Exclusive Key West Express Vacation Deals

Key West Express vacation package deals

Price found within the past 48 hours. Click for updated prices.
Lehigh Resort Club

Lehigh Resort Club

3.5 out of 5
Joel
Save 100% on your flight
Price was $814, price is now $562 per person
$562
per person
May 2 - May 9
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Fort Myers (RSW)
2 outdoor tennis courts, an outdoor pool, and a hot tub are all featured at this smoke-free resort. Bring the family and enjoy the mini golf, children's pool, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
The Suites at Fishermen’s Village- 2 Bedroom Suites

The Suites at Fishermen’s Village- 2 Bedroom Suites

3 out of 5
Punta Gorda Isles
Save 100% on your flight
Price was $1,043, price is now $695 per person
$695
per person
Apr 30 - May 4
found 1 day 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 condo resort. 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.
Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

Marco Polo by Avantstay Waterfront 5bdr, Pool, Spa, Fire Pit, Walk to Beach

3 out of 5
South End
Save 100% on your flight
Price was $5,531, price is now $3,908 per person
$3,908
per person
May 31 - Jun 5
found 17 hours ago
Roundtrip flight included
Chicago (ORD) to Fort Myers (RSW)
This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.
Landing Apartments Fort Myers near Olympia Pointe

Landing Apartments Fort Myers near Olympia Pointe

4 out of 5
Save 100% on your flight
Price was $849, price is now $602 per person
$602
per person
May 30 - Jun 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This aparthotel features an outdoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Free self parking, barbecue grills, and a virtual front desk are also on offer.
Windward Passage Resort

Windward Passage Resort

2 out of 5
Save 100% on your flight
Price was $3,451, price is now $2,466 per person
$2,466
per person
May 13 - May 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Fort Myers (RSW)
This hotel features an outdoor pool and an outdoor tennis court. Enjoy the hot tub and perks like free self parking and free WiFi. The front desk is staffed around-the-clock and laundry facilities are on offer.

Top Key West Express hotel deals

Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
$368 nightly
The price is $411 total per night
$411 total
Apr 19 - Apr 20
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

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
Free Cancellation
Reserve now, pay when you stay
$298 nightly
The price is $333 total per night
$333 total
Apr 22 - Apr 23
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

DiamondHead Beach Resort

3.5 out of 5
2000 Estero Blvd Fort Myers Beach FL
$370 nightly
The price is $413 total per night
$413 total
Apr 22 - Apr 23
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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Lowest 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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