Exclusive South Beach Vacation Deals

South Beach vacation package deals

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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 $1,975, price is now $1,468 per person
$1,468
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
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 Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was $5,323, price is now $3,441 per person
$3,441
per person
Dec 29 - Jan 3
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.
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $3,156, price is now $2,288 per person
$2,288
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. WiFi in public areas is free. Self parking, a terrace, and a picnic area are also offered.
Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $3,388, price is now $2,457 per person
$2,457
per person
Dec 24 - Dec 30
found 1 day ago
Roundtrip 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 Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,332, price is now $1,718 per person
$1,718
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
2 outdoor pools, 2 bars/lounges, and a restaurant are among this bed & breakfast's featured amenities. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at the poolside bar and enjoy the free cooked-to-order breakfast each morning.
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
Key West Historic District
Price was $3,350, price is now $2,490 per person
$2,490
per person
Dec 29 - Jan 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This guesthouse features an outdoor pool and a bar/lounge. WiFi in public areas is free. You'll appreciate the area shuttle, business center, and coffee shop/cafe.

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 $1,468 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.
Pool
Spa
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
$141 nightly
The price is $159 total per night
$159 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.
Pool
Hot Tub
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.
On private beach
Pool
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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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