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A person in a boat paddling through a calm river surrounded by dense greenery.
Photo by David Gayness
Open Photo by David Gayness

Cleveland Vacations from ￥260,947

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The Latest Cleveland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 2 outdoor pools, cabanas (surcharge), pool umbrellas
    Sep 7 - Sep 12

    The Perry Hotel Naples + Flight

    Naples
    5 nights
    4.5 star property
    9.6/10 - Exceptional (974 reviews)
    "Our first time there won’t be our last it was wonderful. The pools were wonderful. The people were nice. The amenities were very good. Parking was great. The area is convenient for restaurant shopping all kinds of things. I would definitely stay there again. Had a great time. thank you to all your employees. They were wonderful."
    Reviewed July 28, 2026
    Roundtrip • Tokyo (NRT) - Fort Myers (RSW)
    NRT - MIA • 1 stop MIA - NRT • 2 stops
    ￥302,104
    ￥260,947
    per traveler
    found 19 hours ago
    The Perry Hotel Naples
  • In-room safe, blackout drapes, iron/ironing board, cribs (surcharge)
    Sep 7 - Sep 12

    Casa Ybel Resort + Flight

    Mid Island
    5 nights
    2.5 star property
    8.8/10 - Excellent (392 reviews)
    "Ŵe were very pleased. Restaurant was very good. We didnt use the pool or beach but both looked well maintained. Didnt realized there were stairs. Should be cautioned. Grounds man helped with luggage going up but busy checkout when we left . $40 per day charge for beach umbrellas and chairs. Overall, a great four days"
    Reviewed July 27, 2026
    Roundtrip • Tokyo (NRT) - Fort Myers (RSW)
    NRT - MIA • 1 stop MIA - NRT • 2 stops
    ￥363,968
    ￥308,339
    per traveler
    found 19 hours ago
    Casa Ybel Resort
  • Exterior
    Sep 7 - Sep 12

    Sunsuites Villas At Sunseeker Resort, Curio By Hilton + Flight

    Charlotte Harbor
    5 nights
    4.0 star property
    9.6/10 - Exceptional (75 reviews)
    "Great"
    Reviewed July 28, 2026
    Roundtrip • Tokyo (NRT) - Fort Myers (RSW)
    NRT - MIA • 1 stop MIA - NRT • 2 stops
    ￥338,484
    ￥289,920
    per traveler
    found 19 hours ago
    Sunsuites Villas At Sunseeker Resort, Curio By Hilton
  • 2 outdoor pools, open 8:00 AM to 8:30 PM, cabanas (surcharge)
    Sep 7 - Sep 12

    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton + Flight

    Punta Gorda
    5 nights
    4.0 star property
    9.2/10 - Wonderful (3,096 reviews)
    "My family and I really enjoyed this property! The pool was amazing, even on Memorial Day weekend it was still no problem finding chairs and umbrella by the pool. Pool side service was quick and efficient. Property was very clean."
    Reviewed July 28, 2026
    Roundtrip • Tokyo (NRT) - Fort Myers (RSW)
    NRT - MIA • 1 stop MIA - NRT • 2 stops
    ￥321,947
    ￥280,338
    per traveler
    found 19 hours ago
    Sunseeker Resort Florida Gulf Coast, Curio Collection Hilton
  • Marina
    Sep 7 - Sep 12

    Matanzas Inn Bayside Resort and Marina + Flight

    Fort Myers Beach
    5 nights
    3.0 star property
    9.4/10 - Exceptional (1,005 reviews)
    "I loved everything about this place and I will return. I didnt realize when I booked this place, I was looking for a place with a hot tub that was near the restaurant I planned on going to for my Birthday. This place was just down the street from my restaurant I came here for. I came here 4 yrs ago for my birthday then too. Everything was perfect, from the check in, the Staff, we came early so we stayed by the pool, to the front desk service, the room, all the amenities, the restaurant, walking..."
    Reviewed July 28, 2026
    Roundtrip • Tokyo (NRT) - Fort Myers (RSW)
    NRT - MIA • 1 stop MIA - NRT • 2 stops
    ￥289,712
    ￥261,321
    per traveler
    found 19 hours ago
    Matanzas Inn Bayside Resort and Marina

Cleveland Hotel Deals

Property entrance

Holiday Inn Express & Suites Punta Gorda by IHG

Holiday Inn Express & Suites Punta Gorda by IHG
2.5 star property
7.6 km from Cleveland
9.4 out of 10, Exceptional, (1,003 reviews)
"Room was clean and cool. Staff was so nice to us, as always! Breakfast was delicious :) thank you!"
The price is ￥13,295
￥14,890 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express & Suites Punta Gorda by IHG
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.
See all properties in Cleveland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.