Raccoon Key Vacations from $732

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The Latest Raccoon Key vacation packages

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

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

$732

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (1,389 reviews)

The Key West Hotel

Key West Historic District

Save 100% on your flight

$1,345

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (562 reviews)

Great place to stay - highly recommend.

Reviewed on Aug 20, 2026

Southernmost House - Adult Exclusive

Old Town Key West

Save 100% on your flight

$1,326

per person

Nov 5 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.4/10 Exceptional! (1,004 reviews)

Super nice and clean, staff was wonderful w knowledge of the history of the mansion

Reviewed on Aug 24, 2026

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

$732

per person

Nov 16 - Nov 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9/10 Wonderful! (981 reviews)

Great stay 2nd year in a row! This time I enjoyed the bar and specialty drinks! Staff excellent as well!

Reviewed on Aug 28, 2026

Ridley House - Key West Historic Inns

Key West Historic District

Save 100% on your flight

$792

per person

Nov 21 - Nov 25

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Key West (EYW)

9.2/10 Wonderful! (951 reviews)

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What to do in Raccoon Key

Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

$79

per adult

94% of travellers recommend

Key West Rum & Reggae: Snorkel & Sunset Sail Combo

$69

per adult

88% of travellers recommend

Passengers enjoying the shade on the Conch Tour Train in Key West

Key West Conch Tour Train

$41

per adult

88% of travellers recommend

See all activities in Raccoon Key

Raccoon Key Hotel Deals

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL

Fully refundableReserve now, pay when you stay

$210 nightly

$237 total

Sep 8 - Sep 9

Total with taxes and fees

8.6/10 Excellent! (3,547 reviews)

"The first room was so dirty I had to tell staff. The shower and bathroom had hair the ac had actual hair hanging from it. Toothpast on the bathroom mirror , just disgusting. Second room was infested with ants. They got inside my laptop( I kept my laptop on top of the desk for work ) opened the laptop ..."

Reviewed on Aug 30, 2026

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL

Fully refundableReserve now, pay when you stay

$182 nightly

$204 total

Aug 31 - Sep 1

Total with taxes and fees

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$164 nightly

$185 total

Sep 10 - Sep 11

Total with taxes and fees

See all 3,093 properties in Raccoon Key

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.