Exclusive South Beach Vacation Deals

South Beach vacation package deals

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
Price was $657, price is now $489 per person
$489
per person
Jul 17 - Jul 20
found 23 hours ago
Roundtrip flight included
Cleveland (CLE) to Key West (EYW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. 2 poolside bars and 2 bars/lounges are featured at this hotel, along with a 24-hour gym.
The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,063, price is now $1,476 per person
$1,476
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
Price was $1,561, price is now $1,129 per person
$1,129
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
This hotel features an outdoor pool and a hot tub. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, concierge services, and barbecue grills are also on offer.
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Price was $1,397, price is now $1,024 per person
$1,024
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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.
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Price was $1,563, price is now $1,146 per person
$1,146
per person
Aug 13 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
An outdoor pool, self parking, and concierge services are featured at this hotel. WiFi in public areas is free.
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 $3,204, price is now $2,358 per person
$2,358
per person
Sep 3 - Sep 7
found 2 hours ago
Roundtrip flight included
Cleveland (CLE) 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 $489 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
$269 nightly
The price is $302 total per night
$302 total
Jun 29 - Jun 30
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 on business? Take advantage of the 2 conference rooms, along with dry cleaning/laundry services.
Pool
Spa
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
$243 nightly
The price is $274 total per night
$274 total
Jun 28 - Jun 29
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
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
$164 nightly
The price is $185 total per night
$185 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features 2 outdoor pools and a bar/lounge. Enjoy the free continental breakfast each morning. Self parking, a picnic area, and luggage storage are also offered.
Pool
Breakfast included
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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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