Smathers Beach Vacation Deals: Smathers Beach, Beachside Holidays

Smathers Beach vacation package deals

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

Hyatt Vacation Club at Windward Pointe, Key West

per person

Jun. 16 - Jun. 19

found 23 hours ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3.5-star 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.

The Gates Hotel Key West Newly Renovated

New Town

Save 100% on your flight

per person

Jun. 7 - Jun. 13

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

Beachside

Save 100% on your flight

per person

May 2 - May 8

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3-star cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Duval Street and Smathers Beach are located nearby.

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

Key West Historic District

Save 100% on your flight

per person

May 13 - May 19

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 3-star cottage in Key West. Enjoy patios, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Bishop Hotel Key West

Old Town Key West

Save 100% on your flight

per person

Jun. 7 - Jun. 13

found 16 hours ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

Stay at this 4-star guesthouse in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Hyatt Centric Key West Resort and Spa

Key West Historic District

Save 100% on your flight

per person

May 13 - May 19

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Key West (EYW)

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 bar in our reviews. Popular attractions Duval Street and Mallory Square 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 $998 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 $461

CA $611 total

includes taxes & fees

1 May - 2 May

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

Fairfield Inn and Suites by Marriott Key West

2400 N Roosevelt Blvd, Key West, FL

CA $311

CA $390 total

includes taxes & fees

27 Apr - 28 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

Free cancellation

CA $633

CA $810 total

includes taxes & fees

6 Apr - 7 Apr

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

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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.