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 $1,603, price is now $968 per person
$968
per person
Jan 4 - Jan 10
found 6 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.

The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,990, price is now $1,627 per person
$1,627
per person
Jan 4 - Jan 10
found 6 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Save 100% on your flight
Price was $2,062, price is now $1,137 per person
$1,137
per person
Jan 4 - Jan 10
found 6 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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
Save 100% on your flight
Price was $1,972, price is now $1,157 per person
$1,157
per person
Jan 4 - Jan 10
found 6 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.

Hyatt Vacation Club at Windward Pointe, Key West
Save 100% on your flight
Price was $1,643, price is now $989 per person
$989
per person
Jan 4 - Jan 10
found 6 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.

Blue Flamingo Resort Key West
New Town
Save 100% on your flight
Price was $2,740, price is now $1,792 per person
$1,792
per person
Jan 4 - Jan 10
found 6 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
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 in our reviews. Popular attractions Duval Street and Smathers Beach are located nearby.

Ibis Bay Beach Resort
Northside Resort
Save 100% on your flight
Price was $1,727, price is now $1,190 per person
$1,190
per person
Jan 4 - Jan 10
found 6 hours ago
Roundtrip non-stop flight included
Albany (ALB) to Key West (EYW)
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. 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 $1,725, price is now $1,194 per person
$1,194
per person
Jan 4 - Jan 10
found 6 hours ago
Roundtrip non-stop flight included
Albany (ALB) 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.
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 1 day ago
$111
Roundtrip
found 1 day ago

Wed, Jan 7 - Thu, Jan 8
BOS
Logan Intl.
EYW
Key West Intl.
$201 Roundtrip, found 6 days ago
$201
Roundtrip
found 6 days ago

Fri, Jan 30 - Mon, Feb 2
CLT
Charlotte-Douglas Intl.
EYW
Key West Intl.
$224 Roundtrip, found 1 day ago
$224
Roundtrip
found 1 day ago

Sat, May 2 - Wed, May 6
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$229 Roundtrip, found 5 days ago
$229
Roundtrip
found 5 days ago
Discover Other Travel Deals
- Smathers Beach Vacations
- Duval Street Vacations
- Mallory Square Vacations
- Southernmost Point Vacations
- South Beach Vacations
- Ernest Hemingway Home and Museum Vacations
- Fort Zachary Taylor Historic State Park 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
