Exclusive Key West Express Vacation Deals
Key West Express vacation package deals
Price found within the past 48 hours. Click for updated prices.
Stay Inn & Suites
Winkler
Price was $584, price is now $412 per person
$412
per person
Oct 27 - Nov 1
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A business center, express check-out, and dry cleaning are also on offer.
Manasota Key Resort
Save 100% on your flight
Price was $1,482, price is now $975 per person
$975
per person
Sep 25 - Sep 30
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Fort Myers (RSW)
This smoke-free hotel's private beach and marina are among the highlights. Enjoy the outdoor pool and perks like free self parking and free WiFi. A terrace, a picnic area, and laundry facilities are also on offer.
Shell Island Beach Club
East End
Save 100% on your flight
Price was $1,485, price is now $1,008 per person
$1,008
per person
Oct 10 - Oct 17
found 1 day ago
Roundtrip flight included
New York (JFK) to Fort Myers (RSW)
This aparthotel's 2 outdoor pools and outdoor tennis court are among the featured amenities. Enjoy the 2 hot tubs and get free self parking. A picnic area and barbecue grills are also provided.
Marco Beach Ocean Suites
South End
Save 100% on your flight
Price was $2,419, price is now $1,703 per person
$1,703
per person
Oct 31 - Nov 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)
A gym, valet parking, and concierge services are featured at this resort. WiFi in public areas is free. A garden, a free grocery shopping service, and luggage storage are also on offer.
Tween Waters Island Resort & Spa
Price was $967, price is now $684 per person
$684
per person
Oct 12 - Oct 15
found 16 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
This smoke-free resort features a private beach, a full-service spa, and a marina. Family-friendly amenities include a children's pool and kid-friendly dining, along with kayaking. Free self parking is free for guests, and you can enjoy a meal in one of the 3 restaurants.
The Perry Hotel Naples
Price was $862, price is now $610 per person
$610
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip flight included
Detroit (DTW) 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.
Top Key West Express hotel deals
Margaritaville Beach Resort Fort Myers
251 Crescent Street Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
$206 nightly
The price is $230 total per night
$230 total
Sep 2 - Sep 3
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Enjoy the 24-hour gym and visit the 4 bars/lounges and beach bar for drinks.
Pool
Spa
Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
$134 nightly
The price is $149 total per night
$149 total
Aug 11 - Aug 12
Total with taxes and fees
This smoke-free hotel features 3 restaurants, 3 beach bars, and 6 bars/lounges. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Enjoy the outdoor pool and perks like free WiFi.
Pool
Free WiFi
DiamondHead Beach Resort
2000 Estero Blvd Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
$264 nightly
The price is $294 total per night
$294 total
Aug 10 - Aug 11
Total with taxes and fees
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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