Key Haven Vacation Packages for 2026
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Key Haven Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West
New Town
Price was $1,980, price is now $1,470 per person
$1,470
per person
Feb 8 - Feb 12
found 23 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Key West (EYW)
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 in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
A lot to do onsite with two pools and numerous games from ping pong, billiards, basketball shooting game, cornhole, bocce, etc. The hourly free shuttle to Old Town is handy. They also rent bikes which I rode daily. Will definitely stay again. Only negative was hair dryer did not work and it was never replaced even as they said on 3 days one would be delivered. Not a huge deal although wife said to take off one star on staff.
Reviewed on Nov 15, 2026
Grand Maloney Hotel
Key West Historic District
Price was $2,176, price is now $1,501 per person
$1,501
per person
Feb 8 - Feb 12
found 23 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free WiFi, laundry facilities, and premium bedding. Popular attractions Duval Street and Mallory Square are located nearby.
Excellent location in old town. Quiet room away from street.
Reviewed on Jan 1, 2026
The Grand Guesthouse
Old Town Key West
Price was $2,111, price is now $1,498 per person
$1,498
per person
Feb 8 - Feb 12
found 23 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and South Beach are located nearby.
The Grand Guesthouse was the perfect spot for rest and relaxation after our adventurous days in Key West. We loved our stay!
Reviewed on Nov 15, 2026
The Marker Key West Harbor Resort
Key West Historic District
Price was $2,908, price is now $2,116 per person
$2,116
per person
Feb 8 - Feb 12
found 23 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $2,469, price is now $1,809 per person
$1,809
per person
Feb 8 - Feb 12
found 23 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) to Key West (EYW)
Book a stay at this spa 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 reviews. Popular attractions Duval Street and South Beach are located nearby.
The Key West Hotel
Key West Historic District
Price was $3,664, price is now $2,709 per person
$2,709
per person
Feb 8 - Feb 12
found 23 hours ago
Roundtrip non-stop flight included
Syracuse (SYR) 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.
Clean, clean, clean. Hidden! Elite Backyard Oasis. Top Tier bar and fantastic nightly entertainment. If your traveling with anyone under 25, choose different. Will be back, no doubt!
Reviewed on Oct 29, 2026
Top Hotel Deals
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
5.05 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the pool and the restaurant ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
3.18 km from Key Haven
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 ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
2.49 km from Key Haven
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 ...
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
2.32 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
3.98 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
2.77 km from Key Haven
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
6.87 km from Key Haven
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 ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
7.37 km from Key Haven
Book a stay at this spa 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 ...
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
4.45 km from Key Haven
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
The Southernmost Inn - Adults Only
525 United Street Key West FL
7.34 km from Key Haven
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
La Concha Key West, Autograph Collection
430 Duval St Key West FL
7.66 km from Key Haven
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 ...
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
3852 North Roosevelt Boulevard Key West FL
2.39 km from Key Haven
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the pool ...
Hilton Key West Resort & Marina
5950 Peninsular Avenue Key West FL
1.7 km from Key Haven
Book a stay at this luxury hotel in Key West. Enjoy free WiFi, 6 outdoor pools, and a marina. Our guests praise the pool and the restaurant in our reviews. Popular ...
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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Wed, Feb 3 - Wed, Feb 10
TPA
Tampa Intl.
EYW
Key West Intl.
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago
Wed, Feb 3 - Wed, Feb 10
TPA
Tampa Intl.
EYW
Key West Intl.
$261 Roundtrip, found 4 days ago
$261
Roundtrip
found 4 days ago
Tue, Dec 1 - Mon, Dec 21
JFK
John F. Kennedy Intl.
EYW
Key West Intl.
$335 Roundtrip, found 4 days ago
$335
Roundtrip
found 4 days ago
Wed, Dec 30 - Fri, Jan 15
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$369 Roundtrip, found 4 days ago
$369
Roundtrip
found 4 days ago
Fri, Apr 23 - Wed, Apr 28
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$379 Roundtrip, found 3 days ago
$379
Roundtrip
found 3 days ago