Key West Beach Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to €185 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
Pier House Resort & Spa
Key West Historic District
Price was €2,202, price is now €1,491 per person
€1,491
per person
13 Oct - 20 Oct
found 13 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
9/10 Wonderful! (1,008 reviews)
They say they upgraded us when we checked in, they stuck us in a room next to the bar which was loud until about 1 in the morning. The facilities were nice and close to everything. Be careful with your bill because they overcharge us everyday on our breakfast and lunch bill.
Reviewed on 28 Aug 2025
Southernmost Beach Resort and Guesthouses
Old Town Key West
Price was €1,734, price is now €1,284 per person
€1,284
per person
13 Oct - 20 Oct
found 13 hours ago
Return flight included
Miami (MIA) to Key West (EYW)
8.6/10 Excellent! (2,710 reviews)
We enjoyed our stay and it was a great quick break from our busy lives.
Reviewed on 2 Sep 2025
Southernmost House
Old Town Key West
Price was €3,493, price is now €2,748 per person
€2,748
per person
13 Oct - 20 Oct
found 13 hours ago
Return direct flight included
West Palm Beach (PBI) to Key West (EYW)
9.4/10 Exceptional! (1,006 reviews)
Beautiful mansion with unique features. Everything within walking distance.
Reviewed on 29 Aug 2025
Ocean Key Resort - A Noble House Resort
Key West Historic District
Price was €2,305, price is now €1,828 per person
€1,828
per person
13 Oct - 20 Oct
found 13 hours ago
Return direct flight included
West Palm Beach (PBI) to Key West (EYW)
9.2/10 Wonderful! (1,004 reviews)
Loved how walkable this property is to everything Key West. We never had to drive. There are so many great restaurants nearby and the ones on site are delicious. The staff is extremely friendly, the lobby smells AMAZING and you will feel like you’re in paradise!
Reviewed on 31 Aug 2025
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. ...
Margaritaville Beach House Key West
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
Pier House Resort & Spa
1 Duval St, Key West, FL
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. ...
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.