Beachside, FL

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

Smathers Beach

8.4/10 (8,320 reviews)
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
See properties

Beachside Hotel Deals

Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
The price is ₩280,131 per night from Oct 6 to Oct 7
₩280,131
₩399,724 total
Oct 6 - Oct 7
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
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is ₩158,361 per night from Oct 6 to Oct 7
₩158,361
₩253,550 total
Oct 6 - Oct 7
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! (2,713 reviews)
"Great rooms and property. But the elevators need work. slow and only one wroking."

Reviewed on Oct 5, 2026

Blue Flamingo Resort Key West
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is ₩117,000 per night from Oct 6 to Oct 7
₩117,000
₩259,795 total
Oct 6 - Oct 7
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. ...
8.6/10 Excellent! (2,586 reviews)
"Upon arrival, we did not feel welcomed. While the front desk agent was not rude, she was not hospitable & made us feel as though we were inconveniencing her. We arrived around 7:45 AM due to weather disrupting our plans & asked about early check-in. We were told housekeeping would begin around 9:00 ..."

Reviewed on Oct 5, 2026

Beachside Resort & Residences
Havana Cabana at Key West

Havana Cabana at Key West

4 out of 5
3420 N. Roosevelt Blvd Key West FL
The price is ₩171,564 per night from Nov 3 to Nov 4
₩171,564
₩277,879 total
Nov 3 - Nov 4
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
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is ₩170,698 per night from Oct 6 to Oct 7
₩170,698
₩235,275 total
Oct 6 - Oct 7
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! (2,402 reviews)
"Room was too small I don’t think so bed was a queen size bed , outdated and room has weird smell like musty / moldy smell once we checked in we try to go out and door was stuck and bottom plate was broken after notify they changed the room , pool was clean , I booked this resort because of the jetski ..."

Reviewed on Oct 5, 2026

Ibis Bay Beach Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ₩243,634 per night from Oct 11 to Oct 12
₩243,634
₩372,108 total
Oct 11 - Oct 12
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! (3,618 reviews)
"The resort itself was nice and most of the staff was super nice! But we paid way too much money for us not to be aware that the big pool was closed for the week and on top of it they ran a power washer for 3 days which sounded like it was inside of or room! It ran from 9-5 only turning off for about ..."

Reviewed on Oct 4, 2026

Southernmost Beach Resort and Guesthouses
See all 2,745 properties in Beachside
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.
A large red brick building with arched windows and a prominent entrance.

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.

The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

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.

A white lighthouse surrounded by lush greenery and a white picket fence.

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.

A row of pastel-colored houses with white railings and a clear blue sky.

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, FL