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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.
The Key West Hotel

The Key West Hotel

2.5 out of 5
Save 100% on your flight
Price was $2,174, price is now $1,564 per person
$1,564
per person
Mar 30 - Apr 3
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.
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 $4,517, price is now $3,209 per person
$3,209
per person
Mar 21 - Mar 28
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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
Price was $3,322, price is now $2,366 per person
$2,366
per person
Mar 30 - Apr 4
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
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 $3,467, price is now $2,536 per person
$2,536
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this cottage in Key West. Enjoy balconies, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Duval Street and Smathers Beach are located nearby.
Beachfront 2bdr Condo, Pool & Hot Tub w/ Ocean Views Papaya Place by Avantstay

Beachfront 2bdr Condo, Pool & Hot Tub w/ Ocean Views Papaya Place by Avantstay

3 out of 5
Save 100% on your flight
Price was $3,489, price is now $2,564 per person
$2,564
per person
Apr 5 - Apr 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach cottage in Key West. Enjoy free parking, a beach locale, and balconies. Popular attractions Duval Street and Smathers Beach are located nearby.
The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay

2 out of 5
Save 100% on your flight
Price was $19,377, price is now $14,333 per person
$14,333
per person
Mar 18 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.
New Windrose House by Brightwild Pool

New Windrose House by Brightwild Pool

2 out of 5
Save 100% on your flight
Price was $15,639, price is now $11,599 per person
$11,599
per person
Mar 18 - Mar 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free parking and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.
New The Cottage at James House

New The Cottage at James House

2 out of 5
Save 100% on your flight
Price was $3,379, price is now $2,546 per person
$2,546
per person
Mar 18 - Mar 24
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this apartment in Key West. Enjoy a garden. Popular attractions Duval Street and Mallory Square 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
Save 100% on your flight
Price was $1,232, price is now $810 per person
$810
per person
Mar 5 - Mar 8
found 1 day ago
Roundtrip non-stop 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 $2,174, price is now $1,564 per person
$1,564
per person
Mar 30 - Apr 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking

2 out of 5
Old Town Key West
Save 100% on your flight
Price was $2,605, price is now $2,021 per person
$2,021
per person
Mar 20 - Mar 24
found 2 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Key West (EYW)
Commodore s Cove by Brightwild Epic Location

Commodore s Cove by Brightwild Epic Location

2 out of 5
Key West Historic District
Save 100% on your flight
Price was $3,997, price is now $3,103 per person
$3,103
per person
Mar 22 - Mar 25
found 1 day ago
Roundtrip 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.
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
Old Town Key West
Price was $2,372, price is now $1,667 per person
$1,667
per person
Mar 29 - Apr 4
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
Price was $3,056, price is now $2,115 per person
$2,115
per person
Mar 29 - Apr 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool

Casa Grande by Avantstay Dt Key West Near South Beach w/ Pool

3 out of 5
Old Town Key West
Save 100% on your flight
Price was $8,434, price is now $5,946 per person
$5,946
per person
Apr 6 - Apr 11
found 8 hours ago
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
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 $4,517, price is now $3,209 per person
$3,209
per person
Mar 21 - Mar 28
found 11 hours ago
Roundtrip non-stop flight included
Boston (BOS) 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
Sat, Feb 7 - Mon, Feb 9
TPA
Tampa Intl.
EYW
Key West Intl.
$159 Roundtrip, found 3 days ago
$159
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Feb 7 from Tampa Intl. to Key West Intl., returning Mon, Feb 9, priced at $159 found 3 days ago
United
Mon, Feb 9 - Fri, Feb 13
BOS
Logan Intl.
EYW
Key West Intl.
$199 Roundtrip, found 6 hours ago
$199
Roundtrip
found 6 hours ago
Select United flight, departing Mon, Feb 9 from Logan Intl. to Key West Intl., returning Fri, Feb 13, priced at $199 found 6 hours ago
Spirit Airlines
Mon, Apr 13 - Thu, Apr 16
ORD
O'Hare Intl.
EYW
Key West Intl.
$247 Roundtrip, found 6 hours ago
$247
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Mon, Apr 13 from O'Hare Intl. to Key West Intl., returning Thu, Apr 16, priced at $247 found 6 hours ago
Spirit Airlines
Mon, Feb 16 - Thu, Feb 19
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$251 Roundtrip, found 3 days ago
$251
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Mon, Feb 16 from Baltimore Washington Intl. Thurgood Marshall to Key West Intl., returning Thu, Feb 19, priced at $251 found 3 days ago