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Key Haven Vacation Packages

Key Haven Flight + Hotel packages

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

The Palms Hotel

3 out of 5
Old Town Key West
Price was $1,243, price is now $920 per person
$920
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this guesthouse in Key West. Enjoy free breakfast, daily housekeeping, and a garden. 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

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,651, price is now $1,634 per person
$1,634
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

3 out of 5
Old Town Key West
Save 100% on your flight
Price was $5,118, price is now $3,848 per person
$3,848
per person
Nov 30 - Dec 8
found 7 hours ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this cottage in Key West. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Key West Historic District
Price was $1,503, price is now $1,157 per person
$1,157
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

Coral Villa by Avantstay Close 2 DT Key West Shared Pool & Patio!

3 out of 5
Save 100% on your flight
Price was $3,048, price is now $2,366 per person
$2,366
per person
Nov 30 - Dec 8
found 7 hours ago
Roundtrip non-stop flight included
Hartford (BDL) 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.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Price was $1,351, price is now $1,049 per person
$1,049
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this spa hotel in Key West. Enjoy 3 outdoor pools, a full-service spa, and 2 poolside bars. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive

4 out of 5
Old Town Key West
Price was $1,602, price is now $1,271 per person
$1,271
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
Price was $1,407, price is now $1,119 per person
$1,119
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. 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.
The Palms Hotel

The Palms Hotel

3 out of 5
Old Town Key West
Price was $1,243, price is now $920 per person
$920
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,651, price is now $1,634 per person
$1,634
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Key West Historic District
Price was $1,503, price is now $1,157 per person
$1,157
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Price was $1,351, price is now $1,049 per person
$1,049
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip non-stop flight included
Hartford (BDL) to Key West (EYW)

5-7 Night Vacations in Key Haven

Price found within the past 48 hours. Click for updated prices.
Banana's Foster Guesthouse

Banana's Foster Guesthouse

2 out of 5
Key West Historic District
Price was $1,418, price is now $1,219 per person
$1,219
per person
Nov 27 - Dec 4
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,070, price is now $1,536 per person
$1,536
per person
Nov 27 - Dec 4
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access

2 out of 5
Price was $2,257, price is now $1,912 per person
$1,912
per person
Nov 27 - Dec 4
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)
Lighthouse Suites Collection

Lighthouse Suites Collection

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $3,589, price is now $3,058 per person
$3,058
per person
Nov 27 - Dec 4
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Key West (EYW)

Top Flight Deals

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

Allegiant Air
Sun, Oct 18 - Wed, Oct 28
PIE
St. Petersburg-Clearwater Intl.
EYW
Key West Intl.
$89 Roundtrip, found 7 hours ago
$89
Roundtrip
found 7 hours ago
Select Allegiant Air flight, departing Sun, Oct 18 from St. Petersburg-Clearwater Intl. to Key West Intl., returning Wed, Oct 28, priced at $89 found 7 hours ago
Breeze Airways
Sat, Oct 17 - Tue, Oct 27
TPA
Tampa Intl.
EYW
Key West Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Oct 17 from Tampa Intl. to Key West Intl., returning Tue, Oct 27, priced at $120 found 1 day ago
Bargain Flight
Mon, Nov 2 - Fri, Nov 6
BOS
Logan Intl.
EYW
Key West Intl.
$291 Roundtrip, found 5 days ago
$291
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Mon, Nov 2 from Logan Intl. to Key West Intl., returning Fri, Nov 6, priced at $291 found 5 days ago
American Airlines
Tue, Feb 9 - Wed, Feb 17
ORD
O'Hare Intl.
EYW
Key West Intl.
$293 Roundtrip, found 21 hours ago
$293
Roundtrip
found 21 hours ago
Select American Airlines flight, departing Tue, Feb 9 from O'Hare Intl. to Key West Intl., returning Wed, Feb 17, priced at $293 found 21 hours ago