
Key Haven Vacations from $667
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The Latest Key Haven vacation packages
Price found within the past 48 hours. Click for updated prices.

Ridley House - Key West Historic Inns
Key West Historic District
Save 100% on your flight
Price was $1,308, price is now $667 per person
$667
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (819 reviews)
Everything was amazing.
we arrived early and in a rain storm my two kids and I were soaked head to toe and the water even entered our luggage. they let us check in early got us en upgrade to.
amazing staff and perfect spot close to all in Key West
Reviewed on Sep 25, 2025

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,347, price is now $706 per person
$706
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (791 reviews)
Second mother / daughter trip to Key West - first time staying at Lighthouse Hotel. We loved it! The hotel is charming and the location is perfect. The staff was super friendly and answered all of our questions. Pool area and bar is great and we enjoyed a nice breakfast every morning before venturing out for the day. We rented bikes to get around and this location was ideal - easy ride to everywhere we wanted to go. We had a great stay and will definitely book this hotel again!
Reviewed on Sep 22, 2025

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,316, price is now $694 per person
$694
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (1,005 reviews)
Excellent hotel in every way, the gardens, the room, the breakfast, the location, we will definitely return.
Reviewed on Sep 25, 2025

Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,269, price is now $754 per person
$754
per person
Nov 17 - Nov 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.4/10 Exceptional! (1,025 reviews)
The condo was beautiful and had everything that we needed as well as a beautiful view of the sunset! Loved it and will be back again!!
Reviewed on Sep 25, 2025

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $1,334, price is now $808 per person
$808
per person
Dec 12 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (496 reviews)
Excellent location right in the heart of town super friendly staff and very nice property
Reviewed on Aug 3, 2025
Key Haven Hotel Deals

Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
$235 nightly
The price is $264 total per night from Oct 13 to Oct 14
$264 total
Oct 13 - Oct 14
Total with taxes and fees
8.6/10 Excellent! (1,789 reviews)
"GOL"
Reviewed on Sep 20, 2025

Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
$207 nightly
The price is $233 total per night from Oct 28 to Oct 29
$233 total
Oct 28 - Oct 29
Total with taxes and fees
8.8/10 Excellent! (1,730 reviews)
"great property, transportation to key west great, missing an additional dining option. Everything else was fantastic"
Reviewed on Sep 21, 2025

Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Fully refundable
$237 nightly
The price is $266 total per night from Oct 13 to Oct 14
$266 total
Oct 13 - Oct 14
Total with taxes and fees
8.6/10 Excellent! (2,771 reviews)
"Good location"
Reviewed on Sep 23, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.