Florida Keys Beach Holidays 2026

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Top flight + Beach hotel deals in Florida Keys

Price found within the past 48 hours. Click for updated prices.

Blue Flamingo Resort Key West

New Town

AU$3,354

per person

6 Nov - 12 Nov

found 21 hours ago

Return flight included

Hobart (HBA) to Key West (EYW)

8.6/10 Excellent! (2,652 reviews)

Great spot will stay again

Reviewed on 16 Sept 2026

Parrot Key Hotel & Villas

Northside Resort

AU$4,389

per person

6 Nov - 12 Nov

found 21 hours ago

Return flight included

Hobart (HBA) to Key West (EYW)

9/10 Wonderful! (1,460 reviews)

Islander Resort

Matecumbe

AU$3,665

per person

6 Nov - 12 Nov

found 21 hours ago

Return flight included

Hobart (HBA) to Miami (MIA)

9.4/10 Exceptional! (1,112 reviews)

Tranquility Bay Beachfront Hotel and Resort

AU$3,692

per person

6 Nov - 12 Nov

found 21 hours ago

Return flight included

Hobart (HBA) to Miami (MIA)

8.8/10 Excellent! (1,009 reviews)

The room was clean and the pools were excellent! But everything else was just average, and I don't know that I'd say it was worth a $50/day resort fee (what does this cover? Why not just put it in the room rate?) We stayed 4 nights and by the third night we had to ask to have someone come by and bring fresh towels. I'm used to seeing signs at hotels that state for environmental reasons they may only clean rooms every so often, but there was no such indication. Our room was off at the edge of the resort, by the fitness room which meant every time someone came in the building, the whole building shook when the door slammed behind them. So much for getting a nice sleep-in on vacation because this started at 5 or 6 am. I can definitely see the benefit to staying here with a larger group, families and friends staying in one of the villas. But as a couple, I probably wouldn't come back.

Reviewed on 15 Sept 2026

Hawks Cay Resort

AU$3,584

per person

6 Nov - 12 Nov

found 21 hours ago

Return flight included

Hobart (HBA) to Miami (MIA)

8.2/10 Very good! (1,006 reviews)

Beautiful resort

Reviewed on 15 Sept 2026

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How can I book a Florida Keys beach holiday package with Expedia?

Beach holidays to beach holidays on Expedia?

To find your ideal family-friendly Florida Keys beach holiday package, simply use the site’s or the app’s search function to explore diverse packages tailored to your chosen destination. Refine your search with filters to narrow down options based on your favourite amenities.

How can I select the perfect beach holiday package for Florida Keys?

Customise your quest for Florida Keys beach holiday packages, including flights, with search filters and prioritise your preferred options. This way, you’ll uncover fantastic beach holidays, whether it’s a romantic beach escape, a luxurious beach package, or a surfers’ paradise in Florida Keys.

How can I find the best Florida Keys beach holiday deals?

Grab some of the best Florida Keys beach holiday deals by being flexible with your destination and dates, ideally travelling outside of peak seasons. If you have specific seas in mind, enter the details and apply filters to uncover a budget-friendly trip.

How can I discover last-minute Florida Keys beach holiday deals?

If you love a last-minute deal, you’ve come to the right place. Select our top picks or customise your beach getaway in Florida Keys using date and destination filters. Bundle accommodation, airfare, and car rental for the best value. Tailor your search with filters covering amenities, price, star rating, and more.

How can I find pet-friendly Florida Keys beach holiday packages?

Indulge yourself and your furry companion in Florida Keys’s pet-friendly beach holiday options. Enhance your getaway with our filters, including doggy day care, divine pet-friendly beach apartments, and access to pet-friendly local beaches.

When are the best times to go for a Florida Keys beach holiday?

For the ultimate Florida Keys beach holiday, choose summer for vibrant energy. Alternatively, opt for winter to enjoy a tranquil, less crowded experience with ample alone time.

Top Beach Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

10 min walk from Duval Street

Stay at this spa hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...

8.6/10 Excellent! (3,604 reviews)

"Booked this place for the location and how many pools they had. Didn’t know until we got there that the largest pool was under renovation and completely out of service. Not the end of the world but this made the other 2 pools (combined they were the size of the 1 that was closed) more cramped. Then ..."

Reviewed on 15 Sept 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton

97000 Overseas Hwy Key Largo FL

4 hours drive from Duval Street

Stay at this beach resort in Key Largo. Enjoy 2 outdoor pools, 2 restaurants and a private beach. Our guests praise the helpful staff and the clean rooms in ...

Pier House Resort & Spa

1 Duval St Key West FL

11 min walk from Duval Street

Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and 2 bars/lounges. Our guests praise the pool and the helpful staff in their ...

See all 8,297 properties in Florida Keys

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.