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South Beach Vacation Packages

South Beach Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
Save 100% on your flight
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Stay at this 4-star golf hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Save 100% on your flight
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 breakfast and the helpful staff in our reviews. Popular attractions Mallory Square and Duval Street 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
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Mallory Square are located nearby.
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Save 100% on your flight
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Book a stay at this 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 Mallory Square and Duval Street are located nearby.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Save 100% on your flight
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Charlotte (CLT) 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 Mallory Square are located nearby.
Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

Key West Found by Avantstay Close to Shops w/ Patio & Shared Pool! Week Long Stays Only

3 out of 5
Save 100% on your flight
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy patios, in-room washers/dryers, and air conditioning. Popular attractions Mallory Square and Duval Street are located nearby.
Conch Adventure by Avantstay Great Location w/ Patio, Outdoor Dining and Shared Pool! Week Long Stays

Conch Adventure by Avantstay Great Location w/ Patio, Outdoor Dining and Shared Pool! Week Long Stays

3 out of 5
Save 100% on your flight
per person
Jan 18 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy patios, in-room washers/dryers, and air conditioning. Popular attractions Duval Street and Mallory Square are located nearby.
24 North Hotel Key West - Newly Renovated

24 North Hotel Key West - Newly Renovated

4 out of 5
Save 100% on your flight
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
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
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Stay at this 3.5-star 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

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Save 100% on your flight
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Stay at this 3.5-star 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 Key West Golf Club are located nearby.
Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

3 out of 5
Save 100% on your flight
per person
Jan 3 - Jan 10
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.

3-4 Night Vacations in South Beach

Price found within the past 48 hours. Click for updated prices.
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
New Town
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Key West (EYW)
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Key West (EYW)
Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
Key West Historic District
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Key West (EYW)
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
per person
Jan 10 - Jan 13
found 1 day ago
Roundtrip non-stop flight included
Charlotte (CLT) to Key West (EYW)

5-7 Night Vacations in South Beach

Price found within the past 48 hours. Click for updated prices.
Havana Cabana at Key West - Adults Only

Havana Cabana at Key West - Adults Only

4 out of 5
New Town
Save 100% on your flight
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Jan 8 - Jan 15
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Key West (EYW)
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Jan 8 - Jan 13
found 21 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Key West (EYW)

South Beach Last Minute Hotel Deals

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and a beach locale. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
The Southernmost Inn - Adults Only
The Southernmost Inn - Adults Only
3 out of 5
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. ...
The Southernmost Inn - Adults Only
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
Stay at this 4-star beach hotel 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
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4 out of 5
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 ...
Winslow's Bungalows - Key West Historic Inns
La Concha Key West
La Concha Key West
4 out of 5
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 ...
La Concha Key West
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
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 ...
Casa Marina Key West, Curio Collection by Hilton
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 a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
Southwinds Motel
Margaritaville Beach House Key West
Margaritaville Beach House Key West
4 out of 5
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 ...
Margaritaville Beach House Key West
See all 2,789 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.

Book the perfect getaway to South Beach

With Hotwire, booking your next trip to Old Town Key West is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to South Beach while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar South Beach flight and hotel package for as low as $998.

Living it up in Old Town Key West means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s South Beach, Old Town Key West vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in South Beach for some of the best accommodations and flight deals.

FAQs about cheap South Beach packages:

How to get cheap vacation deals to South Beach?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $179.

How much are South Beach packages?

Vacation packages to South Beach vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $998.

How to find cheap car rentals near South Beach?

Hotwire partners with some of the most reliable car rental companies in Old Town Key West to bring you the best car rental deals in South Beach for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to South Beach now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to South Beach right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.