Search Deals onKey Haven Vacation Packages
Key Haven Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was $1,111, price is now $848 per person
$848
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,930, price is now $1,404 per person
$1,404
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Mallory Square are located nearby.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,685, price is now $1,228 per person
$1,228
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, parking (surcharge), and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,557, price is now $1,140 per person
$1,140
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Casita de Catherine by Avantstay 1 Block to Duval St w/ Hot Tub!
Old Town Key West
Save 100% on your flight
Price was $3,207, price is now $2,417 per person
$2,417
per person
Jun 27 - Jul 4
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, patios, and in-room washers/dryers. Popular attractions Duval Street and Southernmost Point are located nearby.
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Old Town Key West
Save 100% on your flight
Price was $3,757, price is now $2,839 per person
$2,839
per person
Jun 27 - Jul 4
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, a beach locale, and concierge services. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Save 100% on your flight
Price was $2,595, price is now $1,966 per person
$1,966
per person
Jun 25 - Jun 30
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, balconies, and in-room washers/dryers. Popular attractions Duval Street and Smathers Beach are located nearby.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays
Old Town Key West
Save 100% on your flight
Price was $3,931, price is now $2,992 per person
$2,992
per person
Jun 20 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
3-4 Night Vacations in Key Haven
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Key Haven
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Key Haven
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
Save an average of 15% on thousands of hotels when you're signed in
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
La Concha Key West, Autograph Collection
430 Duval St Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the helpful staff and the clean ...
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Book a stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business center, and daily housekeeping. Our guests praise the pool and the ...
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.
Mon, Jun 15 - Wed, Jul 1
TPA
Tampa Intl.
EYW
Key West Intl.
$104 Roundtrip, just found
$104
Roundtrip
just found
Tue, Jul 14 - Wed, Jul 29
BOS
Logan Intl.
EYW
Key West Intl.
$272 Roundtrip, found 5 days ago
$272
Roundtrip
found 5 days ago
Sun, Nov 8 - Wed, Nov 25
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$289 Roundtrip, found 2 hours ago
$289
Roundtrip
found 2 hours ago
Wed, Jul 29 - Sat, Aug 1
ORD
O'Hare Intl.
EYW
Key West Intl.
$319 Roundtrip, found 5 days ago
$319
Roundtrip
found 5 days ago
Discover Other Travel Deals
- Duval Street Vacations
- Mallory Square Vacations
- Southernmost Point Vacations
- Smathers Beach Vacations
- Fort Zachary Taylor Historic State Park Vacations
- South Beach Vacations
- Ernest Hemingway Home and Museum Vacations
- Stock Island Yacht Club & Marina Vacations
- Florida Keys National Marine Sanctuary Vacations
- Key West Butterfly and Nature Conservatory Vacations
- Clarence S. Higgs Memorial Beach Park Vacations