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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 (947 reviews)
    "Excellent service; the hotel was impeccable and I loved it. We will be back."
    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 0 hours ago
    The Perry Hotel Naples
  • View from room
    Oct 6 - Oct 11

    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 (EWR) - Fort Myers (RSW)
    EWR - RSW • Nonstop RSW - EWR • Nonstop
    Save 100% on your flight
    $1,919
    $1,080
    per traveler
    found 1 day 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 (303 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 15 hours ago
    Manasota Key Resort
  • Aerial view
    Oct 6 - Oct 11

    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
    $1,247
    $793
    per traveler
    found 1 day ago
    Tween Waters Island Resort & Spa
  • Luxury House, Pool View | Pool | Outdoor pool
    Sep 7 - Sep 12

    A Wave From it All + Flight

    Siesta Isle
    5 nights
    2.0 star property
    Roundtrip • Minneapolis (MSP) - Fort Myers (RSW)
    MSP - RSW • Nonstop RSW - MSP • Nonstop
    Save 100% on your flight
    $2,265
    $1,459
    per traveler
    found 1 day ago
    A Wave From it All

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.