Key West Beach Vacations
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Top Beach vacation packages in Key West
Price found within the past 48 hours. Click for updated prices.
- Ibis Bay Beach Resort
Sep 4 - Sep 7Ibis Bay Beach Resort + Flight
Northside Resort3 nights2.5 star property8.2/10 - Very Good (2,284 reviews)Roundtrip • Boston (BOS) - Key West (EYW)BOS - EYW • 1 stop EYW - BOS • 1 stop$1,175$909found 2 days agoper traveler - Coconut Beach Resort
Sep 18 - Sep 24Coconut Beach Resort + Flight
Old Town Key West6 nights2.5 star property8.8/10 - Excellent (208 reviews)"So overall its a nice spot but the units are split with a dividing door, so when we arrived to check out the room the doors were not locked and people were in our unit. For it being an ocean view with a premium price, the resort description said they have someone who frequently cleans the beach access from debris but it was completely covered in sargasim seaweed with no access to the water. Make sure you check the sargasim season because it very much limits your access to the beach. On our..."Reviewed July 15, 2026Roundtrip • Boston (BOS) - Key West (EYW)BOS - EYW • 1 stop EYW - BOS • 1 stop - The Perry Hotel & Marina Key West
Sep 4 - Sep 7The Perry Hotel & Marina Key West + Flight
Stock Island3 nights4.0 star property9.4/10 - Exceptional (1,290 reviews)"This place is AMAZING, everything was perfect. Cleanness, staff, location, outstanding!!"Reviewed July 16, 2026Roundtrip • Boston (BOS) - Key West (EYW)BOS - EYW • 1 stop EYW - BOS • 1 stop$1,224$952found 2 days agoper traveler - Hyatt Vacation Club at Beach House, Key West
Oct 3 - Oct 8Hyatt Vacation Club at Beach House, Key West + Flight
Key West5 nights3.5 star property9.4/10 - Exceptional (1,153 reviews)"Fue una muy buena experiencia, muy limpio todo ."Reviewed July 15, 2026Roundtrip • Boston (BOS) - Key West (EYW)BOS - EYW • 1 stop EYW - BOS • 1 stop$1,645$1,281found 1 day agoper traveler - Pier House Resort & Spa
Sep 4 - Sep 7Pier House Resort & Spa + Flight
Key West Historic District3 nights4.0 star property9.0/10 - Wonderful (1,226 reviews)Roundtrip • Boston (BOS) - Key West (EYW)BOS - EYW • 1 stop EYW - BOS • 1 stop$1,365$1,077found 2 days agoper traveler
Discover the most popular places to visit in Key West
What to do in Key West
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
96% of travelers recommend
Key West Rum & Reggae: Snorkel & Sunset Sail Combo
$69
per adult
88% of travelers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travelers recommend
Top Beach Key West Hotels
9.0 out of 10, Wonderful, (1,439 reviews)
9.0/10
Wonderful
(1,439 reviews)
$178 nightly
The price is $200
$200 total
Aug 11 - Aug 12
Total with taxes and fees
Margaritaville Beach House Key West
Margaritaville Beach House Key West4.0 star property
1.9 mi from Key West
8.8 out of 10, Excellent, (1,800 reviews)
8.8/10
Excellent
(1,800 reviews)
"Had to switch rooms after day 2 afternoon. Never got room cleaned on day 4… could have been better, but most staff was very helpful and polite."
$238 nightly
The price is $268
$268 total
Aug 11 - Aug 12
Total with taxes and fees
8.2 out of 10, Very Good, (2,284 reviews)
8.2/10
Very Good
(2,284 reviews)
$142 nightly
The price is $160
$160 total
Jul 20 - Jul 21
Total with taxes and fees
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa4.0 star property
0.5 mi from Key West
9.0 out of 10, Wonderful, (1,017 reviews)
9.0/10
Wonderful
(1,017 reviews)
"Highly recommend the Hyatt Centric. Perfect location to walk easily to the most popular tourist attractions, restaurants, and view the beautiful sunset. Staff was friendly, great amenities, beautiful resort, and large, clean rooms."
$261 nightly
The price is $294
$294 total
Aug 11 - Aug 12
Total with taxes and fees
8.6 out of 10, Excellent, (2,348 reviews)
8.6/10
Excellent
(2,348 reviews)
"Check in could have been better. We arrived early and was told we would be notified when our room was ready but no one notified us. I had to check again on my own after waiting for hours in the lobby. Room was clean, but the bathroom door handle came off when I tried to close the door, the sink had a poor drain, elevator didnt work, no ice machine nearby you have to go to lobby to request ice, and no microwave anywhere on premises. The private beach, pool, and hot tub were awesome and they did...
$202 nightly
The price is $227
$227 total
Aug 17 - Aug 18
Total with taxes and fees
9.6 out of 10, Exceptional, (1,055 reviews)
9.6/10
Exceptional
(1,055 reviews)
$123 nightly
The price is $136
$136 total
Jul 28 - Jul 29
Total with taxes and fees
9.0 out of 10, Wonderful, (1,421 reviews)
9.0/10
Wonderful
(1,421 reviews)
$206 nightly
The price is $232
$232 total
Aug 10 - Aug 11
Total with taxes and fees
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton4.0 star property
0.9 mi from Key West
8.4 out of 10, Very Good, (765 reviews)
8.4/10
Very Good
(765 reviews)
"I really enjoyed my stay. The staff went out of their way to make you feel welcome and cared for. I want to make special mention of Ann - Marie at the front desk, Robert in the breakfast dining area, and Gabor from in he breakfast dining area, who went out of their way to make sure my stay was comfortable and catered to. I would definitely recommend this stay to others."
$279 nightly
The price is $314
$314 total
Aug 11 - Aug 12
Total with taxes and fees
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.
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.
Find your perfect Key West beach vacation
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 $909. Prices and availability are subject to change. Additional terms may apply.
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.)