Smathers Beach Vacation Deals: Smathers Beach, Beachside Holidays

Smathers Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.

Fitch Lodge - Key West Historic Inns

Key West Historic District

CA $1,775

per person

Nov 24 - Dec 1

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Ella's Cottages - Key West Historic Inns

Old Town Key West

CA $2,381

per person

Dec 20 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Ridley House - Key West Historic Inns

Key West Historic District

CA $2,988

per person

Dec 20 - Dec 27

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

CA $1,967

per person

Nov 24 - Dec 1

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

The Key West Hotel

Key West Historic District

CA $5,882

per person

Nov 24 - Dec 1

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

CA $2,019

per person

Nov 24 - Dec 1

found 16 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Frequently asked questions

How much are vacation packages to Smathers Beach?

Save on your Smathers Beach visit by combining your hotel and return flights into a CA $1,775 package. With all that extra cash in your pocket, why not stay for a couple more nights and discover even more?

Where can I get the best vacation package deals for Smathers Beach?

You'll find a tempting selection of Smathers Beach package deals on Travelocity. With as many as 400 airlines and 665,000 properties around the globe, organizing the ultimate escape will be simple.

Why should I book my Smathers Beach vacation package via Travelocity?

Travel should be about making cherished new memories and leaving all your stresses behind — which is why we have a friendly team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our broad range of vacation packages. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.

Can I go on vacation to Smathers Beach at this time?

Don't take off to Smathers Beach without up-to-date facts about travel restrictions and quarantine policies. Travelocity's Covid-19 Travel Advisor can fill you in. Our travel experts have pulled together all the information you need to make your getaway as hassle-free as possible.

Top Smathers Beach hotel deals

Margaritaville Beach House Key West

2001 South Roosevelt Boulevard, Key West, FL

Free cancellation

Reserve now, pay when you stay

CA $250

CA $369 total

Oct 20 - Oct 21

includes taxes & fees

Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Pool

Pet-friendly

Southernmost Beach Resort and Guesthouses

1319 Duval Street, Key West, FL

Free cancellation

CA $236

CA $360 total

Oct 29 - Oct 30

includes taxes & fees

Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Pool

Spa

Parrot Key Hotel & Villas

2801 N Roosevelt Blvd, Key West, FL

Free cancellation

Reserve now, pay when you stay

CA $184

CA $288 total

Oct 13 - Oct 14

includes taxes & fees

Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Pool

Free WiFi

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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.