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

per person

May 12 - May 16

found 1 day ago

Roundtrip 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.

Oceans Edge Key West Resort, Hotel & Marina

Save 100% on your flight

per person

May 3 - May 10

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 4-star golf 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 attractions Smathers Beach and Southernmost Point are located nearby.

The Perry Hotel & Marina Key West

Save 100% on your flight

per person

May 3 - May 10

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Smathers Beach and Southernmost Point are located nearby.

Havana Cabana at Key West - Adults Only

New Town

Save 100% on your flight

per person

May 3 - May 10

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Smathers Beach and Duval Street are located nearby.

Paradise Inn Key West - Adults Only

Old Town Key West

Save 100% on your flight

per person

May 3 - May 10

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3.5-star hotel in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Douglas House

Old Town Key West

Save 100% on your flight

per person

May 3 - May 10

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Southernmost Point and Duval Street 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 $1,447 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 $651

CA $827 total

includes taxes & fees

1 Apr - 2 Apr

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 Smathers Beach and South Beach are located nearby.

Pool

Pet-friendly

Fairfield Inn and Suites by Marriott Key West

2400 N Roosevelt Blvd, Key West, FL

Free cancellation

Reserve now, pay when you stay

CA $362

CA $447 total

includes taxes & fees

1 Apr - 2 Apr

Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Pool

Breakfast included

Southernmost Beach Resort

1319 Duval Street, Key West, FL

CA $661

CA $841 total

includes taxes & fees

12 Mar - 13 Mar

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 Southernmost Point and Duval Street are located nearby.

Pool

Spa

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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.