Key West Cheap Holidays
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Top flight + Cheap hotel deals in Key West
Price found within the past 48 hours. Click for updated prices.
Parrot Key Hotel & Villas
Northside Resort
per person
21 Aug - 24 Aug
found 13 hours ago
Return direct flight included
Hartford (BDL) to Key West (EYW)
9/10 Wonderful! (1,014 reviews)
Service was excellent, our villa was located near the pool. Room was clean along with the entire property. Highly recommend
Reviewed on 2 Jul 2025
Southernmost Beach Resort and Guesthouses
Old Town Key West
per person
27 Aug - 3 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
8.6/10 Excellent! (2,555 reviews)
My girlfriend and I had a nice stay. It’s a decent place. The pool gets extremely crowded and there is not much seating options out by the pool area. Beds are not the most comfortable. Bar out by the pool was a great amenity. Lounge pool is nice for adults only who are looking to relax. Everything is within walking distance or getting a ride with an uber. It’s a good hotel. Not great but not horrible either.
Reviewed on 5 Jul 2025
Pier House Resort & Spa
Key West Historic District
per person
27 Aug - 3 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
9/10 Wonderful! (1,002 reviews)
This resort location is fantastic and close to everything. The resort is lively but also quiet and allows the opportunity to get away from the noise of Duval if desired. The private beach and beach bar amenities were a major highlight. We will be back!
Reviewed on 5 Jul 2025
DoubleTree Resort by Hilton Grand Key - Key West
per person
27 Aug - 3 Sept
found 1 day ago
Return flight included
Manchester (MAN) to Key West (EYW)
7.8/10 Good! (1,002 reviews)
Excellent staff, and convenient ground transportation to Old Town Key West (straight to the Marina area at the north end of Duval).
Hotel is undergoing room renovations and patio construction (lots of contractors, noise, and poolside construction). The outdoor patio and poolside bar were not even open during our entire stay.
Reviewed on 29 Jun 2025
3 Night Cheap holidays in Key West
Price found within the past 48 hours. Click for updated prices.
Parrot Key Hotel & Villas
Northside Resort
per person
21 Aug - 24 Aug
found 13 hours ago
Return direct flight included
Hartford (BDL) to Key West (EYW)
9/10 Wonderful! (1,014 reviews)
Service was excellent, our villa was located near the pool. Room was clean along with the entire property. Highly recommend
Reviewed on 2 Jul 2025
Top Cheap Key West Hotels
Southwinds Motel
1321 Simonton Street, Key West, FL
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 their reviews. ...
8.6/10 Excellent! (1,125 reviews)
"Always stay at Southwinds. Like the location"
Reviewed on 1 Jul 2025
Seashell Motel & Key West Hostel
718 South Street, Key West, FL
Stay at this hostel in Key West. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms in their reviews. Popular ...
7.6/10 Good! (1,003 reviews)
"Great choice"
Reviewed on 23 Jun 2025
Duval House
815 Duval St, Key West, FL
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping and a garden. Our guests praise the breakfast and the pool in their reviews. ...
9.2/10 Wonderful! (1,022 reviews)
"The best place to stay in Key West. Staff is uber friendly, rooms are terrific. Clean, Location cannot be beat."
Reviewed on 30 Jun 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.