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


Lani Kai Beachfront Resort
Save 100% on your flight
per person
Jul 11 - Jul 17
found 2 days 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.

Bellasera Resort
Old Naples
Save 100% on your flight
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip 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.

The Perry Hotel Naples
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A marina, 2 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a beach shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy the a rooftop terrace.


The Lighthouse Resort Inn & Suites
per person
Jul 21 - Jul 25
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features 2 outdoor pools, a restaurant, and a bar/lounge. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A terrace, a garden, and a picnic area are also on offer.
Top Key West Express hotel deals

Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
The price is $306 per night
$306
includes taxes & fees
$274 per night
May 14 - May 15
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Relax with a drink at one of the 4 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 $210 per night
$210
includes taxes & fees
$189 per night
May 22 - May 23
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

DiamondHead Beach Resort
2000 Estero Blvd, Fort Myers Beach, FL
Free Cancellation
Reserve now, pay when you stay
The price is $250 per night
$250
includes taxes & fees
$224 per night
May 18 - May 19
This smoke-free resort features 2 hot tubs, an outdoor pool, and a restaurant. Dine at the beachfront restaurant and relax with beach umbrellas. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Hot Tub
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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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