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

Caribbean House
Old Town Key West
Price was $983, price is now $729 per person
$729
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 3-star 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.

Winslow's Bungalows - Key West Historic Inns
Old Town Key West
Price was $1,798, price is now $889 per person
$889
per person
Nov 13 - Nov 17
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.

Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,202, price is now $819 per person
$819
per person
Nov 13 - Nov 17
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.

Southernmost Beach Resort and Guesthouses
Old Town Key West
Save 100% on your flight
Price was $1,156, price is now $835 per person
$835
per person
Nov 13 - Nov 17
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.

Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $1,665, price is now $1,210 per person
$1,210
per person
Nov 13 - Nov 17
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.

The Perry Hotel & Marina Key West
Price was $1,019, price is now $749 per person
$749
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip non-stop 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.

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Save 100% on your flight
Price was $2,096, price is now $1,550 per person
$1,550
per person
Nov 13 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star villa in Key West. Enjoy free parking, a beach locale, and a garden. Popular attractions Duval Street and Smathers Beach are located nearby.

Casa Marina Key West, Curio Collection by Hilton
Old Town Key West
Price was $1,402, price is now $1,041 per person
$1,041
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Key West (EYW)
Stay at this 4-star 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.
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

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 ...

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 ...

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

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. ...

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. ...

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 bar in our reviews. Popular ...

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 ...

The Perry Hotel & Marina Key West
7001 Shrimp Road, Key West, FL
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 ...
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, Nov 24 - Tue, Nov 25
TPA
Tampa Intl.
EYW
Key West Intl.
$128 Roundtrip, found 3 days ago
$128
Roundtrip
found 3 days ago

Tue, Jan 27 - Tue, Feb 10
BWI
Baltimore Washington Intl. Thurgood Marshall
EYW
Key West Intl.
$205 Roundtrip, found 23 hours ago
$205
Roundtrip
found 23 hours ago

Mon, Nov 17 - Wed, Nov 26
BOS
Logan Intl.
EYW
Key West Intl.
$214 Roundtrip, found 4 days ago
$214
Roundtrip
found 4 days ago

Mon, Nov 10 - Fri, Nov 14
PHL
Philadelphia Intl.
EYW
Key West Intl.
$216 Roundtrip, found 3 days ago
$216
Roundtrip
found 3 days ago
Discover Other Travel Deals
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- Stock Island Yacht Club & Marina Vacations
- Key West Golf Club Vacations
- Clarence S. Higgs Memorial Beach Park Vacations
- Harry S. Truman Little White House Vacations