Top Beach vacation packages in Key West

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

Blue Flamingo Resort Key West

New Town

$639

per person

Mar 5 - Mar 7

found 22 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Key West (EYW)

8/10 Very Good! (1,693 reviews)

The rooms was spotless. The staff was amazing. From the minute we checked in during our stay and check out they were always there and willing to help us with anything we needed. This place is a hidden gem. We spend Christmas in Keywest, Fl every year this will most likely be our go to spot!! Thank you to everyone who made our stay wonderful!!

Reviewed on Jan 3, 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

$726

per person

Mar 5 - Mar 7

found 22 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Clean rooms, great location and friendly staff.

Reviewed on Jan 2, 2026

The Reach Key West, Curio Collection by Hilton

Old Town Key West

$833

per person

Mar 5 - Mar 7

found 22 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Key West (EYW)

8.4/10 Very Good! (1,001 reviews)

The resort is beautiful. The private beach was a key feature for us. The room was clean and comfortable. A perfect location. It’s not in the middle of the craziness of Duval Street. But easy walk to it.

Reviewed on Dec 31, 2025

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

$871

per person

Feb 2 - Feb 5

found 3 hours ago

Roundtrip flight included

Hartford (BDL) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

There was construction on the building next door every day except Christmas Eve and Christmas. There was no hot water and the niise from outside was awful.

Reviewed on Jan 2, 2026

Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

$1,587

per person

Mar 5 - Mar 8

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Key West (EYW)

8.4/10 Very Good! (433 reviews)

Everything was amazing. Staff was great and service was top notch. Weather this time of year is paradise. Only thing is bring your wallet, it ain’t cheap.

Reviewed on Dec 27, 2025

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3 Night Beach vacations in Key West

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

Blue Flamingo Resort Key West

New Town

$1,191

per person

Mar 5 - Mar 8

found 1 day ago

Roundtrip non-stop flight included

Wilkes-Barre (AVP) to Key West (EYW)

8/10 Very Good! (1,693 reviews)

The rooms was spotless. The staff was amazing. From the minute we checked in during our stay and check out they were always there and willing to help us with anything we needed. This place is a hidden gem. We spend Christmas in Keywest, Fl every year this will most likely be our go to spot!! Thank you to everyone who made our stay wonderful!!

Reviewed on Jan 3, 2026

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

$1,793

per person

Mar 5 - Mar 8

found 1 day ago

Roundtrip non-stop flight included

Wilkes-Barre (AVP) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

There was construction on the building next door every day except Christmas Eve and Christmas. There was no hot water and the niise from outside was awful.

Reviewed on Jan 2, 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

$1,372

per person

Mar 5 - Mar 8

found 1 day ago

Roundtrip non-stop flight included

Wilkes-Barre (AVP) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Clean rooms, great location and friendly staff.

Reviewed on Jan 2, 2026

Don't see what you're looking for?

See all available trips from Columbus to Key West

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4 Night Beach vacations in Key West

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

Ibis Bay Beach Resort

Northside Resort

Save 100% on your flight

$934

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8.2/10 Very Good! (2,000 reviews)

Restaurant was good...however breakfast was underwhelming. Room was good, bathroom was a bit outdated. Overall good location, clean good experience.

Reviewed on Jan 2, 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

Save 100% on your flight

$1,267

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

8.6/10 Excellent! (2,844 reviews)

Clean rooms, great location and friendly staff.

Reviewed on Jan 2, 2026

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

$1,831

per person

Mar 5 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9/10 Wonderful! (1,006 reviews)

There was construction on the building next door every day except Christmas Eve and Christmas. There was no hot water and the niise from outside was awful.

Reviewed on Jan 2, 2026

Don't see what you're looking for?

See all available trips from Columbus to Key West

View all trips

How do I book the best Key West beach vacation packages?

Life’s a beach when you dive into our brilliant Key West beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Key West?

A rental steps from the shore creates an amazingly affordable Key West beach vacation. Seaside sojourns during low season start from $639. Prices and availability are subject to change. Additional terms may apply.

When should I book a Key West beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in Key West?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Key West beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Key West vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Key West beach vacation deals?

Sort your search results by deals to delight in amazing Key West beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

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

Just like the Key West tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Key West beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Key West. (OK, maybe not that last part.)

Top Beach Key West Hotels

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

8 min drive from Duval Street

Make the most of this fantastic location, as you'll be close to a private beach with a stay at this hotel. 2 restaurants, 2 bars, and an outdoor pool are just ...

8.4/10 Very Good! (1,858 reviews)

Travelers like: on the beach, sun loungers, beach towels, outdoor pool

Travelers say...

The grounds are beautiful. Our room was a smaller room and it was nice but some things didn’t work properly. The toilet didn’t flush well, the shower head would turn on when filling the bathtub, tv would turn off randomly and the floors were dirty. Reasonably price in comparison to other places in ...

Reviewed on Jan 1, 2026

DoubleTree Resort by Hilton Grand Key - Key West

3990 S Roosevelt Blvd Key West FL

7 min drive from Duval Street

At this resort, get ready to enjoy the sunsets on the beach in Key West, as you'll be not far from the beach. A free beach shuttle, an outdoor pool, and a poolside ...

8/10 Very Good! (1,006 reviews)

Travelers like: close to beach, sun loungers, beach umbrellas, outdoor pool

Travelers say...

Yes we loved the room and everything that went with it. I would stay there again.

Reviewed on Dec 29, 2025

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard Key West FL

4 min drive from Duval Street

At this hotel, get ready to stroll along the shoreline in Key West, as you'll be close to Florida Keys Beaches. Amenities at Margaritaville Beach House Key West ...

8.6/10 Excellent! (1,788 reviews)

Travelers like: close to beach, outdoor pool

Travelers say...

Great place! I really enjoyed my time in this establishment.

Reviewed on Dec 30, 2025

See all 2,768 properties in Key West

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.