Search Deals onBeachside Vacation Packages
Beachside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,160, price is now $788 per person
$788
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star 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.
Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,430, price is now $932 per person
$932
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Key West (EYW)
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
The Gardens Hotel
Old Town Key West
Save 100% on your flight
Price was $2,115, price is now $1,415 per person
$1,415
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star business-friendly B&B in Key West. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Hyatt Vacation Club at Beach House, Key West
Save 100% on your flight
Price was $1,315, price is now $917 per person
$917
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Appleton (ATW) to Key West (EYW)
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Amelia Home by Avantstay In Historic Old Town w/ Pool
Old Town Key West
Save 100% on your flight
Price was $5,528, price is now $3,880 per person
$3,880
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Stay at this 3-star cottage in Key West. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Save 100% on your flight
Price was $1,569, price is now $1,108 per person
$1,108
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach are located nearby.
Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,338, price is now $947 per person
$947
per person
Nov 21 - Nov 26
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Duval Sea Turtle by Avantstay Great Location Close to Shops Shared Pool!
Old Town Key West
Save 100% on your flight
Price was $3,950, price is now $2,832 per person
$2,832
per person
Nov 3 - Nov 8
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Key West (EYW)
Stay at this 3.5-star cottage in Key West. Enjoy free parking, concierge services, and premium TV channels. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
3-4 Night Vacations in Beachside
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Beachside
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Beachside
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue, Key West, FL
Stay at this 4-star 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 ...
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
Save an average of 15% on thousands of hotels when you're signed in
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd, Key West, FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 4 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our reviews. ...
Hyatt Centric Key West Resort and Spa
601 Front St, Key West, FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy 2 restaurants, breakfast (surcharge), and a free area shuttle. Our guests praise the pool and ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Nov 24 - Tue, Nov 25
TPA
Tampa Intl.
EYW
Key West Intl.
$128 Roundtrip, found 5 days ago
$128
Roundtrip
found 5 days ago
Tue, Jan 27 - Tue, Feb 10
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$205 Roundtrip, found 14 hours ago
$205
Roundtrip
found 14 hours ago
Mon, Nov 17 - Wed, Nov 26
BOS
Logan Intl.
EYW
Key West Intl.
$214 Roundtrip, found 5 days ago
$214
Roundtrip
found 5 days ago
Mon, Nov 10 - Fri, Nov 14
PHL
Philadelphia Intl.
EYW
Key West Intl.
$216 Roundtrip, found 5 days ago
$216
Roundtrip
found 5 days ago
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