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

Entertainer in character at the Shipwreck Treasure Museum in Key West

Shipwreck Treasure Museum Tickets

$19
per adult
78% of travellers recommend
Shipwreck Treasure Museum Tickets
Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

$45
per adult
88% of travellers recommend
Key West Conch Tour Train
Key West Half-Day Fishing Charter

Key West Half-Day Fishing Charter

$102
per adult
90% of travellers recommend
Key West Half-Day Fishing Charter
GLASS BOTTOM BOAT

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
Schooner Appledore Day Sail with Full Bar in Key West

Schooner Appledore Day Sail with Full Bar in Key West

$49
per adult
Schooner Appledore Day Sail with Full Bar in Key West
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

$79
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
See all activities in Key West

Beachside Hotel Deals

Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd Key West FL
$309 nightly
The price is $347 total per night from Jan 8 to Jan 9
$347 total
Jan 8 - Jan 9
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! (1,835 reviews)
Pool and hot tub were very nice,chicken walk was excellent! Great staff!!!!

Reviewed on Dec 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
$292 nightly
The price is $329 total per night from Jan 4 to Jan 5
$329 total
Jan 4 - Jan 5
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 ...
8/10 Very Good! (1,803 reviews)
The room was very clean and comfortable. The $15.00 for parking your car was a little of the top tho! You should really give discounts for Florida Residence too, we drove 350 miles to come see Key West and to have to pay all the fees & parking fee is a bit much!

Reviewed on Dec 26, 2025

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

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
$275 nightly
The price is $309 total per night from Jan 6 to Jan 7
$309 total
Jan 6 - Jan 7
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! (1,763 reviews)
So many activities and amazing staff and service. The shuttle was very convenient. I would stay here again! Perfect for families. I felt safe. Very laid back environment.

Reviewed on Dec 26, 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
$419 nightly
The price is $472 total per night from Jan 26 to Jan 27
$472 total
Jan 26 - Jan 27
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! (2,962 reviews)
Nice clean room, scenic views, accessible area

Reviewed on Dec 30, 2025

Southernmost Beach Resort and Guesthouses
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4 out of 5
3990 S Roosevelt Blvd Key West FL
$268 nightly
The price is $302 total per night from Jan 4 to Jan 5
$302 total
Jan 4 - Jan 5
Total with taxes and fees
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
8/10 Very Good! (1,006 reviews)
Yes we loved the room and everything that went with it. I would stay there again.

Reviewed on Dec 29, 2025

DoubleTree Resort by Hilton Grand Key - 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
$263 nightly
The price is $296 total per night from Jan 4 to Jan 5
$296 total
Jan 4 - Jan 5
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! (1,175 reviews)
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Reviewed on Dec 30, 2025

Hilton Garden Inn Key West / The Keys Collection
See all 2,890 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 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
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
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 Cemetery 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 Key West Cemetery.

The Meadows
See our Where To Stay guide

Beachside, FL

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