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A sunset over the ocean with waves and a fallen tree on the beach.

Manasota Key Vacations from $358

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The Latest Manasota Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Desk, WiFi (free), bed sheets
    Sep 6 - Sep 12

    Stay Inn & Suites + Flight

    Winkler
    6 nights
    2.5 star property
    5.0/10 - (999 reviews)
    "Nothin was impress"
    Reviewed July 11, 2026
    Roundtrip • New York (EWR) - Fort Myers (RSW)
    EWR - RSW • Nonstop RSW - EWR • Nonstop
    $542
    $358
    per traveler
    found 1 day ago
    Stay Inn & Suites
  • View from room
    Oct 1 - Oct 6

    LaPlaya Beach & Golf Resort - A Noble House Resort + Flight

    Vanderbilt Beach
    5 nights
    4.5 star property
    9.0/10 - Wonderful (1,006 reviews)
    Roundtrip • New York (EWR) - Fort Myers (RSW)
    EWR - RSW • Nonstop RSW - EWR • Nonstop
    Save 100% on your flight
    $2,067
    $1,210
    per traveler
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • 2 outdoor pools, cabanas (surcharge), pool umbrellas
    Sep 4 - Sep 9

    The Perry Hotel Naples + Flight

    Naples
    5 nights
    4.5 star property
    9.6/10 - Exceptional (955 reviews)
    Roundtrip • New York (EWR) - Fort Myers (RSW)
    EWR - FLL • Nonstop FLL - EWR • Nonstop
    Save 100% on your flight
    $873
    $547
    per traveler
    found 1 day ago
    The Perry Hotel Naples
  • Luxury House, Pool View | Pool | Outdoor pool
    Oct 3 - Oct 8

    A Wave From it All + Flight

    Siesta Isle
    5 nights
    2.0 star property
    Roundtrip • Chicago (ORD) - Fort Myers (RSW)
    ORD - RSW • Nonstop RSW - ORD • Nonstop
    Save 100% on your flight
    $2,343
    $1,482
    per traveler
    found 1 day ago
    A Wave From it All
  • In-room safe, blackout drapes, iron/ironing board, cribs (surcharge)
    Sep 6 - Sep 12

    Casa Ybel Resort + Flight

    Mid Island
    6 nights
    2.5 star property
    8.8/10 - Excellent (389 reviews)
    "Beautiful beach and nice pool area. When we arrived we were given our keys and location of our room and that was it. Called front desk to rent umbrella and chairs on the beach and was told they were full. Asked for later in the week and was told she would check availability with the crew and have them call me. We never received a call but was charged $40 at check out for umbrella and chairs that we didn’t know we rented and didn’t use. I haven’t been emailed our final check out receipt yet so I..."
    Reviewed July 19, 2026
    Roundtrip • New York (EWR) - Fort Myers (RSW)
    EWR - RSW • Nonstop RSW - EWR • Nonstop
    Save 100% on your flight
    $1,376
    $908
    per traveler
    found 1 day ago
    Casa Ybel Resort

Manasota Key Hotel Deals

Exterior

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key, 0.2 mi from Manasota Key
9.4 out of 10, Exceptional, (22 reviews)
"Clean and nice place. The manager was super nice and attentive. And the beach is just across the street! We definitely enjoyed our stay."
$501 nightly
The price is $538
Jul 22 - Jul 23
Total with taxes and fees
Chadwick 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.
See all properties in Manasota Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.