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

Things to do

Miami to Key West Day Trip with Activity Options

Miami to Key West Day Trip with Activity Options

$39
per adult
84% of travellers recommend
Miami to Key West Day Trip with Activity Options
Entertainer in character at the Shipwreck Treasure Museum in Key West

Shipwreck Treasure Museum Tickets

$19
per adult
76% of travellers recommend
Shipwreck Treasure Museum Tickets
Sunset Sail in Key West with Beverages Included

Sunset Sail in Key West with Beverages Included

$79
per adult
98% of travellers recommend
Sunset Sail in Key West with Beverages Included
See all activities in Key West

Beachside Hotel Deals

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!

Key West FL
Stay at this condo in Key West. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Duval Street and Smathers Beach are located ...
9.8/10 Exceptional! (33 reviews)
The location was awesome and the property manager was wonderful.

Reviewed on Sep 30, 2025

Get rates
GOOD VISIBILITY ~ 4 Bedroom, 3 Bathroom Condo w/ Pool and Ocean Views!
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$188 nightly
The price is $211 total per night from Dec 2 to Dec 3
$211 total
Dec 2 - Dec 3
Total with taxes and 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! (1,720 reviews)
Great room, restaurant, and shuttle!

Reviewed on Nov 26, 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
$145 nightly
The price is $164 total per night from Nov 30 to Dec 1
$164 total
Nov 30 - Dec 1
Total with taxes and 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 ...
7.8/10 Good! (1,730 reviews)
Everything was beautiful and it was a pleasure to stay there. Will stay again.

Reviewed on Nov 25, 2025

Blue Flamingo Resort 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
$143 nightly
The price is $161 total per night from Dec 14 to Dec 15
$161 total
Dec 14 - Dec 15
Total with taxes and fees
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! (1,134 reviews)
Great pool and exercise/weight room area!

Reviewed on Nov 23, 2025

Hilton Garden Inn Key West / The Keys Collection
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$202 nightly
The price is $227 total per night from Nov 30 to Dec 1
$227 total
Nov 30 - Dec 1
Total with taxes and 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! (1,748 reviews)
The property was beautiful. The staff was welcoming and helpful. The room and accommodations were wonderful. Enjoyed the convenience of the concierge services as well as the shuttle. Everyone from the bellmen Sam to the shuttle drivers were friendly and made the time spent on property a joy.

Reviewed on Nov 25, 2025

Oceans Edge Key West Resort, Hotel & Marina
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$233 nightly
The price is $263 total per night from Dec 2 to Dec 3
$263 total
Dec 2 - Dec 3
Total with taxes and 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! (2,881 reviews)
A1

Reviewed on Nov 24, 2025

Southernmost Beach Resort and Guesthouses
See all 2,853 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 Clarence S. Higgs Memorial Beach Park, 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 Clarence S. Higgs Memorial Beach Park.

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 Key West Historic Seaport.

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 Key West Historic Seaport are two attractions nearby that you can check out.

Meadows
See our Where To Stay guide

Beachside, FL

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