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Key West Vacation Packages

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Key West Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was $814, price is now $594 per person
$594
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
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 attractions Duval Street and Smathers Beach are located nearby.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $1,699, price is now $1,183 per person
$1,183
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Save 100% on your flight
Price was $1,356, price is now $1,000 per person
$1,000
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

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

3 out of 5
Save 100% on your flight
Price was $3,524, price is now $2,613 per person
$2,613
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front

3 out of 5
Save 100% on your flight
Price was $2,302, price is now $1,739 per person
$1,739
per person
Jun 8 - Jun 13
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

3 out of 5
Save 100% on your flight
Price was $2,472, price is now $1,870 per person
$1,870
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock

2 out of 5
Save 100% on your flight
Price was $8,320, price is now $6,297 per person
$6,297
per person
Jul 3 - Jul 6
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking. Popular attractions Duval Street and Smathers Beach are located nearby.
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Price was $1,197, price is now $917 per person
$917
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Key West Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Price was $814, price is now $594 per person
$594
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $1,699, price is now $1,183 per person
$1,183
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
Key West Historic District
Save 100% on your flight
Price was $1,356, price is now $1,000 per person
$1,000
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock

2 out of 5
Save 100% on your flight
Price was $8,320, price is now $6,297 per person
$6,297
per person
Jul 3 - Jul 6
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)

Key West Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
Save 100% on your flight
Price was $1,103, price is now $742 per person
$742
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
Save 100% on your flight
Price was $2,231, price is now $1,305 per person
$1,305
per person
Jun 27 - Jul 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Save 100% on your flight
Price was $2,395, price is now $1,577 per person
$1,577
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,175, price is now $1,459 per person
$1,459
per person
Jul 17 - Jul 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)

Top Flight Deals

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

Breeze Airways
Mon, Jun 15 - Wed, Jul 1
TPA
Tampa Intl.
EYW
Key West Intl.
$104 Roundtrip, found 3 hours ago
$104
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Mon, Jun 15 from Tampa Intl. to Key West Intl., returning Wed, Jul 1, priced at $104 found 3 hours ago
Delta
Sun, May 24 - Thu, May 28
BOS
Logan Intl.
EYW
Key West Intl.
$217 Roundtrip, found 2 hours ago
$217
Roundtrip
found 2 hours ago
Select Delta flight, departing Sun, May 24 from Logan Intl. to Key West Intl., returning Thu, May 28, priced at $217 found 2 hours ago
United
Wed, Jun 3 - Wed, Jun 10
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$289 Roundtrip, found 17 hours ago
$289
Roundtrip
found 17 hours ago
Select United flight, departing Wed, Jun 3 from Newark Liberty Intl. Airport to Key West Intl., returning Wed, Jun 10, priced at $289 found 17 hours ago
American Airlines
Tue, Jun 2 - Wed, Jun 10
ORD
O'Hare Intl.
EYW
Key West Intl.
$316 Roundtrip, found 2 hours ago
$316
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Tue, Jun 2 from O'Hare Intl. to Key West Intl., returning Wed, Jun 10, priced at $316 found 2 hours ago