
Exclusive Smathers Beach Vacation Deals

Smathers Beach vacation package deals
Price found within the past 48 hours. Click for updated prices.

Parrot Key Hotel & Villas
Northside Resort
Price was $2,016, price is now $1,396 per person
$1,396
per person
Nov 4 - Nov 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This smoke-free hotel features 4 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Unwind with a drink at the bar/lounge and enjoy perks like a free beach shuttle.

The Key West Hotel
Key West Historic District
Price was $4,667, price is now $2,917 per person
$2,917
per person
Nov 4 - Nov 8
found 2 days ago
Roundtrip non-stop 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.

Ella's Cottages - Key West Historic Inns
Old Town Key West
Price was $2,433, price is now $1,726 per person
$1,726
per person
Nov 4 - Nov 8
found 2 days 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. 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.

Ridley House - Key West Historic Inns
Key West Historic District
Price was $2,433, price is now $1,726 per person
$1,726
per person
Nov 4 - Nov 8
found 2 days ago
Roundtrip non-stop 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.

Southernmost House - Adult Exclusive
Old Town Key West
Price was $2,799, price is now $2,010 per person
$2,010
per person
Nov 4 - Nov 8
found 2 days ago
Roundtrip non-stop 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.

Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $2,874, price is now $2,080 per person
$2,080
per person
Nov 4 - Nov 8
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a gym.
Frequently asked questions
Top Smathers Beach hotel deals

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Free Cancellation
Reserve now, pay when you stay
$234 nightly
The price is $263 total per night
$263 total
Sep 10 - Sep 11
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the 24-hour gym and perks like a free airport shuttle. You'll appreciate the hot tub, poolside bar, and concierge services.
Pool
Hot Tub
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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