Smathers Beach Vacation Deals: Smathers Beach, Beachside Holidays

Smathers Beach vacation package deals

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

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

CA $1,296

per person

Oct 26 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) 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.

Hyatt Vacation Club at Windward Pointe, Key West

CA $1,397

per person

Oct 26 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Pier House Resort & Spa

Key West Historic District

CA $1,804

per person

Oct 26 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Key West (EYW)

Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Kona Kai Oasis

Old Town Key West

CA $2,319

per person

Oct 31 - Nov 7

found 12 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Almond Tree Inn Hotel - Adults Only

Old Town Key West

CA $2,051

per person

Oct 9 - Oct 13

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YUL) 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 pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

The Grand Guesthouse

Old Town Key West

CA $1,582

per person

Sep 25 - Sep 29

found 15 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Key West (EYW)

Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and South Beach 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 $1,296 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 $247

CA $365 total

Sep 1 - Sep 2

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

Beachside Resort & Residences

3841 N Roosevelt Blvd, Key West, FL

Free cancellation

Reserve now, pay when you stay

CA $176

CA $268 total

Aug 26 - Aug 27

includes taxes & fees

Stay at this 3.5-star 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. Popular attractions Duval Street and Smathers Beach are located nearby.

On private beach

Pool

By the Beautiful Sea - Key West Beach Front Condo - w Pool Access

Book a stay at this beach condo in Key West. Enjoy free WiFi, a beach locale, and a sauna. Popular attractions Duval Street and Smathers Beach are located nearby.

Pool

Hot tub

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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.