Florida Keys Cheap Vacations

Book a Cheap Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Cheap Florida Keys Hotels

Southwinds Motel
Southwinds Motel
2 out of 5
1321 Simonton Street, Key West, FL
  • 11 min walk from Duval Street
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,125 reviews)
"Always stay at Southwinds. Like the location"

Reviewed on Jul 1, 2025

Southwinds Motel
Bayside Inn Key Largo
Bayside Inn Key Largo
3 out of 5
99490 Overseas Hwy, Key Largo, FL
  • 4 hours drive from Duval Street
Stay at this 3-star beach hotel in Key Largo. Enjoy free WiFi, a private beach, and a 24-hour fitness center. Our guests praise the pool and the helpful staff ...
8.4/10 Very Good! (1,520 reviews)
"Being key largo locals, we knew this hotel is centrally located. Truly didn’t have any expectations, but it is super clean, friendly staff, clean pool with beach access and great amenities and discount at Snooks. Wonderful stay and will have all of our friends stay there when they visit"

Reviewed on Jul 2, 2025

Bayside Inn Key Largo
Floating Sea Cove Resort & Marina
Floating Sea Cove Resort & Marina
2 out of 5
12685 Overseas Highway, Marathon, FL
  • 2 hours drive from Duval Street
Stay at this hotel in Marathon. Enjoy free parking and air conditioning. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions ...
4.6/10 (1,002 reviews)
"Loved this place!"

Reviewed on Jun 12, 2025

Floating Sea Cove Resort & Marina
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.