Beachside
Key West
Visit Beachside
Popular places to visit
Smathers Beach
Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.
Things to do
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $36
per child
88% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $62
per adult
94% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $76
per adult
86% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
CA $111
per traveller
92% of travellers recommend
Key West Haunted Tour : Ghosts & Gravestones
CA $55
per adult
88% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $66
per adult
92% of travellers recommend
Beachside Hotel Deals
Atlantic Paradise by AvantStay | Great Location w/ & Shared Pool and hot tub!
Key West FL
Stay at this vacation home in Key West. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Southernmost Point and Duval Street are ...
9.4/10 Exceptional! (92 reviews)
"Great location. Great communication with owner."
Reviewed on Apr 17, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $175 per night from Jun 10 to Jun 11
CA $175
CA $275 total
Jun 10 - Jun 11
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 ...
8.4/10 Very Good! (2,357 reviews)
"Wonderful stay"
Reviewed on Jun 9, 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is CA $281 per night from Jun 29 to Jun 30
CA $281
CA $419 total
Jun 29 - Jun 30
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 ...
8.8/10 Excellent! (3,375 reviews)
"Espectacular"
Reviewed on Jun 8, 2026
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
The price is CA $160 per night from Jul 8 to Jul 9
CA $160
CA $220 total
Jul 8 - Jul 9
includes taxes & 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 ...
8/10 Very Good! (1,236 reviews)
"The room had great bed and good bathroom, towels were also great.! Definitely going to stay at this hotel again...👍"
Reviewed on Jun 8, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $320 per night from Jul 6 to Jul 7
CA $320
CA $448 total
Jul 6 - Jul 7
includes taxes & 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 ...
8.8/10 Excellent! (1,828 reviews)
"Nice hotel and convenient to Smather's beach right across the street and the view was amazing. All the staff were helpful and friendly. My daughter and I enjoyed our stay. Convenient shuttle to downtown and to the airport. Drinks from the bar were awesome but the food we had was just average but ..."
Reviewed on Jun 8, 2026
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
The price is CA $332 per night from Jun 23 to Jun 24
CA $332
CA $471 total
Jun 23 - Jun 24
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (1,006 reviews)
"Great location! Great staff!"
Reviewed on Jun 8, 2026
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.
Where to stay in Beachside
Find the best Beachside areas and neighborhoods for the activities you enjoy most. Learn more about Beachside
Learn more about Beachside
Old Town Key West
If you're spending some time in Old Town Key West, Duval Street and Southernmost Point are top sights worth seeing.
Key West Historic District
Travelers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to make a stop by Duval Street and Florida Keys Beaches.
Downtown Key West
If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.
New Town
Though New Town might not have many top sights, you can venture to the surrounding area to see attractions like Smathers Beach and Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Southernmost Point and Duval Street are top sights worth seeing.
Beachside
Explore a world of travel with Expedia
- All Inclusive Resorts and in Casa Marina
- Cheap Hotels in Casa Marina
- Hotels & Resorts for Couples in Casa Marina
- Luxury Hotels in Casa Marina
- Casa Marina Hotels
- Hotels near Clarence S. Higgs Memorial Beach Park
- Casino Hotels in Monroe County
- Historic Hotels in Monroe County
- Honeymoon Resorts and in Monroe County
- Hotels with Early Check-in in Monroe County
- Hotels with smoking rooms in Monroe County
- Lake Hotels in Monroe County
- Pet-Friendly Hotels in Monroe County
- Romantic Hotels in Monroe County
- Hotel Wedding Venues Hotels in Monroe County
- Monroe County Hotels
- All Inclusive Resorts and in Key West
- Cheap Hotels in Key West
- Key West Hotels
- Beach Hotel Hotels in Meadows
- Pet-Friendly Hotels in Meadows
- Waterpark Hotels in Meadows
- All Inclusive Resorts and in Midtown
- Beach Hotel Hotels in Midtown
- Boutique Hotels in Midtown
- Hotels with Free Airport Shuttle in Midtown
- Spa Hotels in Midtown
- Midtown Hotels
- Farmstay in Monroe County
- B&B in Monroe County
- Adults Only Resorts & in Old Town Key West
- Beach Hotel Hotels in Old Town Key West
- Boutique Hotels in Old Town Key West
- Casino Hotels in Old Town Key West
- Cheap Hotels in Old Town Key West
- Family Hotels in Old Town Key West
- Historic Hotels in Old Town Key West
- Honeymoon Resorts and in Old Town Key West
- Hotels with a Pool in Old Town Key West
- Hotels with a Lazy River in Old Town Key West
- Hotels with Bar in Old Town Key West
- Hotels with Free Airport Shuttle in Old Town Key West
- Hotels with Free Breakfast in Old Town Key West
- Hotels with Kitchenettes in Old Town Key West
- Hotels with Tennis Courts in Old Town Key West
- Lgbt Friendly Hotels in Old Town Key West
- Luxury Hotels in Old Town Key West
- Mountain Hotels in Old Town Key West
- Oceanfront Hotels in Old Town Key West
- Pet-Friendly Hotels in Old Town Key West
- Romantic Hotels in Old Town Key West
- Shopping Hotels in Old Town Key West
- Old Town Key West Hotels
- Hotels near Simonton Beach
- Hotels near Smathers Beach
- Hotels near South Beach
- Pet-Friendly Hotels in The Meadows
- The Meadows Hotels
- White St. Gallery Hotels
- Beach Hotel Hotels in White Street Gallery District
- Hotels with Free Airport Shuttle in White Street Gallery District
- White Street Gallery District Hotels
- Visit Bahia Honda Key
- Visit Big Coppitt Key
- Visit Doctor's Arm
- Visit Big Pine Key
- Visit Big Torch Key
- Visit Boca Chica Key
- Clarence S. Higgs Memorial Beach Park
- Visit Cow Key
- Visit Cudjoe Key
- Visit Dredgers Key
- Visit Fleming Key
- Visit Grassy Key
- Visit Bahama Village
- Visit Downtown Key West
- Visit Historic Seaport
- Visit Key West Historic District
- Visit Northside Resort
- Visit Uptown - Upper Duval
- Visit White Street Gallery District
- Key West Vacations
- Visit Key West
- Visit Little Torch Key
- Visit Lower Florida Keys
- Visit Marathon
- Visit Melody Key
- Visit No Name Key
- Visit No Name Key
- Visit Ramrod Key
- Visit Rockland Key
- Smathers Beach
- South Beach
- Visit Stock Island
- Visit Sugarloaf Key
- Visit Summerland Key
