Beachside, FL

Key West

Every year we are blessed to go on a family adventure! This year was Key West #AquaTrove #NomadicSoul #TravelinLight #BeachBound #SpringFun #Waterlust #Colorful #Blue
Every year we are blessed to go on a family adventure! This year was Key West #AquaTrove #NomadicSoul #TravelinLight #BeachBound #SpringFun #Waterlust #Colorful #Blue
This is definitely one of my favorite photos from Key West. I wouldn't recommend swimming at this beach though. The water is very murky and bleh. Who knows what is lurking in there waiting to chomp on your ankles! #BeachBound
Beach days are always peaceful! This little sail boat just happened to be in the right place at the right time t make a beautiful ocean scene even more beautiful. #Springfun
Beach Paradise!

Popular places to visit

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

Smathers Beach

4/5(1,151 reviews)

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

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

￥7,039
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

￥11,378
per traveler
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Commotion on the Ocean Sunset Sail

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

￥12,518
per adult
92% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
Family navigating the sea on the glass bottom boat in Key West

Key West Sunset Cruise & Glass Bottom Eco Tour

￥10,952
per adult
74% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
Aboard the trolley in Key West

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

￥9,034
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Friends cheers with cocktails on Key West cruise

Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!

￥8,290
per adult
90% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
See all activities in Key West

Beachside Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ￥70,481 per night from Jan 26 to Jan 27
￥70,481
￥90,859 total
Jan 26 - Jan 27
includes taxes & fees
Book a stay at this beach 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! (3,008 reviews)
NA but view from restaurant on beach great

Reviewed on Jan 20, 2026

Southernmost Beach Resort and Guesthouses
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 ￥78,337 per night from Feb 2 to Feb 3
￥78,337
￥98,281 total
Feb 2 - Feb 3
includes taxes & fees
Book a stay at this 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! (1,779 reviews)
Great staff.

Reviewed on Jan 17, 2026

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 ￥56,907 per night from Jan 25 to Jan 26
￥56,907
￥72,934 total
Jan 25 - Jan 26
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 ...
8/10 Very Good! (1,879 reviews)
Great

Reviewed on Jan 20, 2026

Blue Flamingo Resort Key West
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4 out of 5
2801 N Roosevelt Blvd Key West FL
The price is ￥60,068 per night from Jan 28 to Jan 29
￥60,068
￥76,670 total
Jan 28 - Jan 29
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
9/10 Wonderful! (1,240 reviews)
Beautiful property, trees, patios, sunset viewing hammocks and chairs, bar under the canopy All the staff was friendly informative, flexible with requests We didn’t eat or drink this time

Reviewed on Jan 21, 2026

Parrot Key Hotel & Villas
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
3101 N. Roosevelt Blvd Key West FL
The price is ￥50,485 per night from Jan 26 to Jan 27
￥50,485
￥61,055 total
Jan 26 - Jan 27
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. ...
8/10 Very Good! (2,044 reviews)
Room was very nice

Reviewed on Jan 17, 2026

Ibis Bay Beach Resort
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
The price is ￥50,675 per night from Jan 25 to Jan 26
￥50,675
￥72,162 total
Jan 25 - Jan 26
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! (1,912 reviews)
Everything was great! Love the resort, pool, and cleanliness.

Reviewed on Jan 18, 2026

Beachside Resort & Residences
See all 2,884 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

#LifeAtExpedia It's a very popular saying that if you want to enjoy Key West, it's best done either under water or over water. If you happen to visit this place in one of the colder months, I highly recommend taking a helicopter ride to enjoy amazing keys of Florida. They cost around $150 per person but totally worth the money. The views that you see are second to none. #LifeAtExpedia

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 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 Clarence S. Higgs Memorial Beach Park.

White St. Gallery
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 Clarence S. Higgs Memorial Beach Park, some noteworthy sights in the nearby area.

White Street Gallery District
Not a bad beach, just not very big.

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
Meadows

Meadows

5/5(1 area review)

Meadows might not have many top sights, but Duval Street and Ernest Hemingway Home and Museum are two attractions nearby that you can check out.

Meadows
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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 Ernest Hemingway Home and Museum.

The Meadows

Beachside, FL