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Key West Historic District Vacation Packages

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Key West Historic District Flight + Hotel packages

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

Broadmore Miami Beach

3.5 out of 5
North Beach
per person
Jun 25 - Jun 29
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star beach hotel in Miami Beach. Enjoy a beach locale, a 24-hour front desk, and laundry facilities. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.
May-Dee Suites

May-Dee Suites

2.5 out of 5
Hollywood Hills
Save 100% on your flight
per person
Jun 2 - Jun 8
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Hollywood. Enjoy free WiFi, free parking, and a business center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Seminole Hard Rock Casino Hollywood and Hard Rock Stadium are located nearby.
Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
Jun 23 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Book a stay at this luxury resort in Miami Beach. Enjoy 3 outdoor pools, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Miami Beach Boardwalk and Collins Avenue Shopping Area are located nearby.
Doral Inn & Suites Miami Airport West

Doral Inn & Suites Miami Airport West

2.5 out of 5
Doral
Save 100% on your flight
per person
May 30 - Jun 4
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Book a stay at this business-friendly hotel in Miami. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Dolphin Mall and Miami International Mall are located nearby.
Sunrise in Miami Suites

Sunrise in Miami Suites

2 out of 5
South Beach
Save 100% on your flight
per person
Jun 23 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, parking (surcharge), and in-room washers/dryers. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Save 100% on your flight
per person
Jun 16 - Jun 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 4-star luxury hotel in Fort Lauderdale. Enjoy a full-service spa, 2 restaurants, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fort Lauderdale Beach and Las Olas Beach are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
per person
Jun 13 - Jun 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Collins Avenue Shopping Area and Miami Beach Boardwalk are located nearby.
Creekside Inn Islamorada

Creekside Inn Islamorada

2.5 out of 5
Save 100% on your flight
per person
Jun 19 - Jun 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this motel in Tavernier. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Keys Dive Center and Old Road Gallery are located nearby.

3-4 Night Vacations in Key West Historic District

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

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
President Hotel

President Hotel

3.5 out of 5
South Beach
Save 100% on your flight
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Mondrian South Beach

Mondrian South Beach

4.5 out of 5
South Beach
Save 100% on your flight
per person
May 30 - Jun 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)

5-7 Night Vacations in Key West Historic District

Price found within the past 48 hours. Click for updated prices.
Ocean Villas of Deerfield

Ocean Villas of Deerfield

2.5 out of 5
per person
Jun 22 - Jun 27
found 15 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
May-Dee Suites

May-Dee Suites

2.5 out of 5
Hollywood Hills
Save 100% on your flight
per person
Jun 2 - Jun 8
found 19 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Eden Roc Miami Beach

Eden Roc Miami Beach

4.5 out of 5
Mid Beach
Save 100% on your flight
per person
Jun 23 - Jun 28
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Doral Inn & Suites Miami Airport West

Doral Inn & Suites Miami Airport West

2.5 out of 5
Doral
Save 100% on your flight
per person
May 30 - Jun 4
found 12 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)

Cheap Hotel Deals in Key West Historic District

Southernmost Beach Resort

Southernmost Beach Resort

4 out of 5
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
Southernmost Beach Resort
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
Pier House Resort & Spa
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
Hyatt Centric Key West Resort and Spa
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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
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
Casa Marina Key West, Curio Collection by Hilton
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
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
The Reach Key West, Curio Collection by Hilton
Duval House

Duval House

3 out of 5
815 Duval St, Key West, FL
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
Duval House
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3 out of 5
420 Margaret Street, Key West, FL
Stay at this 3-star guesthouse in Key West. Enjoy free breakfast, 3 outdoor pools, and a rooftop terrace. Our guests praise the pool and the helpful staff in ...
NYAH Key West - Adults Only
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street, Key West, FL
Stay at this 4-star hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
Opal Key Resort & Marina, Key West
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.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Wed, May 21 - Thu, May 29
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$86 Roundtrip, found 10 hours ago
$86
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Wed, May 21 from John F. Kennedy Intl. to Miami Intl., returning Thu, May 29, priced at $86 found 10 hours ago
Frontier Airlines
Wed, May 14 - Wed, May 21
LGA
LaGuardia
MIA
Miami Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Frontier Airlines flight, departing Wed, May 14 from LaGuardia to Miami Intl., returning Wed, May 21, priced at $87 just found
Frontier Airlines
Sun, May 11 - Sat, May 17
PHL
Philadelphia Intl.
MIA
Miami Intl.
$88 Roundtrip, found 5 days ago
$88
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Sun, May 11 from Philadelphia Intl. to Miami Intl., returning Sat, May 17, priced at $88 found 5 days ago
Spirit Airlines
Tue, May 20 - Sat, May 24
ORD
O'Hare Intl.
MIA
Miami Intl.
$88 Roundtrip, found 11 hours ago
$88
Roundtrip
found 11 hours ago
Select Spirit Airlines flight, departing Tue, May 20 from O'Hare Intl. to Miami Intl., returning Sat, May 24, priced at $88 found 11 hours ago