Exclusive Monday Key Vacation Deals
Monday Key vacation package deals
Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Windward Pointe, Key West
Price was $1,129, price is now $828 per person
$828
per person
Aug 14 - Aug 17
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
This hotel features an outdoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, concierge services, and barbecue grills are also on offer.
Southernmost House - Adult Exclusive
Old Town Key West
Save 100% on your flight
Price was $2,575, price is now $1,430 per person
$1,430
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Guests will appreciate free perks like cooked-to-order breakfast and WiFi in public areas. Self parking, a terrace, and a picnic area are also offered.
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,833, price is now $1,832 per person
$1,832
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
An outdoor pool is featured at this guesthouse, along with free WiFi in public areas and a garden. Luggage storage and concierge services are also provided.
Coconut Beach Resort
Old Town Key West
Save 100% on your flight
Price was $2,140, price is now $1,539 per person
$1,539
per person
Jul 19 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Key West (EYW)
A private beach and an outdoor pool are featured at this smoke-free resort. Enjoy the hot tub and perks like free self parking and free WiFi. A computer station, dry cleaning, and luggage storage are also on offer.
Brisa Del Mar by Avantstay Communal Pool Gated Community Ocean Front
Price was $2,691, price is now $1,935 per person
$1,935
per person
Aug 23 - Aug 28
found 1 day ago
Roundtrip non-stop flight included
Columbus (CMH) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas.
Amelia Home by Avantstay In Historic Old Town w/ Pool
Old Town Key West
Save 100% on your flight
Price was $3,204, price is now $2,358 per person
$2,358
per person
Sep 3 - Sep 7
found 18 hours ago
Roundtrip flight included
Cleveland (CLE) to Key West (EYW)
An outdoor pool is featured at this cottage, along with free WiFi in public areas and barbecue grills.
Top Monday Key hotel deals
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Free Cancellation
Reserve now, pay when you stay
$175 nightly
The price is $197 total per night
$197 total
Jun 14 - Jun 15
Total with taxes and fees
This hotel features 2 restaurants, 2 outdoor pools, and a 24-hour gym. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and an area shuttle.
Pool
Hot Tub
Oceans Edge Key West Resort, Hotel & Marina
5950 Peninsular Avenue Key West FL
Free Cancellation
Reserve now, pay when you stay
$239 nightly
The price is $268 total per night
$268 total
Jul 7 - Jul 8
Total with taxes and fees
A marina, 6 outdoor pools, and a 24-hour gym are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. The restaurant provides options for dining, while the bar/lounge and poolside bar are great spots to unwind.
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.