A waterfront with a pier, calm water, and houses with palm trees in the background.

Sugarloaf Key Cheap Vacations

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Top Cheap vacation packages in Sugarloaf Key

Price found within the past 48 hours. Click for updated prices.
  • Jan 16 - Jan 21

    President Hotel Villa + Flight

    South Beach
    5 nights
    3.5 star property
    8.2/10 - Very good (1,002 reviews)
    "Good stay for a night"
    Reviewed November 3, 2026
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop FLL - BOS • Nonstop
    $888
    $446
    per traveler
    found 1 day ago
    President Hotel Villa
  • Jan 28 - Feb 2

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    5 nights
    5.0 star property
    8.0/10 - Very good (1 review)
    "Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay...."
    Reviewed June 22, 2016
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop MIA - BOS • Nonstop
    $21,550
    $10,090
    per traveler
    found 11 hours ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Dec 10 - Dec 13

    Avi Lux Stay + Flight

    East Fort Lauderdale
    3 nights
    4.5 star property
    7.6/10 - Good (10 reviews)
    "If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE. "
    Reviewed August 28, 2025
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop FLL - BOS • Nonstop
    $1,184
    $569
    per traveler
    found 1 day ago
    Avi Lux Stay
  • Jan 16 - Jan 21

    Henrosa Hotel + Flight

    South Beach
    5 nights
    3.5 star property
    8.4/10 - Very good (962 reviews)
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop FLL - BOS • Nonstop
    $1,084
    $525
    per traveler
    found 1 day ago
    Henrosa Hotel
  • Jan 28 - Feb 2

    72 Park Miami Beach Boutique Residences by IliosRentals + Flight

    North Beach
    5 nights
    4.5 star property
    8.2/10 - Very good (19 reviews)
    "We had a wonderful stay with our group of three adults and three children! Everything was very comfortable, and the apartment was beautiful, clean, and well-maintained. There is a convenient shuttle service to the beach, but the 10-minute walk is also perfectly fine, even with children. Communication was excellent, and any questions we had were answered quickly. Overall, a very pleasant experience for the whole family. We would definitely recommend this place and would happily stay here again!"
    Reviewed October 17, 2026
    Roundtrip • Boston (BOS) - Miami (MIA)
    BOS - FLL • Nonstop MIA - BOS • Nonstop
    $2,290
    $1,141
    per traveler
    found 1 day ago
    72 Park Miami Beach Boutique Residences by IliosRentals

What to do in Sugarloaf Key

Top Cheap Sugarloaf Key Hotels

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 amazing cheap vacations in Sugarloaf Key

How can I find budget-friendly Sugarloaf Key vacation packages on Expedia?

Playing around with the easy-to-use search wizard is one of the best ways to find affordable Sugarloaf Key vacation packages on Expedia. Tap your dates in and it'll offer some of the cheapest Sugarloaf Key getaways within seconds. You can also use the maximum price filter to view deals within your budget. If you're traveling during peak season dates, it's a good idea to book early to snag some of the best offers. You may score irresistible last-minute specials for travel in low season.

How to find cheap last-minute Sugarloaf Key travel deals?

On Expedia's last-minute travel deals page, you'll encounter a plethora of special offers for late vacations to Sugarloaf Key. Remember, you're more likely to bag savings on last-minute travel during off-peak periods. Consider checking different departure dates, too. Expedia's nifty search tool lets you compare some of the best last-minute Sugarloaf Key vacation packages. The handy filters let you tailor your trip according to your preferences, including hotel star rating, amenities, and property location.

When is the best time to visit Sugarloaf Key on a budget?

For some of the cheapest vacation packages to Sugarloaf Key from $446, it's best to travel during low season dates. With fewer people traveling during these periods, flights and hotels usually have lower prices. It's also a good idea to avoid popular travel times. These include spring break, Thanksgiving, and other federal holidays. On Expedia, you'll encounter some of the best travel deals to Sugarloaf Key. Best of all, vacation payment plans mean you can spread the cost of your trip over 3, 6, or 12 months.

Can I cancel my Sugarloaf Key vacation package booking?

Yes, many of Expedia's cheap Sugarloaf Key getaway packages allow for free cancellation in case your plans change. Follow the easy steps to cancel by logging into your Expedia account and clicking on “Trips” page'. Keep in mind, though, that each vacation package has different cancellation policies, so be sure to look over them before booking. The good news is you'll clearly see this information on Expedia when you book. There's even a free cancellation search filter that lets you view flexible vacations to Sugarloaf Key.

Why should I book my Sugarloaf Key vacation with Expedia?

A multitude of exclusive travel deals you won't find anywhere else is one of the top reasons to book your cheap Sugarloaf Key vacation package with Expedia. And with one of the widest choices of flights and hotels available, you'll easily find the right trip for you. The handy search wizard and filters let you compare hundreds of great deals in seconds, too. It's not only the cheap prices either: Expedia's booking protection and 24/7 support give you peace of mind before and during your 2026 trip.

How to find cheap Sugarloaf Key vacation packages on Expedia?

When searching for budget vacations to Sugarloaf Key, look out for the green savings label. This indicates you've snagged a deal only available on Expedia. Another popular way of getting money off your 2026Sugarloaf Key vacation is by joining One Key. Expedia's amazing reward program gives you access to hundreds of member-only discounts on select hotels. Keep a look out for the blue savings label in the search results. Best of all, One Key is free to join.

Why should I book a package to Sugarloaf Key?

You'll often snag package savings on your Sugarloaf Key vacation when bundling together your flights and accommodation. Expedia even shows you how much you're saving by booking a package. It's not just cheaper prices, either. Packages often have more flexible booking conditions, meaning you're more likely to get a refund in case your 2026 plans change. While booking flights and hotels separately usually requires full payment, Sugarloaf Key vacation packages often let you pay a small upfront deposit to confirm.

How to plan a cheap vacation to Sugarloaf Key?

Settling on your dates is usually the first step to planning an affordable Sugarloaf Key getaway. If you're traveling during peak season dates, it's a good idea to book your trip in advance. This way, you're more likely to bag early-bird deals. Don't rule out a last-minute travel deal for low season dates, though. Once you've picked your dates, tap them into the search wizard to see some of the best Sugarloaf Key vacation package deals. Hop over to Expedia's vacation planning page for more tips for your dream vacation.