Beachside
Key West
Visit Beachside
Stay near popular Beachside attractions
Things to do
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
CA $63
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
CA $79
per adult
88% of travellers recommend
Champagne and Sunsets: A Key West Catamaran Adventure
CA $83
per adult
94% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
CA $77
per adult
86% of travellers recommend
Key West Afternoon At The Reef Snorkeling Adventure with Open Bar!
CA $75
per adult
92% of travellers recommend
Beachside Hotel Deals
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
The price is CA $291 per night from Oct 26 to Oct 27
CA $291
CA $416 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
8.8/10 Excellent! (1,806 reviews)
"Beautiful property. Right across from smathers beach. Free welcome cocktails. Fresh cookies in the afternoon. Popsicles for the kiddos. Restaurant has great breakfast options. Free Shuttle to an from old town and the airport. Staff were amazing. Let us check in early. Perfect. Will stay again."
Reviewed on Oct 23, 2026
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
The price is CA $227 per night from Nov 18 to Nov 19
CA $227
CA $344 total
Nov 18 - Nov 19
includes taxes & fees
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
The price is CA $163 per night from Oct 26 to Oct 27
CA $163
CA $262 total
Oct 26 - Oct 27
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 ...
8.6/10 Excellent! (2,742 reviews)
"Loved this hotel! Hourly shuttle to town, wish it was later then 10 pm though. Staff very nice and they celebrated my son’s birthday with champagne and snacks in our room!"
Reviewed on Oct 23, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
The price is CA $164 per night from Oct 25 to Oct 26
CA $164
CA $318 total
Oct 25 - Oct 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! (2,646 reviews)
"Loved the place. Will definitely be back in the future with the family."
Reviewed on Oct 23, 2026
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
The price is CA $181 per night from Oct 25 to Oct 26
CA $181
CA $248 total
Oct 25 - Oct 26
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. ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is CA $344 per night from Nov 18 to Nov 19
CA $344
CA $482 total
Nov 18 - Nov 19
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
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 Florida Keys Beaches are top sights worth seeing.
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.
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.
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 Fort East Martello Museum and Gallery.
Beachside
Explore a world of travel with Expedia
- B&B in Key West
- Golf Hotels in Key West
- Pet-Friendly Hotels in Key West
- Beach Hotel Hotels in Key West
- Hotels near Duval Street
- Key West Historic District Hotels
- Condo Rentals in Key West
- Old Town Key West Hotels
- Houseboats in Key West
- Motel 6 Hotels in Key West
- Family Hotels in Key West
- Key West Hotels
- Blue Flamingo Resort Key West
- Wyndham Hotels in Key West
- Luxury Hotels in Key West
- Southernmost House
- Almond Tree Inn Hotel
- Beach Hotel Hotels in Beachside
- Simonton Court Historic Inn & Cottages
- Cottages in Key West
- Oceanfront Hotels in Key West
- Boutique Hotels in Key West
- Villas in Key West
- Hotels near Smathers Beach
- Adults Only Resorts & in Key West
- All Inclusive Resorts and in Key West
- Orchid Key Inn
- Ahoy Mate! with Compass Realty at the Truman Annex in Key West
- All Inclusive Resorts and in Beachside
- Lgbt Friendly Hotels in Key West
- Apartments in Key West
- Romantic Hotels in Key West
- Cheap Hotels in Key West
- 5 Star Hotels in Key West
- Hotels with Kitchenettes in Key West
- Flights from New York (JFK) to Key West (EYW)
- Flights from Fort Lauderdale (FLL) to Key West (EYW)
- Flights from Fort Myers (RSW) to Key West (EYW)
- Flights from Atlanta (ATL) to Key West (EYW)
- Flights from Calgary (YYC) to Key West (EYW)
- Flights from Boston (BOS) to Key West (EYW)
- Flights from Key West Intl.
- Flights from Toronto (YYZ) to Key West (EYW)
- Flights from Orlando (MCO) to Key West (EYW)
- Flights from West Palm Beach (PBI) to Key West (EYW)
- Flights from Miami (MIA) to Key West (EYW)
- Flights from Ottawa (YOW) to Key West (EYW)
- Flights from Halifax (YHZ) to Key West (EYW)
- Flights from Syracuse (SYR) to Key West (EYW)
- Flights from Sarasota (SRQ) to Key West (EYW)
- Flights from Naples (APF) to Key West (EYW)
- Flights from Buffalo (BUF) to Key West (EYW)
- Flights from Hamilton (YHM) to Key West (EYW)
- Flights from St. Petersburg (PIE) to Key West (EYW)
- Flights from Montreal (YUL) to Key West (EYW)
- Flights from Kailua-Kona (KOA) to Key West (EYW)
- Flights from Detroit (DTW) to Key West (EYW)
- Flights from Vancouver (YVR) to Key West (EYW)
- Flights from Tampa (TPA) to Key West (EYW)
- Flights from Edmonton (YEG) to Key West (EYW)
- Flights to Key West
- Visit Fleming Key
- Visit Historic Seaport
- Key West Vacations
- Visit Northside Resort
- Visit Poinciana Plaza
- Visit Sugarloaf Key
- Visit Key West
- Visit Uptown - Upper Duval
- Mallory Square
- Clarence S. Higgs Memorial Beach Park
- Visit Downtown Key West
- Visit Key West Historic District
- Visit Duck Key
- Mel Fisher Maritime Museum
- Harry S. Truman Little White House
- Southernmost Point
- All inclusive Vacation Packages Key West
- Fort East Martello Museum and Gallery
- Duval Street
- Visit Bahama Village
- Visit Big Pine Key
- Visit Marathon
- Visit Little Torch Key
- Visit Cow Key
- Visit White Street Gallery District
- Visit Boca Chica Key
- Smathers Beach
- Visit Cudjoe Key
- Visit Doctor's Arm
- Visit Summerland Key
- Visit Ramrod Key
- Fort Zachary Taylor Historic State Park
- South Beach
- Visit Big Torch Key
