
Exclusive Key West Express Vacation Deals
Key West Express vacation package deals
Price found within the past 48 hours. Click for updated prices.


Tween Waters Island Resort & Spa
Save 100% on your flight
per person
May 8 - May 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This smoke-free resort features a private beach, a full-service spa, and a nightclub. Families will appreciate the children's pool and onsite laundry facilities. You'll find 3 restaurants and 2 outdoor pools on site, along with a bar/lounge to unwind.

Bellasera Resort
Old Naples
Save 100% on your flight
per person
May 15 - May 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
This condo resort features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free valet parking. Enjoy the gym and perks like free self parking and a free beach shuttle.

GreenLinks Golf Villas at Lely Resort
Save 100% on your flight
per person
May 15 - May 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
A golf course, a full-service spa, and 2 outdoor tennis courts are all featured at this smoke-free aparthotel. Enjoy the outdoor pool and perks like free self parking. There's a restaurant and a bar/lounge for dining and drinks, and also a gym on site.

Lani Kai Beachfront Resort
Save 100% on your flight
per person
Jun 6 - Jun 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features 2 beach bars, a bar/lounge, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.

Inn on Fifth
Old Naples
Save 100% on your flight
per person
May 15 - May 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this eco-certified hotel. Enjoy the outdoor pool and perks like a free beach shuttle. Enjoy the a rooftop terrace and unwind at the bar/lounge and poolside bar.
Top Key West Express hotel deals

Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
The price is $357 per night
$357
includes taxes & fees
$320 per night
Apr 6 - Apr 7
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. You'll appreciate the 24-hour gym, beach bar, and concierge services.
Pool
Spa

Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $156 per night
$156
includes taxes & fees
$140 per night
Apr 29 - Apr 30
This hotel features 2 beach bars, a bar/lounge, and a restaurant. Enjoy the outdoor pool and perks like free WiFi. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
Pool
Free WiFi
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View all propertiesLowest 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.
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