Beachside, FL

Key West

Smathers Beach showing a bay or harbor, tropical scenes and windsurfing
Smathers Beach featuring a sandy beach and a bridge as well as an individual femail
Smathers Beach featuring a bay or harbor and a beach as well as a small group of people
Smathers Beach showing a luxury hotel or resort, tropical scenes and a beach
Smathers Beach featuring tropical scenes, bird life and a sandy beach

Popular places to visit

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

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

Beachside Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
The price is ₩259,560 per night from Nov 16 to Nov 17
₩259,560
per night
Nov 16 - Nov 17
Stay at this 4-star luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
8.8/10 Excellent! (1,732 reviews)
Excellent

Reviewed on Nov 7, 2025

Oceans Edge Key West Resort, Hotel & Marina
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
The price is ₩147,809 per night from Nov 17 to Nov 18
₩147,809
per night
Nov 17 - Nov 18
Stay at this 4-star family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
7.8/10 Good! (1,671 reviews)
The star was outstanding and the experience was overall great. Only caveat is the resort fees and taxes not being very crystal clear with Expedia pricing and what they hold at the resort and charge.

Reviewed on Nov 8, 2025

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 ₩194,164 per night from Nov 17 to Nov 18
₩194,164
per night
Nov 17 - Nov 18
Stay at this 3.5-star 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! (1,669 reviews)
Clain for one of the nicest places in Key West

Reviewed on Nov 9, 2025

Beachside Resort & Residences
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 ₩258,443 per night from Nov 30 to Dec 1
₩258,443
per night
Nov 30 - Dec 1
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,859 reviews)
Wonderful place to stay. Uber pickup was easy. Trolly available across the street for trolly. We had great dining options.

Reviewed on Nov 6, 2025

Southernmost Beach Resort and Guesthouses
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard, Key West, FL
The price is ₩261,571 per night from Dec 2 to Dec 3
₩261,571
per night
Dec 2 - Dec 3
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
8.6/10 Excellent! (1,781 reviews)
Great place, loved it

Reviewed on Oct 30, 2025

Margaritaville Beach House Key West
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 out of 5
3850 N Roosevelt Blvd, Key West, FL
The price is ₩127,424 per night from Dec 1 to Dec 2
₩127,424
per night
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
7.8/10 Good! (1,115 reviews)
Clean rooms. Reasonable rates. Great location.

Reviewed on Nov 7, 2025

Hilton Garden Inn Key West / The Keys Collection
See all 2,878 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.

Other neighborhoods around Beachside

Getting lost in Key West, I found great pieces of street art, telling the story of the island. #localgem

Midtown

4/5(1 area review)

If you're looking for some top things to see and do in Midtown and surrounding area, you can visit Duval Street and Clarence S. Higgs Memorial Beach Park.

Midtown
Great location for great pictures, very nice beach

White Street Gallery District

When in White Street Gallery District, you can plan a visit to Duval Street and Saint Mary Star of the Sea, some noteworthy sights in the nearby area.

White Street Gallery District
Great location for great pictures, very nice beach

White St. Gallery

While White St. Gallery might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Duval Street and Saint Mary Star of the Sea.

White St. Gallery
Clarence S. Higgs Memorial Beach Park which includes landscape views, tropical scenes and a sandy beach

Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.

Casa Marina
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The Meadows

Though The Meadows might not have many top sights, you can venture to the surrounding area to see attractions like Duval Street and Saint Mary Star of the Sea.

The Meadows
If you are looking for good Thai food in Key West, Thai Island is the place to go! Sitting on the porch overlooking the marina is a great place to enjoy a #delicious meal. The red curry chicken is one of my favorite dishes they serve as well as the variety of sushi on the menu!

Meadows

5/5(1 area review)

Meadows might not have many top sights, but Duval Street and Saint Mary Star of the Sea are two attractions nearby that you can check out.

Meadows

Beachside, FL