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South Beach Vacation Packages

South Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,416, price is now $861 per person
$861
per person
Jan 31 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Key West (EYW)
Stay at this 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.
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $2,033, price is now $1,343 per person
$1,343
per person
Jan 12 - Jan 17
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost Point are located nearby.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Save 100% on your flight
Price was $1,858, price is now $1,230 per person
$1,230
per person
Jan 31 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Key West (EYW)
Stay at this 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.
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool

3 out of 5
Save 100% on your flight
Price was $2,793, price is now $2,043 per person
$2,043
per person
Jan 12 - Jan 17
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Key West (EYW)
Stay at this 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.
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Save 100% on your flight
Price was $1,579, price is now $1,199 per person
$1,199
per person
Jan 12 - Jan 17
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Key West (EYW)
Stay at this 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.
Mastway House by Brightwild Pool Dock

Mastway House by Brightwild Pool Dock

2 out of 5
Save 100% on your flight
Price was $7,693, price is now $5,903 per person
$5,903
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking. Popular attractions Duval Street and Smathers Beach are located nearby.
New Rose Retreat - Pool Parking

New Rose Retreat - Pool Parking

2 out of 5
Save 100% on your flight
Price was $6,243, price is now $4,792 per person
$4,792
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking. Popular attractions Duval Street and Mallory Square are located nearby.
Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare

2 out of 5
Save 100% on your flight
Price was $5,926, price is now $4,584 per person
$4,584
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Stay at this resort in Key West. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Duval Street and Southernmost Point are located nearby.
Coconut Mallory Resort And Marina By Kees Vacations

Coconut Mallory Resort And Marina By Kees Vacations

3 out of 5
Save 100% on your flight
Price was $1,741, price is now $1,357 per person
$1,357
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Key West (EYW)
Stay at this condo in Key West. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
New Coastal Rose - Bright Loft With High Ceilings

New Coastal Rose - Bright Loft With High Ceilings

2 out of 5
Save 100% on your flight
Price was $2,918, price is now $2,285 per person
$2,285
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking. Popular attractions Duval Street and Mallory Square are located nearby.
Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock

2 out of 5
Save 100% on your flight
Price was $8,203, price is now $6,449 per person
$6,449
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking. Popular attractions Duval Street and Smathers Beach are located nearby.
Curry House

Curry House

2 out of 5
Save 100% on your flight
Price was $1,478, price is now $1,169 per person
$1,169
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, cable TV channels, and premium bedding. 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.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was $1,416, price is now $861 per person
$861
per person
Jan 31 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
New Orleans (MSY) to Key West (EYW)
Suncoast House by Brightwild Pool Boat Dock

Suncoast House by Brightwild Pool Boat Dock

2 out of 5
Save 100% on your flight
Price was $8,203, price is now $6,449 per person
$6,449
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Brand New Catchlight House With Private Pool

Brand New Catchlight House With Private Pool

2.5 out of 5
Save 100% on your flight
Price was $8,078, price is now $6,363 per person
$6,363
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Ebberly House by Brightwild Amazing Pool

Ebberly House by Brightwild Amazing Pool

2 out of 5
Save 100% on your flight
Price was $7,580, price is now $5,985 per person
$5,985
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)

5-7 Night Vacations in South Beach

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $1,599, price is now $943 per person
$943
per person
Jan 12 - Jan 17
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Key West (EYW)
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
Price was $2,039, price is now $1,166 per person
$1,166
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,896, price is now $1,199 per person
$1,199
per person
Jan 12 - Jan 17
found 16 hours ago
Roundtrip non-stop flight included
New Orleans (MSY) to Key West (EYW)
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,235, price is now $1,428 per person
$1,428
per person
Jan 18 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Omaha (OMA) to Key West (EYW)

South Beach Last Minute Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Southernmost Beach Resort and Guesthouses
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
The Southernmost Inn - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
Stay at this 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
Southernmost House

Southernmost House

4 out of 5
1400 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the property condition ...
Southernmost House
Santa Maria Suites

Santa Maria Suites

4 out of 5
1401 Simonton St Key West FL
Stay at this 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. Popular ...
Santa Maria Suites
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
Casa Marina Key West, Curio Collection by Hilton
Kona Kai Oasis

Kona Kai Oasis

3 out of 5
630 South Street Key West FL
Stay at this guesthouse in Key West. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval ...
Kona Kai Oasis
See all 2,752 properties in South Beach
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.