Key Haven Vacations from $921

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The Latest Key Haven vacation packages

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

Hyatt Vacation Club at Beach House, Key West

$921

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.4/10 Exceptional! (1,226 reviews)

The Key West Hotel

Key West Historic District

Save 100% on your flight

$2,017

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

9.2/10 Wonderful! (562 reviews)

The Gardens Hotel

Old Town Key West

Save 100% on your flight

$2,127

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

9.8/10 Exceptional! (1,000 reviews)

It is a GREAT property in Key West, right in the center of the action.

Reviewed on Sep 28, 2026

Amsterdam's Curry Mansion Inn

Key West Historic District

$1,440

per person

Nov 24 - Nov 30

found 1 day ago

Roundtrip flight included

Boston (BOS) to Key West (EYW)

8.2/10 Very Good! (1,000 reviews)

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

Old Town Key West

Save 100% on your flight

$2,722

per person

Nov 10 - Nov 14

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Key West (EYW)

10/10 Exceptional! (1 review)

Loved the closeness to Duval st and the privacy

Reviewed on Oct 17, 2025

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Key Haven Hotel Deals

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$160 nightly

$180 total

Oct 1 - Oct 2

Total with taxes and fees

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

$254 nightly

$286 total

Oct 6 - Oct 7

Total with taxes and fees

8.6/10 Excellent! (3,637 reviews)

"Property was amazing, our second time here. Staff was very accommodating! Pools were clean and the atmosphere at the pools was perfect. We will definitely be returning."

Reviewed on Sep 29, 2026

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$265 nightly

$298 total

Oct 1 - Oct 2

Total with taxes and fees

See all 3,103 properties in Key Haven

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.