Key West Beach Holidays

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Top flight + Beach hotel deals in Key West

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses
Pier House Resort & Spa
Southernmost House
La Concha Key West, Autograph Collection
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Find your perfect Key West beach holiday

How can I book the best beach holidays in Key West?

Sometimes all you want is to kick back with the sun on your face and your toes in the sand. Plus-size the blissful on your Key West beach holiday by checking out the best bays and using our neighbourhood filter to find accommodation nearby – or even with serene sea views. Use the reviews and our guest-rating filter to find the loveliest options.

Can I book cheap beach holidays in Key West?

For a budget beach break, consider staying a little further away from the sea, or choose self-catering rather than a hotel. You can use our amenities filter and map view to find the best cheap deals for you. Sunbathe for less with our affordable Key West beach holidays, which start from £1,360. Prices and availability are subject to change. Additional terms may apply.

When can I go on a quiet beach holiday in Key West?

Enjoy out-of-season seclusion on a beach holiday to Key West during the quieter months. With fewer crowds competing for accommodation, you could bag a great deal, too.

Why should I book family holidays in Key West with beach access?

If you have kids, beach holidays are more buckets and spades, lilos and sun cream than they are spa, cocktails and long reads – unless you book a holiday with beach access. It’s a family win. Even better, once the kids are in bed, you can sit on your bedroom balcony, listen to the waves and share a local tipple and stay in earshot of your sleeping beauties.

How can I find a Key West beachfront holiday?

For the ultimate beach holiday, use our beachfront and sea view filters to whittle down your search results to find the perfect property, right on the water.

How can I book last-minute Key West beach holidays?

Add a little spontaneity to your beach holiday by looking for a last-minute deal in Key West. If you have set dates, pop them into the search and see what heaven awaits in just a few days.

Can I find Key West beach holidays which are all inclusive?

A beach holiday to Key West is one of the best occasions to treat yourself to an all-inclusive holiday package. Savour every sip of cocktail, every moment of sunshine, every blissful meal you didn’t have to cook yourself. And all included in the price. Just use our all-inclusive filter to see what’s available.

Can I book a Key West beach trip with free cancellation and/or flexible dates?

Even if plans change, you don’t have to lose out. Use our filters to find accommodation with free cancellation, or even filter for buy now, pay later options. Once you’ve booked, log into your account to see all the details.

Why should I book a Key West beach holiday with Expedia?

Our huge range of accommodation and flights mean you’ll find the best beach holidays in Key West on Expedia in just a few clicks. It’s as easy as falling asleep to the sounds of the sea.

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. ...
8.8/10 Excellent! (3,104 reviews)

Travellers like: on the beach, sunloungers, beach bars, beach yoga

Travellers say...
All pools and beaches should have same chair reservation rules. Seaside we could not get a seat due to people saving seats in the am not using them until after Lunchtime. Also, Sunset Bar by the pier wasn’t staffed or open. Beds were not comfortable for a premium resort. Replacement of the mattresses ...

Reviewed on 2 Mar 2026

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 ...
8.4/10 Very Good! (1,000 reviews)

Travellers like: near the beach, outdoor pool

Travellers say...
Great visit

Reviewed on 27 Feb 2026

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! (1,052 reviews)

Travellers like: on the beach, sunloungers, beach bars, beach umbrellas

Travellers say...
Everything was fantastic

Reviewed on 3 Mar 2026

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.

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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. Flight-inclusive packages are ATOL protected.