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A beach with a green umbrella and two lounge chairs.

Gulf Shores Vacations from $358

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The Latest Gulf Shores 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
    Aug 30 - Sep 3

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

    Vanderbilt Beach
    4 nights
    4.5 star property
    9.0/10 - Wonderful (1,006 reviews)
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,266
    $790
    per traveler
    found 1 day ago
    LaPlaya Beach & Golf Resort - A Noble House Resort
  • Private beach, surfing, kayaking, rowing
    Aug 25 - Aug 28

    Manasota Key Resort + Flight

    Manasota Key
    3 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 • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • 1 stop
    Save 100% on your flight
    $905
    $596
    per traveler
    found 1 day ago
    Manasota Key Resort
  • Aerial view
    Oct 1 - Oct 6

    Tween Waters Island Resort & Spa + Flight

    Captiva
    5 nights
    3.0 star property
    8.6/10 - Excellent (1,003 reviews)
    "Todo el staff es agradable, amigables y dan todo detalle sobre las oportunidades que brindan. La atención en los restaurantes es de primera. Las muchachas qque atienden las habitaciones hacen muy buen trabajo para que los huéspedes se sientan en un lugar limpio."
    Reviewed July 20, 2026
    Roundtrip • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,298
    $874
    per traveler
    found 1 day ago
    Tween Waters Island Resort & Spa
  • On the beach, white sand
    Oct 1 - Oct 6

    GullWing Beach Resort + Flight

    South Island
    5 nights
    3.5 star property
    9.4/10 - Exceptional (958 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 • Boston (BOS) - Fort Myers (RSW)
    BOS - RSW • Nonstop RSW - BOS • Nonstop
    Save 100% on your flight
    $1,217
    $820
    per traveler
    found 1 day ago
    GullWing Beach Resort