Beachside Holidays

Photo by Carmen Bustin-Dinning

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Where to stay in Beachside

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

4 out of top 10 points of interest in this area
5/5(6 area reviews)

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Find hotels in Old Town Key West

Top hotels in Beachside

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is S$457 per night from 5 Jan to 6 Jan
S$457
5 Jan - 6 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (1,780 reviews)
It was overall great but one night at 2 am the fire alarm went off for Like 25mins and no body give reasons not even a single staff member was there to provide guidance or shutdown the alarms

Reviewed on 14 Dec, 2025

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is S$385 per night from 21 Dec to 22 Dec
S$385
21 Dec - 22 Dec
includes taxes & fees
8/10 Very Good! (1,763 reviews)
Great, friendly staff, nice amenities, easy parking and convenient location

Reviewed on 15 Dec, 2025

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Fully refundable
The price is S$501 per night from 13 Jan to 14 Jan
S$501
13 Jan - 14 Jan, 2026
includes taxes & fees
8.6/10 Excellent! (2,934 reviews)
The room was very clean. The staff were very pleasant. Constantine, the bartender at the Pineapple pool was amazing!!!

Reviewed on 15 Dec, 2025

Southernmost Beach Resort and Guesthouses
See all 2,896 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.

Popular places to visit

Smathers Beach showing a sandy beach, a luxury hotel or resort and tropical scenes

Smathers Beach

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Smathers Beach

Things to do

12 hours Day at Key West With Boat Tour and Snorkeling

Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar

S$36
per adult
80% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

S$58
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Commotion on the Ocean Sunset Sail

Key West Sunset Sail with Live Music, Drinks and Appetizers!

S$105
per adult
92% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
See all activities in Key West

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