Search Deals onSouth Beach Vacation Packages
South Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Fitch Lodge - Key West Historic Inns
Save 100% on your flight
Price was $986, price is now $736 per person
$736
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Winslow's Bungalows - Key West Historic Inns
Save 100% on your flight
Price was $1,966, price is now $1,321 per person
$1,321
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Ella's Cottages - Key West Historic Inns
Save 100% on your flight
Price was $1,506, price is now $1,052 per person
$1,052
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). 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.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,538, price is now $1,105 per person
$1,105
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 $1,487, price is now $1,070 per person
$1,070
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Pier House Resort & Spa
Save 100% on your flight
Price was $1,528, price is now $1,155 per person
$1,155
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,362, price is now $1,031 per person
$1,031
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Key West Casa by Avantstay Communal Pool BBQ & Patio Near Duval Street Week Long Stays Only
Save 100% on your flight
Price was $2,727, price is now $2,088 per person
$2,088
per person
Nov 15 - Nov 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 3.5-star apartment in Key West. Enjoy free parking, a private beach, and concierge services. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool
Save 100% on your flight
Price was $6,807, price is now $5,235 per person
$5,235
per person
Nov 26 - Nov 30
found 20 hours ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy free parking, private pools, and concierge services. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Beach House Condo by Avantstay Communal Pool Gated Community Great Location Week Long Stays
Save 100% on your flight
Price was $2,344, price is now $1,813 per person
$1,813
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy free parking, a private beach, and concierge services. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Southernmost Beach Resort and Guesthouses
Save 100% on your flight
Price was $2,012, price is now $1,572 per person
$1,572
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
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.
The Grand Guesthouse
Save 100% on your flight
Price was $1,067, price is now $834 per person
$834
per person
Nov 15 - Nov 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
3-4 Night Vacations in South Beach
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in South Beach
Price found within the past 48 hours. Click for updated prices.
South Beach Last Minute Hotel Deals
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. ...
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 ...
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street, Key West, FL
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 ...
Southwinds Motel
1321 Simonton Street, Key West, FL
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
The Southernmost Inn - Adults Only
525 United Street, Key West, FL
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
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 ...
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 ...
La Concha Key West, Autograph Collection
430 Duval St, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
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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