Search Deals onSouth Beach Vacation Packages
South Beach Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
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.
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 15 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 15 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
Save 100% on your flight
Price was $1,748, price is now $1,320 per person
$1,320
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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.
Southard Getaway by Avantstay w/ Covered Patio, Great Location & Shared Pool! Week Long Stays
Save 100% on your flight
Price was $4,646, price is now $3,741 per person
$3,741
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this 3.5-star condo in Key West. Enjoy free parking, concierge services, and patios. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Truman's Hideaway by Avantstay Great Location w/ Patio, Outdoor Dining, BBQ & Shared Pool! Week Long Stays
Save 100% on your flight
Price was $2,962, price is now $2,398 per person
$2,398
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Mallory Square are located nearby.
Amelia Home by Avantstay In Historic Old Town w/ Pool
Save 100% on your flight
Price was $3,610, price is now $2,928 per person
$2,928
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Easy Livin' by Avantstay Key West Home w/ Pool & BBQ Week Long Stays Only
Save 100% on your flight
Price was $4,432, price is now $3,633 per person
$3,633
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy free parking, concierge services, and balconies. Popular attractions Duval Street and Mallory Square are located nearby.
Bahamian Reed by Avantstay Walk to Everything! w/ Community Pool Week Long Stays Only
Save 100% on your flight
Price was $2,736, price is now $2,267 per person
$2,267
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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 Ernest Hemingway Home and Museum are located nearby.
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Save 100% on your flight
Price was $2,373, price is now $1,967 per person
$1,967
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) 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.
Breezy Bungalow by Avantstay Close 2 Zachary Taylor State Park & Beach w/ Shared Pool Week Long Stays
Save 100% on your flight
Price was $1,910, price is now $1,583 per person
$1,583
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy balconies, cable/satellite TV service, and in-room washers/dryers. Popular attractions Duval Street and Ernest Hemingway Home and Museum 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. ...
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 ...
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 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. ...
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. ...
Santa Maria Suites
1401 Simonton St, Key West, FL
Stay at this 4-star resort in Key West. Enjoy free WiFi, 2 outdoor pools, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. ...
Southernmost House
1400 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the property condition ...
Winslow's Bungalows - Key West Historic Inns
725 Truman Avenue, Key West, FL
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 ...
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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