amenities, easy parking and convenient location

Reviewed on 15 Dec, 2025

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is S$501 per night from 13 Jan to 14 Jan
S$501
13 Jan - 14 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (2,934 reviews)
The room was very clean. The staff were very pleasant. Constantine, the bartender at the Pineapple pool was amazing!!!

Reviewed on 15 Dec, 2025

Southernmost Beach Resort and Guesthouses
See all 3,563 properties in Lower Sugarloaf Key
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

Can I cancel my flight booking to Lower Sugarloaf Key due to COVID-19?
Head to our handy Customer Service Portal for important info about changing your flights because of COVID-19. Also, check the terms and conditions of your chosen carrier before booking your trip to Lower Sugarloaf Key.
What's the best way to find cheap flights to Lower Sugarloaf Key that have flexible change policies?
Search for cheap flights to Lower Sugarloaf Key, then select "No change fee" directly under the "Flexible change policies" filter. It's as simple as that. We understand that travel plans can change and flexibility matters, so book with confidence with Expedia.
What are some of the general tips for travellers to Lower Sugarloaf Key during the COVID-19 outbreak?
COVID-19 may have changed the way we travel, but it hasn't halted our eagerness for exploring. Here are a few tips on how to tackle the new challenges of travelling:
  • Before locking in your flight, find out if any travel restrictions or bans apply — in both your origin and destination. Keep informed with the latest updates by reviewing government websites.
  • Wear a face mask even during airport screening. A TSA officer will require you to temporarily lower your mask to verify your identity.
  • Avoid handing your boarding pass (electronic or paper) directly to a TSA officer. Instead, position your pass on the scanner and then hold it up for the agent to visually inspect it.
  • One container of liquid hand sanitizer is now allowed in your carry-on bag. It must be no bigger than 12 oz (350 ml), and you'll have to take it out of your bag at the X-ray machine for screening.
  • Place any personal items (phone, wallet and keys) in your carry-on instead of a bin to reduce handling during screening.
  • If you want to take food through the security checkpoint, place it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA employee will need to touch your carry-on bag or food container for closer inspection.

Which airlines fly to Lower Sugarloaf Key?
Let American Airlines take you there. This widely known carrier operates 8565 services each month to Miami Intl. Airport (MIA), a Lower Sugarloaf Key gateway.
How can I find cheap tickets to Lower Sugarloaf Key?
You'll always walk away with an awesome deal with Expedia, but our "flexible dates" feature makes it even easier. Enter your preferred travel date, then click on the flexible dates box above to see a list of prices for nearby days. was the lowest price for a flight to Lower Sugarloaf Key in the last seven days.
How much is a flight to Lower Sugarloaf Key?
You could have locked in a return flight to Lower Sugarloaf Key from anywhere between and in the last seven days. For one-way trips leaving from (), the lowest price during this period was just .
What are the most popular airports to fly into in Lower Sugarloaf Key?
Jet into Miami Intl. Airport (MIA) and experience everything that Lower Sugarloaf Key has to offer. As the region's main entry point, about 13184 flights touch down here each month.
When is the cheapest time to fly to Lower Sugarloaf Key?
If you'd rather spend your hard-earned holiday dollars exploring Lower Sugarloaf Key rather than on your trip there, take off earlier in the week. The most affordable day to travel is usually Tuesday, with Monday close behind. With many people keeping their travel to weekends, Saturday typically has the most expensive fares.
How much is a plane ticket to Lower Sugarloaf Key?
Plane fares ranged anywhere from to over the last seven days. When you're ready to book, we'll be ready to help you lock in the best deal to Lower Sugarloaf Key.
Which airlines with flights to Lower Sugarloaf Key employ COVID-19 cleanliness policies?
As countries begin to lift travel restrictions, many airlines have resumed business with new measures including physical distancing and an increased supply of sanitizer and face masks. Here's what multiple carriers are doing to help combat COVID-19:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.