
Exclusive Key West Express Vacation Deals

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

Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
Price was $770, price is now $543 per person
$543
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Myers (RSW)
A full-service spa, 7 restaurants, and 2 outdoor pools are all featured at this resort. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. Relax with a drink at one of the 2 poolside bars and enjoy the 2 hot tubs and 24-hour gym.

LaPlaya Beach & Golf Resort - A Noble House Resort
Vanderbilt Beach
Save 100% on your flight
Price was $1,757, price is now $1,028 per person
$1,028
per person
Jun 14 - Jun 18
found 1 day ago
Roundtrip 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.

The Perry Hotel Naples
Save 100% on your flight
Price was $998, price is now $631 per person
$631
per person
Jul 15 - Jul 19
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.

Shell Island Beach Club
East End
Save 100% on your flight
Price was $2,200, price is now $1,481 per person
$1,481
per person
Jul 18 - Jul 25
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Myers (RSW)
This aparthotel features 2 outdoor pools, a picnic area, and barbecue grills. Take advantage of the free self parking.

The Suites at Fishermen’s Village- 2 Bedroom Suites
Punta Gorda Isles
Save 100% on your flight
Price was $1,128, price is now $774 per person
$774
per person
Jul 18 - Jul 24
found 23 hours ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
A marina, 2 restaurants, and an outdoor pool are all featured at this smoke-free aparthotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. A coffee shop, a snack bar/deli, and a picnic area are also on offer.

The Lighthouse Resort Inn & Suites
Save 100% on your flight
Price was $1,032, price is now $727 per person
$727
per person
Jul 14 - Jul 19
found 1 day 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
$244 nightly
The price is $272 total per night
$272 total
May 18 - May 19
Total with 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

Lani Kai Beachfront Resort
1400 Estero Blvd Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
$179 nightly
The price is $200 total per night
$200 total
May 20 - May 21
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

The Lighthouse Resort Inn & Suites
1051 5th St Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
$152 nightly
The price is $169 total per night
$169 total
May 17 - May 18
Total with 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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