Beachside, FL
Key West
Visit Beachside
Stay near popular Beachside attractions
Things to do
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
$79
per adult
94% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
$59
per adult
94% of travellers recommend
Shipwreck Treasure Museum Tickets
$19
per adult
80% of travellers recommend
Sunset Sail in Key West with Beverages Included
$79
per adult
98% of travellers recommend
Afternoon Reef Snorkel & Catamaran Sail w/ Open Bar in Key West
$68
per adult
90% of travellers recommend
Beachside Hotel Deals
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
$265 nightly
The price is $298 total per night from Oct 19 to Oct 20
$298 total
Oct 19 - Oct 20
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,800 reviews)
"All perfect!! Nice place"
Reviewed on Oct 18, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
$175 nightly
The price is $197 total per night from Oct 25 to Oct 26
$197 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
8.6/10 Excellent! (2,733 reviews)
"No airport shuttle although they are 1.8 miles away. Great resort"
Reviewed on Oct 18, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$202 nightly
The price is $227 total per night from Oct 27 to Oct 28
$227 total
Oct 27 - Oct 28
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (2,628 reviews)
"The resort offers shuttle service into town which made it very easy to explore Key West."
Reviewed on Oct 18, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
$200 nightly
The price is $225 total per night from Nov 3 to Nov 4
$225 total
Nov 3 - Nov 4
Total with taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
$202 nightly
The price is $228 total per night from Oct 20 to Oct 21
$228 total
Oct 20 - Oct 21
Total with taxes and fees
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (2,408 reviews)
"Todo maravillosamente genial"
Reviewed on Oct 18, 2026
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
$276 nightly
The price is $310 total per night from Nov 1 to Nov 2
$310 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
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.
Where to stay in Beachside
Find the best Beachside areas and neighborhoods for the activities you enjoy most.
Old Town Key West
If you're spending some time in Old Town Key West, Duval Street and Florida Keys Beaches are top sights worth seeing.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Fort East Martello Museum and Gallery.
