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

Manasota Key Vacations from $460

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The Latest Manasota Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • 2 outdoor pools, cabanas (surcharge), pool umbrellas
    Sep 16 - Sep 21

    The Perry Hotel Naples + Flight

    Naples
    5 nights
    4.5 star property
    9.6/10 - Exceptional (948 reviews)
    "All great 👍."
    Reviewed July 16, 2026
    Roundtrip • New York (JFK) - Fort Myers (RSW)
    JFK - RSW • Nonstop RSW - JFK • 1 stop
    Save 100% on your flight
    $727
    $460
    per traveler
    found 2 hours ago
    The Perry Hotel Naples
  • Aerial view
    Sep 29 - Oct 4

    Tween Waters Island Resort & Spa + Flight

    Captiva
    5 nights
    3.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "When looking over the balcony all you see is over grown trees and down below is trash. The elevator was between two buildings and you had to walk to the opposite end just to get to your room. Also the beach is across the street not on the property."
    Reviewed July 14, 2026
    Roundtrip • New York (EWR) - Fort Myers (RSW)
    EWR - RSW • Nonstop RSW - EWR • Nonstop
    Save 100% on your flight
    $1,156
    $637
    per traveler
    found 18 hours ago
    Tween Waters Island Resort & Spa
  • View from room
    Sep 16 - Sep 21

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

    Vanderbilt Beach
    5 nights
    4.5 star property
    9.0/10 - Wonderful (1,001 reviews)
    "I loved everything."
    Reviewed July 16, 2026
    Roundtrip • New York (JFK) - Fort Myers (RSW)
    JFK - RSW • Nonstop RSW - JFK • 1 stop
    Save 100% on your flight
    $1,513
    $867
    per traveler
    found 2 hours ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Private beach, surfing, kayaking, rowing
    Sep 24 - Sep 28

    Manasota Key Resort + Flight

    Manasota Key
    4 nights
    2.5 star property
    9.4/10 - Exceptional (304 reviews)
    "We LOVED our trip to Manasota Key. Staff was outstanding, room very clean, beach was awesome. Enjoyed every minute. We will be back."
    Reviewed July 10, 2026
    Roundtrip • New York (EWR) - Fort Myers (RSW)
    EWR - SRQ • 1 stop SRQ - EWR • 1 stop
    Save 100% on your flight
    $1,223
    $736
    per traveler
    found 17 hours ago
    Manasota Key Resort
  • On the beach, white sand
    Sep 29 - Oct 4

    GullWing Beach Resort + Flight

    South Island
    5 nights
    3.5 star property
    9.4/10 - Exceptional (957 reviews)
    "We have stayed here before. We love how big the rooms are. The pool is always clean. Their is always someone cleaning around the property"
    Reviewed June 27, 2026
    Roundtrip • New York (EWR) - Fort Myers (RSW)
    EWR - RSW • Nonstop RSW - EWR • Nonstop
    Save 100% on your flight
    $1,067
    $683
    per traveler
    found 18 hours ago
    GullWing Beach 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."
$553 nightly
The price is $596
Aug 16 - Aug 17
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.