Search Deals onBeachside Vacation Packages
Beachside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was $1,619, price is now $1,199 per person
$1,199
per person
May 28 - Jun 1
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
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 South Beach are located nearby.
Sky Suite on Duval by Brightwild Condo w Balcony
Old Town Key West
Price was $2,699, price is now $2,073 per person
$2,073
per person
May 17 - May 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Contra House Key West
Old Town Key West
Price was $5,735, price is now $4,418 per person
$4,418
per person
May 17 - May 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this vacation home in Key West. Enjoy free WiFi, free parking, and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,303, price is now $1,663 per person
$1,663
per person
May 27 - May 31
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.
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Save 100% on your flight
Price was $2,173, price is now $1,603 per person
$1,603
per person
May 8 - May 13
found 1 day 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.
Caribbean House
Old Town Key West
Price was $1,707, price is now $1,290 per person
$1,290
per person
May 23 - May 29
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this B&B in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Duval Street and Ernest Hemingway Home and Museum are located nearby.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $1,791, price is now $1,360 per person
$1,360
per person
May 11 - May 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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 South Beach are located nearby.
Poolside Retreat by Brightwild Cottage w Pool
Old Town Key West
Save 100% on your flight
Price was $2,046, price is now $1,606 per person
$1,606
per person
May 15 - May 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Key West (EYW)
Stay at this apartment in Key West. Enjoy free parking and a garden. 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
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 ...
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 ...
Save an average of 15% on thousands of hotels when you're signed in
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Book a stay at this 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. ...
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. ...
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 ...
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 ...
The Laureate Key West
3444 N Roosevelt Boulevard Key West FL
Book a stay at this beach hotel in Key West. Enjoy a 24-hour front desk, a 24-hour business center, and daily housekeeping. Our guests praise the pool and the ...
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.
Sun, Jun 7 - Wed, Jun 10
TPA
Tampa Intl.
EYW
Key West Intl.
$87 Roundtrip, found 11 hours ago
$87
Roundtrip
found 11 hours ago
Tue, Jul 14 - Wed, Jul 29
BOS
Logan Intl.
EYW
Key West Intl.
$270 Roundtrip, found 4 hours ago
$270
Roundtrip
found 4 hours ago
Mon, Apr 20 - Fri, Apr 24
ATL
Hartsfield-Jackson Atlanta Intl.
EYW
Key West Intl.
$301 Roundtrip, found 11 hours ago
$301
Roundtrip
found 11 hours ago
Sun, May 10 - Thu, May 28
EWR
Newark Liberty Intl. Airport
EYW
Key West Intl.
$309 Roundtrip, found 1 hour ago
$309
Roundtrip
found 1 hour 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
- Florida Keys National Marine Sanctuary Vacations
- Key West Butterfly and Nature Conservatory Vacations
- Stock Island Yacht Club & Marina Vacations
- Clarence S. Higgs Memorial Beach Park Vacations