Key West Beach Holidays

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What is a Key West beach holiday package and why choose one?

How can I book a Key West beach holiday package with Expedia?

Beach holidays to beach holidays on Expedia?

To find your ideal family-friendly Key West 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 Key West?

Customise your quest for Key West 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 Key West.

How can I find the best Key West beach holiday deals?

Grab some of the best Key West 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 Key West 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 Key West 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 Key West beach holiday packages?

Indulge yourself and your furry companion in Key West’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 Key West beach holiday?

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

Top Beach Key West Hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
  • 11 min walk from Duval Street
Stay at this beach 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! (2,906 reviews)
Beautiful room and amazing reception staff of Annette, Sara, Jody and Richardo. They were very accommodating.

Reviewed on 8 Dec 2025

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
  • 4 min drive from Duval Street
Stay at this beach hotel in Key West. Enjoy free parking, 2 restaurants and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach are located ...
8.2/10 Very Good! (1,000 reviews)
Room was clean and comfortable but after first day towels were shorted. Had to ask for more twice Desk staff were very nice and helpful. Concierge was helpful with rentals Restaurant was not as good as past stays when Sheraton. Food even pancakes were tough and overcooked. Shuttle drivers were very ...

Reviewed on 4 Dec 2025

Margaritaville Beach House Key West
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
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 ...
9/10 Wonderful! (1,001 reviews)
All the staff is amazing and helpful! Room was clean and roomy.

Reviewed on 8 Dec 2025

Pier House Resort & Spa
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.