Beachside Vacation Packages for 2026
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Beachside Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West
New Town
Price was $1,494, price is now $1,168 per person
$1,168
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
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 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 $2,516, price is now $1,550 per person
$1,550
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop 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.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $3,365, price is now $2,303 per person
$2,303
per person
Mar 8 - Mar 15
found 1 day ago
Roundtrip non-stop flight included
Washington (DCA) 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.
Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $1,819, price is now $1,282 per person
$1,282
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop 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 Southernmost Point are located nearby.
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $2,501, price is now $1,923 per person
$1,923
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Duval Street and Mallory Square are located nearby.
The Perry Hotel & Marina Key West
Price was $1,695, price is now $1,307 per person
$1,307
per person
Apr 2 - Apr 6
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Book a stay at this 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.
Top Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
3.41 km from Beachside
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. ...
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
3.31 km from Beachside
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
1.81 km from Beachside
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 ...
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
5.23 km from Beachside
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 ...
Margaritaville Beach House Key West
2001 South Roosevelt Boulevard Key West FL
0.68 km from Beachside
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 ...
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd Key West FL
3.05 km from Beachside
Book a stay at this business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
The Perry Hotel & Marina Key West
7001 Shrimp Road Key West FL
4.29 km from Beachside
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
3.34 km from Beachside
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 ...
Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
2.8 km from Beachside
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 ...
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard Key West FL
2.77 km from Beachside
Stay at this 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 ...
Hyatt Vacation Club at Beach House, Key West
5051 Overseas Highway Key West FL
3.61 km from Beachside
Stay at this 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. ...
Hyatt Centric Key West Resort and Spa
601 Front St Key West FL
2.8 km from Beachside
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. ...
Parrot Key Hotel & Villas
2801 N Roosevelt Blvd Key West FL
1.76 km from Beachside
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. ...
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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Thu, Jan 29 - Mon, Feb 2
TPA
Tampa Intl.
EYW
Key West Intl.
$110 Roundtrip, found 1 day ago
$110
Roundtrip
found 1 day ago
Mon, Jan 26 - Fri, Jan 30
BOS
Logan Intl.
EYW
Key West Intl.
$227 Roundtrip, found 4 days ago
$227
Roundtrip
found 4 days ago
Mon, Mar 2 - Thu, Mar 19
PHL
Philadelphia Intl.
EYW
Key West Intl.
$284 Roundtrip, found 4 days ago
$284
Roundtrip
found 4 days ago
Sat, Jan 24 - Fri, Jan 30
BOS
Logan Intl.
EYW
Key West Intl.
$297 Roundtrip, found 4 days ago
$297
Roundtrip
found 4 days ago
Wed, Mar 11 - Tue, Mar 17
BOS
Logan Intl.
EYW
Key West Intl.
$319 Roundtrip, found 3 days ago
$319
Roundtrip
found 3 days ago