Exclusive South Beach Vacation Deals

South Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Old Town Key West
Price was $2,263, price is now $1,738 per person
$1,738
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a hot tub. Enjoy the free self-serve breakfast each morning. Self parking, a terrace, and a garden are also offered.
The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was $4,847, price is now $3,234 per person
$3,234
per person
Dec 29 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

3 out of 5
Old Town Key West
Save 100% on your flight
Price was $6,762, price is now $4,935 per person
$4,935
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas.
Beachfront 2bdr Condo, Pool & Hot Tub w/ Ocean Views Papaya Place by Avantstay

Beachfront 2bdr Condo, Pool & Hot Tub w/ Ocean Views Papaya Place by Avantstay

3 out of 5
Beachside
Save 100% on your flight
Price was $2,875, price is now $2,133 per person
$2,133
per person
Dec 9 - Dec 16
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool is also provided.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Key West Historic District
Price was $3,119, price is now $2,380 per person
$2,380
per person
Dec 29 - Jan 1
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This smoke-free hotel features 3 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Amelia Home by Avantstay In Historic Old Town w/ Pool

Amelia Home by Avantstay In Historic Old Town w/ Pool

3 out of 5
Old Town Key West
Save 100% on your flight
Price was $3,956, price is now $3,034 per person
$3,034
per person
Dec 17 - Dec 22
found 20 hours ago
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas and barbecue grills.

Frequently asked questions

How much are vacation packages to South Beach?
Stretch your South Beach vacation budget further by combining your flights and hotel into a $1,738 package. With all that extra money in your pocket, why not stay for a couple more nights and discover even more?
Where can I get the best vacation package deals for South Beach?
Scoring an amazing package deal to South Beach is a breeze with Travelocity. With 400 partner airlines and 1,000,000 properties around the world, you won't be short of choice when it comes to selecting your flights and hotels.
Why should I purchase my South Beach vacation bundle with Travelocity?
With fantastic service, 24/7 support and some of the most amazing getaways imaginable, you'll never roam alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.

Top South Beach hotel deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Free Cancellation
Reserve now, pay when you stay
$211 nightly
The price is $238 total per night
$238 total
Oct 11 - Oct 12
Total with taxes and fees
A full-service spa, 3 outdoor pools, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a gym.
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
$159 nightly
The price is $179 total per night
$179 total
Oct 14 - Oct 15
Total with taxes and fees
This hotel's 2 outdoor pools and hot tub are among the featured amenities. Enjoy the free continental breakfast each morning. Self parking, a coffee shop, and a terrace are also offered.
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
Free Cancellation
Reserve now, pay when you stay
$276 nightly
The price is $310 total per night
$310 total
Oct 25 - Oct 26
Total with taxes and fees
A private beach, a full-service spa, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the gym and perks like free WiFi.
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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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