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

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.
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Things to do

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
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour

S$162
per adult
98% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

S$72
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West: All-Inclusive Watersports Combo With Jetski, Parasail And Lunch

Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch

S$208
per adult
88% of travellers recommend
Key West's All-Inclusive Combo With Jetski, Parasail, Snorkeling & Lunch
Key West Sunset Sail with Live Music, Drinks and Appetizers!

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

S$125
per adult
92% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
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$35
per adult
86% of travellers recommend
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
See all activities in Key West

Top hotels in Beachside

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is S$292 per night from 1 Sept to 2 Sept
S$292
per night
1 Sept - 2 Sept
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.8/10 Excellent! (3,507 reviews)
"Nice stay in overall"

Reviewed on 11 Aug, 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 S$276 per night from 12 Aug to 13 Aug
S$276
per night
12 Aug - 13 Aug
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 2 restaurants and a private beach. Our guests praise the pool and the helpful staff in their reviews. ...
Beachside Resort & Residences
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is S$204 per night from 12 Aug to 13 Aug
S$204
per night
12 Aug - 13 Aug
Stay at this beach hotel in Key West. Enjoy free breakfast, free Wi-Fi and a private beach. Our guests praise the breakfast and the pool in their reviews. Popular ...
Ibis Bay Beach Resort
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
The price is S$275 per night from 30 Aug to 31 Aug
S$275
per night
30 Aug - 31 Aug
Stay at this beach hotel in Key West. Enjoy free Wi-Fi, 4 outdoor pools and breakfast (surcharge). Our guests praise the pool and the bar in their reviews. Popular ...
9/10 Wonderful! (1,452 reviews)
"Housekeeping did not clean room. I called front desk receptionist to let them know. They told me they would send housekeeping to clean room. We left for dinner and when we arrived the room was never cleaned."

Reviewed on 10 Aug, 2026

Parrot Key Hotel & Villas
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
The price is S$239 per night from 1 Sept to 2 Sept
S$239
per night
1 Sept - 2 Sept
Stay at this family-friendly hotel in Key West. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
Blue Flamingo Resort Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
The price is S$375 per night from 31 Aug to 1 Sept
S$375
per night
31 Aug - 1 Sept
Stay at this beach resort in Key West. Enjoy free Wi-Fi, a full-service spa and a marina. Our guests praise the pool and the helpful staff in their reviews. ...
Hyatt Centric Key West Resort and Spa
See all 2,748 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 for the activities you enjoy most.
A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Florida Keys Beaches.

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

Downtown Key West

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

A two-story house with green shutters and a wooden balcony.

Key West Historic District

Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.

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

New Town

While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.

Beachside