Exclusive Smathers Beach Vacation Deals

Smathers Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.
Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $1,445, price is now $963 per person
$963
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this hotel, along with free WiFi in public areas and luggage storage. Enjoy the free buffet breakfast each morning. Concierge services are provided for your convenience.
The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was $6,090, price is now $3,701 per person
$3,701
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,849, price is now $1,815 per person
$1,815
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.
Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,528, price is now $1,006 per person
$1,006
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,583, price is now $1,063 per person
$1,063
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

3 out of 5
Old Town Key West
Save 100% on your flight
Price was $5,359, price is now $3,714 per person
$3,714
per person
Nov 13 - Nov 20
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas.

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 $963 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

Margaritaville Beach House Key West

4 out of 5
2001 South Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$204 nightly
The price is $295 total per night
$295 total
Sep 8 - Sep 9
Total with taxes and fees
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 a terrace are also provided.
Pool
Pet friendly
By the Beautiful Sea - Key West Beach Front Condo - w Pool Access

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

Key West FL
This condo features a hot tub and a sauna. Laundry facilities and barbecue grills are also provided.
Pool
Hot Tub
La Brisa - Ocean Views Across from Smathers Beach

La Brisa - Ocean Views Across from Smathers Beach

Key West FL
This condo features an outdoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.
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.

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