Search Deals onSmathers Beach Vacation Packages
Smathers Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Kona Kai Oasis
Price was $869, price is now $746 per person
$746
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,490, price is now $972 per person
$972
per person
Oct 18 - Oct 22
found 10 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Key West (EYW)
Stay at this 3.5-star eco-certified 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.

Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,488, price is now $981 per person
$981
per person
Oct 18 - Oct 22
found 10 hours ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Key West (EYW)
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool
Price was $1,600, price is now $1,240 per person
$1,240
per person
Sep 28 - Oct 4
found 9 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.

Always Your Paradise by Avantstay Shared Pool Near Zachary Beach! Week Long Stays Only
Save 100% on your flight
Price was $1,827, price is now $1,427 per person
$1,427
per person
Sep 30 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy free parking, concierge services, and patios. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

The Grand Guesthouse
Price was $1,120, price is now $893 per person
$893
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Price was $1,938, price is now $1,644 per person
$1,644
per person
Sep 25 - Sep 30
found 13 hours ago
Roundtrip flight included
Baltimore (BWI) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy balconies, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Duval Street and Smathers Beach are located nearby.

Duval Inn
Price was $944, price is now $807 per person
$807
per person
Oct 2 - Oct 6
found 11 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Key West (EYW)
Stay at this 3-star guesthouse in Key West. Enjoy free WiFi, a garden, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Price was $1,934, price is now $1,665 per person
$1,665
per person
Oct 10 - Oct 15
found 9 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this 3-star beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Smathers Beach are located nearby.

Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!
Price was $1,455, price is now $1,286 per person
$1,286
per person
Oct 12 - Oct 16
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy a beach locale, balconies, and in-room washers/dryers. Popular attractions Duval Street and Smathers Beach are located nearby.

The Mermaid & Alligator
Price was $1,320, price is now $1,172 per person
$1,172
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3.5-star guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

The Reach Key West, Curio Collection by Hilton
Price was $1,360, price is now $1,223 per person
$1,223
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach are located nearby.
3-4 Night Vacations in Smathers Beach
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Smathers Beach
Price found within the past 48 hours. Click for updated prices.



Smathers Beach Last Minute Hotel Deals

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
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 ...

Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...

Fairfield Inn and Suites by Marriott Key West
2400 N Roosevelt Blvd, Key West, FL
Stay at this 3-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...

Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street, Key West, FL
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!
Key West
Stay at this 3-star beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Smathers Beach are located ...

Margaritaville Beach House Key West
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...

1800 Atlantic Suites
1800 Atlantic Blvd, Key West, FL
Stay at this 4-star beach condo in Key West. Enjoy free parking, a beach locale, and a 24-hour fitness center. Popular attractions Duval Street and Smathers ...

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
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. ...
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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