Smathers Beach Vacation Deals: Smathers Beach, Beachside Vacations

Smathers Beach vacation package deals

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

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

Save 100% on your flight

per person

Jun 26 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and luggage storage are also offered.

The Grand Guesthouse

Old Town Key West

Save 100% on your flight

per person

Jun 14 - Jun 19

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This guesthouse features free WiFi in public areas, concierge services, and free self parking. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.

Southernmost Beach Resort

Old Town Key West

Save 100% on your flight

per person

Jun 26 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.

Almond Tree Inn Hotel - Adults Only

Old Town Key West

Save 100% on your flight

per person

Jun 26 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free continental breakfast each morning.

Orchid Key Inn - Adults Only

Old Town Key West

Save 100% on your flight

per person

Jun 26 - Jun 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the hot tub and free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and dry cleaning are also offered.

Pier House Resort & Spa

Key West Historic District

Save 100% on your flight

per person

Jul 9 - Jul 13

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

This smoke-free resort features a private beach, a full-service spa, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling on business? Take advantage of the 2 conference rooms, business center, and express check-in.

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 $844 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 1,000,000 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.

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

$315

includes taxes & fees

$280 per night

Jun 3 - Jun 4

This hotel features a restaurant, an outdoor pool, and a bar/lounge. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.

Pool

Pet friendly

Southernmost Beach Resort

1319 Duval Street, Key West, FL

Free Cancellation

$366

includes taxes & fees

$326 per night

Jun 3 - Jun 4

This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.

Pool

Spa

Fairfield Inn and Suites by Marriott Key West

2400 N Roosevelt Blvd, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$226

includes taxes & fees

$201 per night

May 19 - May 20

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free continental breakfast each morning.

Pool

Breakfast included

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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.