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Windley Key All inclusive Holidays

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Top All-inclusive holiday packages in Windley Key

Price found within the past 48 hours. Click for updated prices.
  • 22 Dec - 28 Dec

    President Hotel + Flight

    South Beach
    6 nights
    3.5 star property
    8.4/10 - Very good (2,944 reviews)
    "The room was very clean. Location was excellent! Staff were very friendly. Breakfast was delicious. Everything was great!"
    Reviewed November 10, 2026
    Return • London (LHR) - Miami (MIA)
    LHR - MIA • Direct MIA - LHR • Direct
    £1,868
    £1,295
    per traveller
    found 1 day ago
    President Hotel
  • 13 Dec - 19 Dec

    1 Hotel South Beach + Flight

    South Beach
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,702 reviews)
    "Wonderful staff, clean room, great amenities"
    Reviewed November 9, 2026
    Return • London (LHR) - Miami (MIA)
    LHR - MIA • Direct MIA - LHR • Direct
    £4,656
    £2,781
    per traveller
    found 0 hours ago
    1 Hotel South Beach
  • 22 Dec - 28 Dec

    The Penguin Hotel + Flight

    South Beach
    6 nights
    3.5 star property
    8.4/10 - Very good (2,062 reviews)
    "Shouldn’t be able to charge a resort fee if you don’t have a pool or a restaurant on site… couldn’t even get a plastic cup after hours. The list of things included in the resort fee is insulting to customers intelligence (in room blow dryer, “private entrance”, unlimited local calls, individually controlled air conditioning, etc.). This hotel is run down and full of broken/ dingy furnishings, sandpaper bedding, and trashed flooring. Not to mention you can hear everything from the noisy elevator..."
    Reviewed November 10, 2026
    Return • London (LHR) - Miami (MIA)
    LHR - MIA • Direct MIA - LHR • Direct
    £1,917
    £1,315
    per traveller
    found 1 day ago
    The Penguin Hotel
  • 22 Dec - 28 Dec

    EAST Miami + Flight

    Brickell
    6 nights
    5.0 star property
    9.2/10 - Wonderful (4,235 reviews)
    "The Staff was amazing! Viviana at the front desk made my birthday extra special with complementary champagne and went above and beyond during my entire stay. The hotel was beautiful and food was excellent"
    Reviewed November 10, 2026
    Return • London (LHR) - Miami (MIA)
    LHR - MIA • Direct MIA - LHR • Direct
    £2,727
    £1,879
    per traveller
    found 1 day ago
    EAST Miami
  • 24 Dec - 27 Dec

    EAST Miami Residences + Flight

    Brickell
    3 nights
    5.0 star property
    9.2/10 - Wonderful (169 reviews)
    Return • London (LON) - Miami (MIA)
    LHR - MIA • Direct MIA - LHR • Direct
    £2,081
    £1,458
    per traveller
    found 1 day ago
    EAST Miami Residences

Discover the most popular places to visit in Windley Key

Top All-inclusive Windley 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.

All-inclusive Windley Key holidays: everything you need to know

Can I book Windley Key all-inclusive holidays with airfare and meals?

Use the all-inclusive filter to find amazing all-inclusive package holidays to Windley Key, then just add on your flights with a few simple clicks. With everything from cocktails to car hire booked in one go, all you need to decide is whether you’ll be sipping a mojito or a margarita at sunset.

Why should I book a Windley Key adults-only all-inclusive holiday?

If screaming kids is your holiday nightmare, book a peaceful adults-only all-inclusive holiday to Windley Key and you’re pretty much guaranteed a dreamy retreat. With those thoughtful grownup touches – beachside massage beds and live after-dinner music – an adults-only hotel levels up the sophistication on your holiday.

Can I book last minute all-inclusive holidays to Windley Key?

Last-minute breaks are a great way to find very cheap all-inclusive holidays to Windley Key. If you can be flexible with your holiday dates, browse our best Windley Key deals and use the all-inclusive filter to add everything that makes your hols perfect.

Can I book a cheap all-inclusive Windley Key trip?

There are some nifty little tricks to find pocket-friendly all-inclusive breaks in Windley Key. Try hunting around for cheaper deals in the off season by playing with your dates. Or you could also choose an all-inclusive hotel or resort a little off the beaten track. We have some top value deals starting at £1,295 – and they’re easy to find if you sort your results by price. Prices and availability are subject to change. Additional terms may apply.

What should I look for when booking a 5-star all-inclusive holiday to Windley Key?

All-inclusive holidays are such a treat, but a 5-star all-inclusive is a whole other level of luxury. Think butlers waiting on your every whim, infinity pools with epic ocean views and unlimited spa-ing for holiday heaven on cloud nine.

What should I consider when booking a Windley Key all-inclusive family holiday?

If you’re holidaying with tots in tow, book an all-inclusive Windley Key package with all the kid-friendly amenities. The action-packed kids’ clubs, the slide-tastic water parks, the fussy-eater-friendly restaurants: we have a stack of deals specifically designed with kids in mind.

How can I find the best deals on all-inclusive holidays to Windley Key in 2026/2027?

There are great all-inclusive deals galore in Windley Key. Sort by price to see the cheapest places to stay, and consider travelling during the less popular months when there’s often more availability and better prices.

Can I book an all-inclusive Windley Key package with free cancellation and/or flexible dates?

Flexibility is key to a stress-free holiday. Look for properties with free cancellation or book now, pay later options. Then, if your plans change, just login to make changes in a few clicks.

Why should I book an all-inclusive Windley Key package holiday with Expedia?

With a huge range of all-inclusive Windley Key trips on offer, Expedia is your go-to place to find and book your trip. It’s super easy … and it’s all here.