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

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
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
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
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
$412 nightly
The price is $464 total per night from Jan 15 to Jan 16
$464 total
Jan 15 - Jan 16
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! (1,894 reviews)
Beautiful property, helpful staff , would highly recommend

Reviewed on Jan 11, 2026

Beachside Resort & Residences
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard Key West FL
$342 nightly
The price is $384 total per night from Jan 15 to Jan 16
$384 total
Jan 15 - Jan 16
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! (1,846 reviews)
Everything was clean, people were friendly. A lot to do there

Reviewed on Jan 11, 2026

Blue Flamingo Resort Key West
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
$530 nightly
The price is $596 total per night from Jan 26 to Jan 27
$596 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! (3,008 reviews)
Room smelled musty all the time we were there and we ran the ac all the time. Also, breakfast was not served at guesthouse so we had to walk to main building every day. Not a big deal but it was not what we were told when we booked our stay. Otherwise, it was a very pleasant stay, all in all

Reviewed on Jan 12, 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
Fully refundableReserve now, pay when you stay
$310 nightly
The price is $348 total per night from Jan 21 to Jan 22
$348 total
Jan 21 - Jan 22
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! (1,778 reviews)
The staff was outstanding, rooms were clean and beautiful and food was excellent. All around a great hotel!

Reviewed on Jan 11, 2026

Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Boulevard Key West FL
$524 nightly
The price is $589 total per night from Feb 8 to Feb 9
$589 total
Feb 8 - Feb 9
Total with taxes and fees
Book a stay at this 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! (1,784 reviews)
Overall nice. We got locked out of our room safe….not convenient. They opened it, but it didn’t fix the problem.

Reviewed on Jan 12, 2026

Margaritaville Beach House Key West
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
$352 nightly
The price is $396 total per night from Jan 19 to Jan 20
$396 total
Jan 19 - Jan 20
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! (1,004 reviews)
did not have one

Reviewed on Jan 10, 2026

DoubleTree Resort by Hilton Grand Key - Key West
See all 2,877 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 Key West Cemetery are two attractions nearby that you can check out.

Meadows
Default Image

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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