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.

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! (58 reviews)
"Very good experience, the room was very clean, the beds were so very comfortable and communication was good."

Reviewed on Sep 13, 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 $243 per night from Sep 28 to Sep 29
CA $243
CA $375 total
Sep 28 - Sep 29
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! (3,607 reviews)
"The check in staff was not friendly. The elevator in our building wasn’t working, the pool was closed and the beach was closed because of Scargasim. Also there was a $50.00 per night parking fee and none of these points were discussed with us beforehand and no discounts were offered. Two other couples ..."

Reviewed on Sep 16, 2026

Southernmost Beach Resort and Guesthouses
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 $153 per night from Sep 21 to Sep 22
CA $153
CA $250 total
Sep 21 - Sep 22
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! (2,674 reviews)
"It was a nice hotel. It was very clean quiet they had two Swimming Pool pools so that made it nice for the kids at one pool primarily and the adults at the other the walk-up bars were nice and close."

Reviewed on Sep 16, 2026

Blue Flamingo Resort Key West
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $248 per night from Oct 4 to Oct 5
CA $248
CA $366 total
Oct 4 - Oct 5
includes taxes & 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 ...
Margaritaville Beach House Key West
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is CA $141 per night from Sep 20 to Sep 21
CA $141
CA $204 total
Sep 20 - Sep 21
includes taxes & 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! (2,385 reviews)
"Had a great time here."

Reviewed on Sep 16, 2026

Ibis Bay Beach Resort
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 $154 per night from Oct 1 to Oct 2
CA $154
CA $261 total
Oct 1 - Oct 2
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 Key West Tropical Forest and Botanical Garden.


Beachside

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