Search Deals onBeachside Vacation Packages
Beachside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Coral Palm by Avantstay Key West Walkable Gated Community & Shared Pool
Save 100% on your flight
Price was $2,586, price is now $1,897 per person
$1,897
per person
Apr 16 - Apr 21
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) 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.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $6,140, price is now $4,244 per person
$4,244
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was $3,000, price is now $2,235 per person
$2,235
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.
Oceans Edge Key West Resort, Hotel & Marina
Price was $3,219, price is now $2,410 per person
$2,410
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) 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.
Havana Cabana at Key West
New Town
Price was $2,621, price is now $1,988 per person
$1,988
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.
Tortuga Suite Sparkling Pool Hot Tub
Save 100% on your flight
Price was $3,415, price is now $2,606 per person
$2,606
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking. Popular attractions Duval Street and Smathers Beach are located nearby.
The Gardens Hotel
Old Town Key West
Price was $3,776, price is now $2,916 per person
$2,916
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Book a stay at this 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.
The Reach Key West, Curio Collection by Hilton
Old Town Key West
Price was $3,114, price is now $2,427 per person
$2,427
per person
Apr 6 - Apr 11
found 1 day ago
Roundtrip non-stop flight included
Buffalo (BUF) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Duval Street and South Beach 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
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
Book a stay at this beach hotel in Key West. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the pool and the restaurant ...
Ibis Bay Beach Resort
3101 N. Roosevelt Blvd Key West FL
Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. ...
Save an average of 15% on thousands of hotels when you're signed in
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Book a stay at this family-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
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 helpful staff in our reviews. ...
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
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 ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
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, Jun 15 - Wed, Jul 1
TPA
Tampa Intl.
EYW
Key West Intl.
$92 Roundtrip, found 3 days ago
$92
Roundtrip
found 3 days ago
Mon, Mar 30 - Wed, Apr 8
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$203 Roundtrip, found 1 day ago
$203
Roundtrip
found 1 day ago
Mon, Apr 13 - Wed, Apr 29
ORD
O'Hare Intl.
EYW
Key West Intl.
$234 Roundtrip, found 9 hours ago
$234
Roundtrip
found 9 hours ago
Wed, Mar 18 - Wed, Mar 25
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$264 Roundtrip, found 1 day ago
$264
Roundtrip
found 1 day ago
Discover Other Travel Deals
- Smathers Beach Vacations
- Duval Street Vacations
- Southernmost Point Vacations
- Mallory Square Vacations
- Fort Zachary Taylor Historic State Park Vacations
- South Beach Vacations
- Ernest Hemingway Home and Museum Vacations
- Stock Island Yacht Club & Marina Vacations
- Key West Butterfly and Nature Conservatory Vacations
- Clarence S. Higgs Memorial Beach Park Vacations
- Harry S. Truman Little White House Vacations