Beachside

Key West

A tree branch over water with a clear sky.
A wooden pathway leading to a beach with seagulls flying over the water.
A calm sea with a sailboat in the distance under a cloudy sky.
A palm tree on a sandy beach with clear blue water and a bright blue sky.
A coastal scene with a clear blue sea, a concrete pier, and palm trees.

Stay near popular Beachside attractions

Things to do


Beachside Hotel Deals

Beachfront 2BDR Condo, Pool & Hot Tub w/ Ocean Views | Papaya Place by AvantStay

Beachfront 2BDR Condo, Pool & Hot Tub w/ Ocean Views | Papaya Place by AvantStay

Key West FL
Stay at this vacation home in Key West. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Duval Street and Smathers Beach are located ...
8.8/10 Excellent! (57 reviews)
"Clean, and communication with host was excellent."

Reviewed on Jan 14, 2026

Beachfront 2BDR Condo, Pool & Hot Tub w/ Ocean Views | Papaya Place by AvantStay
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is CA $201 per night from Sep 15 to Sep 16
CA $201
CA $327 total
Sep 15 - Sep 16
includes taxes & fees
Book a stay at this spa hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,589 reviews)
"Great property and friendly staff. Will continue to stay at this resort."

Reviewed on Sep 8, 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is CA $125 per night from Sep 10 to Sep 11
CA $125
CA $272 total
Sep 10 - Sep 11
includes taxes & 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. ...
Beachside Resort & Residences
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is CA $246 per night from Sep 22 to Sep 23
CA $246
CA $363 total
Sep 22 - Sep 23
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,804 reviews)
"We stayed at Margaritaville Beach House Key West to celebrate my daughter’s birthday after having a great experience at Margaritaville Hollywood Beach last year. Unfortunately, the difference was huge. The room was okay, but it was at the back of the property, making it a long walk to the pool and ..."

Reviewed on Sep 7, 2026

Margaritaville Beach House Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is CA $149 per night from Sep 13 to Sep 14
CA $149
CA $245 total
Sep 13 - Sep 14
includes taxes & 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! (2,662 reviews)
"Everything was great! Clean andultiple amenities"

Reviewed on Sep 8, 2026

Blue Flamingo Resort Key West
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is CA $139 per night from Sep 24 to Sep 25
CA $139
CA $244 total
Sep 24 - Sep 25
includes taxes & 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 ...
Havana Cabana at 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.

Where to stay in Beachside

Find the best Beachside areas and neighborhoods for the activities you enjoy most. Learn more about Beachside
Learn more about Beachside

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.


Beachside

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