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

GreenLinks Golf Villas at Lely Resort
Save 100% on your flight
per person
Oct 1 - Oct 5
found 5 hours 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.

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
per person
Oct 1 - Oct 5
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
This luxury resort features a private beach, a full-service spa, and 2 restaurants. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. Enjoy the outdoor pool and visit the 2 bars/lounges and beach bar for drinks.

Inn on Fifth
Old Naples
Save 100% on your flight
per person
Aug 22 - Aug 25
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.

The Perry Hotel Naples
Save 100% on your flight
per person
Oct 1 - Oct 5
found 5 hours ago
Roundtrip non-stop 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.

Bellasera Resort
Old Naples
Save 100% on your flight
per person
Aug 22 - Aug 25
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.

Tollgate Inn
Rural Estates
Save 100% on your flight
per person
Aug 16 - Aug 23
found 14 hours ago
Roundtrip flight included
Cleveland (CLE) to Fort Myers (RSW)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's an outdoor pool on site, and a 24-hour front desk and dry cleaning are also provided.
Top Key West Express hotel deals

Lani Kai Beachfront Resort
1400 Estero Blvd, Fort Myers Beach, FL
Free Cancellation
Reserve now, pay when you stay
$229 nightly
The price is $256 total per night
$256 total
Jul 13 - Jul 14
Total includes taxes and fees
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

Margaritaville Beach Resort Fort Myers
251 Crescent Street, Fort Myers Beach, FL
$236 nightly
The price is $264 total per night
$264 total
Jul 29 - Jul 30
Total includes taxes and fees
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

The Lighthouse Resort Inn & Suites
1051 5th St, Fort Myers Beach, FL
Free Cancellation
Reserve now, pay when you stay
$142 nightly
The price is $159 total per night
$159 total
Jul 13 - Jul 14
Total includes taxes and fees
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.
Pool
Pet friendly
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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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