Exclusive South Beach Vacation Deals

South Beach vacation package deals

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 $1,654, price is now $992 per person
$992
per person
Jan 3 - Jan 8
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, concierge services, and barbecue grills are also on offer.
Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,125, price is now $1,227 per person
$1,227
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
An outdoor pool, self parking, and concierge services are featured at this hotel. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $3,091, price is now $1,815 per person
$1,815
per person
Jan 16 - Jan 19
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.
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 $1,646, price is now $1,034 per person
$1,034
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This smoke-free hotel features 3 outdoor pools, a bar/lounge, and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a garden, and luggage storage are also offered.
Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $1,691, price is now $1,104 per person
$1,104
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
This hotel features an outdoor pool and a poolside bar. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.
Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool

Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool

3 out of 5
Old Town Key West
Save 100% on your flight
Price was $8,245, price is now $5,407 per person
$5,407
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
An outdoor pool, free self parking, and concierge services are featured at this cottage. WiFi in public areas is free. Barbecue grills are provided for your convenience.

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 $992 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
$242 nightly
The price is $272 total per night
$272 total
Nov 30 - Dec 1
Total with taxes and fees
This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
Pool
Spa
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
$307 nightly
The price is $346 total per night
$346 total
Dec 1 - Dec 2
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
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
Free Cancellation
Reserve now, pay when you stay
$290 nightly
The price is $327 total per night
$327 total
Nov 19 - Nov 20
Total with taxes and fees
This resort features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.
On private beach
Pool
Don't see what you're looking for?
See all available properties in South Beach
View all properties
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.

Explore More Ways to Travel with Travelocity