Duval Street Vacation Deals: Duval Street, Key West Historic District Vacations

Duval Street vacation package deals

Price found within the past 48 hours. Click for updated prices.

Cavalier Hotel South Beach

South Beach

Save 100% on your flight

per person

Feb 27 - Mar 2

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. Enjoy the free cooked-to-order breakfast each morning. Valet parking, a terrace, and express check-out are also offered.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

Feb 28 - Mar 3

found 9 hours ago

Roundtrip non-stop flight included

Detroit (DTW) to Miami (MIA)

This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

Henrosa Hotel

South Beach

Save 100% on your flight

per person

Feb 27 - Mar 2

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

This hotel features free WiFi in public areas, concierge services, and valet parking. Enjoy the free cooked-to-order breakfast each morning. A terrace, a garden, and luggage storage are also on offer.

Gables Grand Plaza Apartments

Coral Gables Section

per person

Jan 27 - Feb 3

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

This apartment features a garden, a virtual front desk, and free self parking. Express check-out is also provided.

Banana Bay Resort & Marina

Save 100% on your flight

per person

Mar 3 - Mar 8

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

This smoke-free hotel's marina and 2 outdoor tennis courts are some of the highlights. Enjoy the outdoor pool and free perks like on-the-go breakfast and free self parking. A bar/lounge, a garden, and a snack bar/deli are also provided.

The Club at Miami Brickell

Downtown Miami

Save 100% on your flight

per person

Feb 12 - Feb 16

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

This aparthotel features an outdoor pool and a gym. Traveling on business? Take advantage of the express check-in, laundry service, and valet parking. Free self parking and luggage storage are also offered on site.

Frequently asked questions

How much are vacation packages to Duval Street?

Let Travelocity take the trouble out of organizing your trip to Duval Street. Take a look at our fantastic $511 package deal and save both money and time. With your flights and hotel locked in, you can channel your energy into planning the fun parts of your escape — like crossing off those must-do attractions!

Where can I get the best vacation package deals for Duval Street?

You can snap up terrific Duval Street package deals with Travelocity. Mix and match from as many as 400 airlines and 1,000,000 properties worldwide and turn your travel dreams into reality.

Why should I purchase my Duval Street vacation bundle with Travelocity?

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Top Duval Street hotel deals

Southernmost Beach Resort

1319 Duval Street, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$514

includes taxes & fees

$457 per night

Jan 14 - Jan 15, 2025

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

Winslow's Bungalows - Key West Historic Inns

725 Truman Avenue, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$491

includes taxes & fees

$436 per night

Dec 23 - Dec 24

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.

Pool

Breakfast included

Heron House - Adult Only

512 Simonton St, Key West, FL

$263

includes taxes & fees

$236 per night

Dec 23 - Dec 24

This bed & breakfast features an outdoor pool and a rooftop terrace. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A garden, luggage storage, and concierge services are also on offer.

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.