Search Deals onBeachside Vacation Packages
Beachside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

The Perry Hotel & Marina Key West
Save 100% on your flight
Price was $1,113, price is now $774 per person
$774
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,582, price is now $945 per person
$945
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip 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.

Ella's Cottages - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,934, price is now $1,197 per person
$1,197
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3.5-star business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,610, price is now $1,033 per person
$1,033
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip 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.

Hyatt Vacation Club at Beach House, Key West
Price was $1,614, price is now $1,084 per person
$1,084
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Stay at this 3.5-star 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.

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $2,452, price is now $1,667 per person
$1,667
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $1,588, price is now $1,079 per person
$1,079
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
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. Popular attractions Duval Street and South Beach are located nearby.

Lighthouse Hotel - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $1,642, price is now $1,123 per person
$1,123
per person
Dec 14 - Dec 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3.5-star hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the property condition in our reviews. 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

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. ...

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
Stay at this 4-star family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...

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 ...
Save an average of 15% on thousands of hotels when you're signed in

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. ...

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 ...

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 ...

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. ...

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 ...
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.

Tue, Dec 2 - Fri, Dec 5
TPA
Tampa Intl.
EYW
Key West Intl.
$111 Roundtrip, found 2 days ago
$111
Roundtrip
found 2 days ago

Sat, Jan 10 - Wed, Jan 14
BOS
Logan Intl.
EYW
Key West Intl.
$204 Roundtrip, found 17 hours ago
$204
Roundtrip
found 17 hours ago

Fri, Jan 30 - Mon, Feb 2
CLT
Charlotte-Douglas Intl.
EYW
Key West Intl.
$224 Roundtrip, found 16 hours ago
$224
Roundtrip
found 16 hours ago

Mon, Jan 26 - Wed, Feb 4
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$229 Roundtrip, found 1 hour ago
$229
Roundtrip
found 1 hour ago
Discover Other Travel Deals
- Smathers Beach Vacations
- Duval Street Vacations
- Mallory Square Vacations
- Southernmost Point Vacations
- Ernest Hemingway Home and Museum Vacations
- Fort Zachary Taylor Historic State Park Vacations
- South Beach Vacations
- Key West Butterfly and Nature Conservatory Vacations
- Stock Island Yacht Club & Marina Vacations
- Clarence S. Higgs Memorial Beach Park Vacations
- Harry S. Truman Little White House Vacations
